Methyl 2-[[(1,1-dimethylethoxy)carbonyl]amino]-3-[(phenylmethyl)thio]butanoate

Base Information

• Chemical Name: Methyl 2-[[(1,1-dimethylethoxy)carbonyl]amino]-3-[(phenylmethyl)thio]butanoate
• CAS No.: 55478-09-6
• Molecular Formula: C₁₇H₂₅NO₄S
• Molecular Weight: 339.456
• DSSTox Substance ID: DTXSID301137942
• Mol file: 55478-09-6.mol

Synonyms:DTXSID301137942;Methyl 2-[[(1,1-dimethylethoxy)carbonyl]amino]-3-[(phenylmethyl)thio]butanoate;55478-09-6

Chemical Property of Methyl 2-[[(1,1-dimethylethoxy)carbonyl]amino]-3-[(phenylmethyl)thio]butanoate

Chemical Property:

• XLogP3: 3.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 9
• Exact Mass: 339.15042945
• Heavy Atom Count: 23
• Complexity: 389

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C(C(=O)OC)NC(=O)OC(C)(C)C)SCC1=CC=CC=C1

Technology Process of Methyl 2-[[(1,1-dimethylethoxy)carbonyl]amino]-3-[(phenylmethyl)thio]butanoate

There total 1 articles about Methyl 2-[[(1,1-dimethylethoxy)carbonyl]amino]-3-[(phenylmethyl)thio]butanoate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

phenylmethanethiol (100-53-8) + N-t-butoxycarbonyl-O-p-toluenesulfonyl-D-threonine methyl ester (60538-20-7) → N-Boc-S-benzyl-β-methylcysteine methyl ester (55478-09-6,112380-23-1)

Guidance literature:

With sodium; In methanol; at 10 ℃; for 20h;

DOI:10.1021/jm00391a018

Reference yield:

N-Boc-S-benzyl-β-methylcysteine methyl ester (55478-09-6,112380-23-1) → 2-Amino-3-benzylsulfanyl-butyric acid methyl ester

Guidance literature:

With trifluoroacetic acid; for 1h;

DOI:10.1021/jm00391a018

Reference yield:

N-Boc-S-benzyl-β-methylcysteine methyl ester (55478-09-6,112380-23-1) → threo-S-benzyl-β-methyl-DL-cysteine (4378-11-4,60538-23-0,63701-10-0,63701-11-1,109007-93-4,109007-95-6,112456-53-8,131235-01-3)

Guidance literature:

Multi-step reaction with 2 steps

1: CF₃COOH / 1 h

2: 12 N HCl / 5 h / 65 °C

With hydrogenchloride; trifluoroacetic acid;

DOI:10.1021/jm00391a018

upstream raw materials:

phenylmethanethiol

N-t-butoxycarbonyl-O-p-toluenesulfonyl-D-threonine methyl ester

Downstream raw materials:

threo-S-benzyl-β-methyl-DL-cysteine