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26054-60-4,MFCD02684302
Catalog No.:AA002RGD

26054-60-4 | N-Carbobenzoxy-L-serine beta-lactone

Pack Size
Purity
Availability
Price(USD)
Quantity
  
250mg
97%
in stock  
$45.00   $31.00
- +
1g
97%
in stock  
$86.00   $60.00
- +
5g
97%
in stock  
$245.00   $172.00
- +
10g
97%
in stock  
$459.00   $322.00
- +
25g
97%
in stock  
$1,126.00   $788.00
- +
100g
97%
in stock  
$3,951.00 $2,766.00
  • Technical Information
  • Properties
  • Upstream Synthesis Route
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
Technical Information
Catalog Number:
AA002RGD
Chemical Name:
N-Carbobenzoxy-L-serine beta-lactone
CAS Number:
26054-60-4
Molecular Formula:
C11H11NO4
Molecular Weight:
221.2093
MDL Number:
MFCD02684302
SMILES:
O=C(N[C@H]1COC1=O)OCc1ccccc1
Properties
Properties
 
BP:
425.5°C at 760 mmHg  
Form:
Solid  
MP:
129-130°C  
Refractive Index:
-25.5 ° (C=1, CH3CN)  
Storage:
Inert atmosphere;2-8℃;  

Computed Properties
 
Complexity:
273  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
1  
Defined Bond Stereocenter Count:
0  
Formal Charge:
0  
Heavy Atom Count:
16  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
1  
Isotope Atom Count:
0  
Rotatable Bond Count:
4  
Undefined Atom Stereocenter Count:
0  
Undefined Bond Stereocenter Count:
0  
XLogP3:
1.2  

Upstream Synthesis Route

[1]JournaloftheAmericanChemicalSociety,1987,vol.109,#15,p.4649-4659

[1]TetrahedronLetters,1994,vol.35,#41,p.7605-7608

[1]BioorganicandMedicinalChemistryLetters,1996,vol.6,#22,p.2643-2646

[2]Patent:US2010/93720,2010,A1,.Locationinpatent:Page/Pagecolumn38

[3]JournaloftheAmericanChemicalSociety,1985,vol.107,#24,p.7105-7109

[4]OrganicandBiomolecularChemistry,2008,vol.6,#18,p.3240-3243

[5]OrganicSyntheses,1992,vol.70,p.1-1

[6]CanadianJournalofChemistry,1986,vol.64,p.706-713

[7]CanadianJournalofChemistry,1986,vol.64,p.706-713

[8]SyntheticCommunications,1995,vol.25,#16,p.2475-2482

[9]JournalofMedicinalChemistry,1997,vol.40,#24,p.3979-3985

[10]JournalofOrganicChemistry,2002,vol.67,#5,p.1536-1547

[11]ChemistryLetters,1982,p.45-48

[12]Patent:US2010/22605,2010,A1,.Locationinpatent:Page/Pagecolumn49-50

[1]Patent:US2003/119820,2003,A1,

[1]ChemistryLetters,1982,p.45-48

Downstream Synthesis Route
123-75-1    26054-60-4   
(2S)-3-(pyrrolidin-1-yl)-2-aminopropanoicacid 
 
((S)-1-Hydroxymethyl-2-oxo-2-pyrrolidin-1-yl-ethyl)-carbamicacidbenzylester 

[1]TetrahedronLetters,1994,vol.35,p.7605-7608

186581-53-3    26054-60-4   
potassiumsaltof(S)-2-methoxy-2-(trifluoromethyl)-phenylacetate 
  26164-19-2   
(S)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionicacid(S)-2-benzyloxycarbonylamino-2-methoxycarbonyl-ethylester 

[1]JournaloftheAmericanChemicalSociety,1987,vol.109,p.4649-4659

110-91-8    26054-60-4   
((S)-1-Hydroxymethyl-2-morpholin-4-yl-2-oxo-ethyl)-carbamicacidbenzylester 
 
(S)-2-Benzyloxycarbonylamino-3-morpholin-4-yl-propionicacid 

[1]TetrahedronLetters,1994,vol.35,p.7605-7608

288-32-4    26054-60-4    147896-60-4   
((S)-1-Hydroxymethyl-2-imidazol-1-yl-2-oxo-ethyl)-carbamicacidbenzylester 

[1]TetrahedronLetters,1994,vol.35,p.7605-7608

13368-42-8    26054-60-4   
(S)-2-Benzyloxycarbonylamino-3-morpholin-4-yl-propionicacid 

[1]TetrahedronLetters,1994,vol.35,p.7605-7608

Literature

Title: Assay and inhibition of diacylglycerol lipase activity.

Journal: Bioorganic & medicinal chemistry letters 20120715

Title: N-(2-oxo-3-oxetanyl)carbamic acid esters as N-acylethanolamine acid amidase inhibitors: synthesis and structure-activity and structure-property relationships.

Journal: Journal of medicinal chemistry 20120524

Title: Synthesis and structure-activity relationships of N-(2-oxo-3-oxetanyl)amides as N-acylethanolamine-hydrolyzing acid amidase inhibitors.

Journal: Journal of medicinal chemistry 20100812

Title: Dual modes of modification of hepatitis A virus 3C protease by a serine-derived beta-lactone: selective crystallization and formation of a functional catalytic triad in the active site.

Journal: Journal of molecular biology 20051209

Title: Serine and threonine beta-lactones: a new class of hepatitis A virus 3C cysteine proteinase inhibitors.

Journal: The Journal of organic chemistry 20020308

Title: Beta-lactones as a new class of cysteine proteinase inhibitors: inhibition of hepatitis A virus 3C proteinase by N-Cbz-serine beta-lactone.

Journal: Organic letters 19990909

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SDS
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Tags:26054-60-4 Molecular Formula|26054-60-4 MDL|26054-60-4 SMILES|26054-60-4 N-Carbobenzoxy-L-serine beta-lactone
Catalog No.: AA002RGD
26054-60-4,MFCD02684302
26054-60-4 | N-Carbobenzoxy-L-serine beta-lactone
Pack Size： 250mg
Purity： 97%
in stock
$45.00 $31.00
Pack Size： 1g
Purity： 97%
in stock
$86.00 $60.00
Pack Size： 5g
Purity： 97%
in stock
$245.00 $172.00
Pack Size： 10g
Purity： 97%
in stock
$459.00 $322.00
Pack Size： 25g
Purity： 97%
in stock
$1,126.00 $788.00
Pack Size： 100g
Purity： 97%
in stock
$3,951.00 $2,766.00
Quantity
- +
Add to Card
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Technical Information
Catalog Number: AA002RGD
Chemical Name: N-Carbobenzoxy-L-serine beta-lactone
CAS Number: 26054-60-4
Molecular Formula: C11H11NO4
Molecular Weight: 221.2093
MDL Number: MFCD02684302
SMILES: O=C(N[C@H]1COC1=O)OCc1ccccc1
Properties
BP: 425.5°C at 760 mmHg  
Form: Solid  
MP: 129-130°C  
Refractive Index: -25.5 ° (C=1, CH3CN)  
Storage: Inert atmosphere;2-8℃;  
Complexity: 273  
Covalently-Bonded Unit Count: 1  
Defined Atom Stereocenter Count: 1  
Defined Bond Stereocenter Count: 0  
Formal Charge: 0  
Heavy Atom Count: 16  
Hydrogen Bond Acceptor Count: 4  
Hydrogen Bond Donor Count: 1  
Isotope Atom Count: 0  
Rotatable Bond Count: 4  
Undefined Atom Stereocenter Count: 0  
Undefined Bond Stereocenter Count: 0  
XLogP3: 1.2  
Upstream Synthesis Route
26054-60-4    3536-96-7    78553-51-2 

[1]JournaloftheAmericanChemicalSociety,1987,vol.109,#15,p.4649-4659

26054-60-4    74-89-5    19647-68-8 

[1]TetrahedronLetters,1994,vol.35,#41,p.7605-7608

1145-80-8    26054-60-4 

[1]BioorganicandMedicinalChemistryLetters,1996,vol.6,#22,p.2643-2646

[2]Patent:US2010/93720,2010,A1,.Locationinpatent:Page/Pagecolumn38

[3]JournaloftheAmericanChemicalSociety,1985,vol.107,#24,p.7105-7109

[4]OrganicandBiomolecularChemistry,2008,vol.6,#18,p.3240-3243

[5]OrganicSyntheses,1992,vol.70,p.1-1

[6]CanadianJournalofChemistry,1986,vol.64,p.706-713

[7]CanadianJournalofChemistry,1986,vol.64,p.706-713

[8]SyntheticCommunications,1995,vol.25,#16,p.2475-2482

[9]JournalofMedicinalChemistry,1997,vol.40,#24,p.3979-3985

[10]JournalofOrganicChemistry,2002,vol.67,#5,p.1536-1547

[11]ChemistryLetters,1982,p.45-48

[12]Patent:US2010/22605,2010,A1,.Locationinpatent:Page/Pagecolumn49-50

1145-80-8    1972-28-7    26054-60-4 

[1]Patent:US2003/119820,2003,A1,

81187-75-9    26054-60-4 

[1]ChemistryLetters,1982,p.45-48

Downstream Synthesis Route
123-75-1    26054-60-4   
(2S)-3-(pyrrolidin-1-yl)-2-aminopropanoicacid 
 
((S)-1-Hydroxymethyl-2-oxo-2-pyrrolidin-1-yl-ethyl)-carbamicacidbenzylester 

[1]TetrahedronLetters,1994,vol.35,p.7605-7608

186581-53-3    26054-60-4   
potassiumsaltof(S)-2-methoxy-2-(trifluoromethyl)-phenylacetate 
  26164-19-2   
(S)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionicacid(S)-2-benzyloxycarbonylamino-2-methoxycarbonyl-ethylester 

[1]JournaloftheAmericanChemicalSociety,1987,vol.109,p.4649-4659

110-91-8    26054-60-4   
((S)-1-Hydroxymethyl-2-morpholin-4-yl-2-oxo-ethyl)-carbamicacidbenzylester 
 
(S)-2-Benzyloxycarbonylamino-3-morpholin-4-yl-propionicacid 

[1]TetrahedronLetters,1994,vol.35,p.7605-7608

288-32-4    26054-60-4    147896-60-4   
((S)-1-Hydroxymethyl-2-imidazol-1-yl-2-oxo-ethyl)-carbamicacidbenzylester 

[1]TetrahedronLetters,1994,vol.35,p.7605-7608

13368-42-8    26054-60-4   
(S)-2-Benzyloxycarbonylamino-3-morpholin-4-yl-propionicacid 

[1]TetrahedronLetters,1994,vol.35,p.7605-7608

Literature fold

Title: Assay and inhibition of diacylglycerol lipase activity.

Journal: Bioorganic & medicinal chemistry letters20120715

Title: N-(2-oxo-3-oxetanyl)carbamic acid esters as N-acylethanolamine acid amidase inhibitors: synthesis and structure-activity and structure-property relationships.

Journal: Journal of medicinal chemistry20120524

Title: Synthesis and structure-activity relationships of N-(2-oxo-3-oxetanyl)amides as N-acylethanolamine-hydrolyzing acid amidase inhibitors.

Journal: Journal of medicinal chemistry20100812

Title: Dual modes of modification of hepatitis A virus 3C protease by a serine-derived beta-lactone: selective crystallization and formation of a functional catalytic triad in the active site.

Journal: Journal of molecular biology20051209

Title: Serine and threonine beta-lactones: a new class of hepatitis A virus 3C cysteine proteinase inhibitors.

Journal: The Journal of organic chemistry20020308

Title: Beta-lactones as a new class of cysteine proteinase inhibitors: inhibition of hepatitis A virus 3C proteinase by N-Cbz-serine beta-lactone.

Journal: Organic letters19990909

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