96386-94-6

Basic information

• Product Name: (S)-Methyl 3-(benzyloxycarbonylamino)-5-methylhexanoate
• Synonyms: (S)-Methyl 3-(benzyloxycarbonylamino)-5-methylhexanoate;(S)-METHYL 3-(CBZ-AMINO)-5-METHYLHEXANOATE
• CAS NO: 96386-94-6
• Molecular Formula: C₁₆H₂₃NO₄
• Molecular Weight: 293.37
• Mol File: 96386-94-6.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (S)-Methyl 3-(benzyloxycarbonylamino)-5-methylhexanoate(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-Methyl 3-(benzyloxycarbonylamino)-5-methylhexanoate(96386-94-6)
• EPA Substance Registry System: (S)-Methyl 3-(benzyloxycarbonylamino)-5-methylhexanoate(96386-94-6)

Safety Data

• Hazardous Substances Data: 96386-94-6(Hazardous Substances Data)

Usage

General Description

(S)-Methyl 3-(benzyloxycarbonylamino)-5-methylhexanoate is a chemical compound used in organic synthesis and drug research. It is primarily known for its role as a key intermediate in the synthesis of pharmaceuticals, particularly in the production of drugs targeting bacterial infections and cancer. (S)-Methyl 3-(benzyloxycarbonylamino)-5-methylhexanoate is a chiral ester derivative of 3-hydroxy-5-methylhexanoic acid and is commonly used in the development of new drugs and pharmaceutical products. Additionally, it has shown potential as a building block in the research of various biologically active compounds and is a valuable tool in the field of medicinal chemistry.

Upstream product

• 100869-06-5 3(S)-amino-5-methylhexanoic acid hydrochloride 
• 501-53-1 benzyl chloroformate 
• 61-90-5 L-leucine 
• 148854-04-0 (C₈H₇O₂)(NHCHCOO)(CH₂C₃H₇)(CO₂C₂H₅) 
• 102123-81-9 (3-diazo-1-(S)-(2-methylpropyl)-2-oxopropyl)carbamic acid benzyl ester 
• 186581-53-3 diazomethane 
• 118247-68-0 N-Benzyloxycarbonyl-L-Homoleucine 
• 2018-66-8 Z-Leu-OH 
• 748793-65-9 N-(4-hydroxy-1-isobutyl-4-methyl-3-oxopentyl)carbamic acid O-benzyl ester 
• 748793-55-7 (E)-2-hydroxy-2,7-dimethyloct-4-en-3-one 
• 590-86-3 isovaleraldehyde 
• 621-84-1 O-benzyl carbamate 
• 18107-18-1 diazomethyl-trimethyl-silane 

Downstream Products

• 118247-76-0 Z-β-homo-Leu-D-Asp(OBzl)-NHCH2CH2C6H5 
• 118247-70-4 (Benzyloxycarbonyl)-β-homo-L-leucyl-β-benzyl-L-aspartic acid 2-phenylethylamide 
• 118247-75-9 Z-β-homo-Leu-D-Asp(OBzl)-NHCH2C6H5 
• 118247-69-1 Z-β-homo-Leu-Asp(OBzl)-NHCH2C6H5 
• 118247-99-7 H-β-homo-Leu-Asp-NHCH2CH2C6H5 
• 118247-63-5 Boc-Trp-β-homo-Leu-Asp-Phe-NH2 
• 118333-37-2 Boc-Trp-β-homo-Leu-D-Asp-D-Phe-NH2 
• 118247-62-4 (tert-Butoxycarbonyl)-L-tryptophyl-β-homo-L-leucyl-L-aspartic acid 2-phenylethylamide 
• 118333-36-1 Boc-Trp-β-homo-Leu-D-Asp-NHCH2CH2C6H5 
• 118247-61-3 Boc-Trp-β-homo-Leu-Asp-NHCH2C6H5 
• 118333-35-0 Boc-Trp-β-homo-Leu-D-Asp-NHCH2C6H5 
• 118333-45-2 Z-β-homo-Leu-D-Asp(OBzl)-D-Phe-NH2 
• 118247-71-5 Z-β-homo-Leu-Asp(OBzl)-Phe-NH2 
• 118247-68-0 N-Benzyloxycarbonyl-L-Homoleucine 

Relevant articles and documents

Synthesis of enantiopure free and N-benzyloxycarbonyl-protected 3-substituted homotaurines from naturally occurring amino acids

Enantiopure N-benzyloxycarbonyl-protected and free 3-substituted homotaurines were synthesized from naturally occurring amino acids via N-benzyloxycarbonyl protection, Arndt-Eistert homologation, reduction, esterification with thioacetic acid, and oxidation with performic acid. The current method is a convenient, practical, and salt-free method for the synthesis of enantiopure 3-substituted homotaurine with moderate to good yields.

Catalytic asymmetric mannich reactions of sulfonylacetates

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Synthesis of gastrin antagonists, analogues of the C-terminal tetrapeptide of gastrin, by introduction of a β-homo residue

A series of analogues of Boc-Trp-Leu-Asp-Phe-NH2, a potent gastrin agonist, were synthesized by introducing a β-homo residue in the sequence. These compounds were tested in vivo on acid secretion, in the anesthetized rat, and for their ability