L-Cysteine, N-[2-[(acetylthio)methyl]-1-oxo-3-phenylpropyl]-S-[(4-methylphenyl)meth yl]-, 1,1-dimethylethyl ester, (S)-

Base Information

• Chemical Name: L-Cysteine, N-[2-[(acetylthio)methyl]-1-oxo-3-phenylpropyl]-S-[(4-methylphenyl)meth yl]-, 1,1-dimethylethyl ester, (S)-
• CAS No.: 115370-29-1
• Molecular Formula: C27H35NO4S2
• Molecular Weight: 501.711
• Mol file: 115370-29-1.mol

Synonyms:

Chemical Property of L-Cysteine, N-[2-[(acetylthio)methyl]-1-oxo-3-phenylpropyl]-S-[(4-methylphenyl)meth yl]-, 1,1-dimethylethyl ester, (S)-

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Technology Process of L-Cysteine, N-[2-[(acetylthio)methyl]-1-oxo-3-phenylpropyl]-S-[(4-methylphenyl)meth yl]-, 1,1-dimethylethyl ester, (S)-

There total 2 articles about L-Cysteine, N-[2-[(acetylthio)methyl]-1-oxo-3-phenylpropyl]-S-[(4-methylphenyl)meth yl]-, 1,1-dimethylethyl ester, (S)- 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: 12.0%

3-acetylthio-2-benzylpropanoic acid (91702-98-6,80969-99-9) + (R)-2-Amino-3-(4-methyl-benzylsulfanyl)-propionic acid tert-butyl ester; hydrochloride → (R)-2-((R)-2-Acetylsulfanylmethyl-3-phenyl-propionylamino)-3-(4-methyl-benzylsulfanyl)-propionic acid tert-butyl ester + (R)-2-((S)-2-Acetylsulfanylmethyl-3-phenyl-propionylamino)-3-(4-methyl-benzylsulfanyl)-propionic acid tert-butyl ester (115370-29-1)

Guidance literature:

With 4-methyl-morpholine; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In N,N-dimethyl-formamide; for 20h;

DOI:10.1021/jm00041a026

Reference yield:

2-Benzyl-2-propenoic acid (5669-19-2) → (R)-2-((S)-2-Acetylsulfanylmethyl-3-phenyl-propionylamino)-3-(4-methyl-benzylsulfanyl)-propionic acid tert-butyl ester (115370-29-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 99 percent / CH₂Cl₂ / 1152 h

2: 12 percent / EDC, HOBT, N-methylmorpholine / dimethylformamide / 20 h

With 4-methyl-morpholine; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm00041a026

Reference yield: 56.0%

(R)-2-((S)-2-Acetylsulfanylmethyl-3-phenyl-propionylamino)-3-(4-methyl-benzylsulfanyl)-propionic acid tert-butyl ester (115370-29-1) → (R)-2-((S)-2-Acetylsulfanylmethyl-3-phenyl-propionylamino)-3-(4-methyl-benzylsulfanyl)-propionic acid (115370-31-5)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; for 18h;

DOI:10.1021/jm00041a026

upstream raw materials:

3-acetylthio-2-benzylpropanoic acid

2-Benzyl-2-propenoic acid

Downstream raw materials:

(R)-2-((S)-2-Acetylsulfanylmethyl-3-phenyl-propionylamino)-3-(4-methyl-benzylsulfanyl)-propionic acid

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