N^α-benzyloxycarbonyl-S-benzyl-(S)-methylcysteine

Base Information

• Chemical Name: N^α-benzyloxycarbonyl-S-benzyl-(S)-methylcysteine
• CAS No.: 155104-38-4
• Molecular Formula: C₁₉H₂₁NO₄S
• Molecular Weight: 359.446
• Mol file: 155104-38-4.mol

Synonyms:N^α-benzyloxycarbonyl-S-benzyl-(S)-methylcysteine

Chemical Property of N^α-benzyloxycarbonyl-S-benzyl-(S)-methylcysteine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N^α-benzyloxycarbonyl-S-benzyl-(S)-methylcysteine

There total 6 articles about N^α-benzyloxycarbonyl-S-benzyl-(S)-methylcysteine 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:

(S)-4-Benzylsulfanylmethyl-4-methyl-5-oxo-2-phenyl-oxazolidine-3-carboxylic acid benzyl ester → Nα-benzyloxycarbonyl-S-benzyl-(S)-methylcysteine (155104-38-4)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; water; at 25 ℃; Yield given;

DOI:10.1016/S0040-4020(97)00523-1

Reference yield:

benzyl bromomethyl thioether (15960-81-3) → Nα-benzyloxycarbonyl-S-benzyl-(S)-methylcysteine (155104-38-4)

Guidance literature:

Multi-step reaction with 2 steps

1: LiNEt₂ / tetrahydrofuran; hexane / 1.) -78 deg C, 30 min, 2.) -78 deg C, 4 h, warm to 0 deg C

2: LiOH*H₂O / tetrahydrofuran; H₂O / 25 °C

With lithium hydroxide; lithium diethylamide; In tetrahydrofuran; hexane; water;

DOI:10.1016/S0040-4020(97)00523-1

Reference yield:

(2S,4S)-4-Benzylsulfanylmethyl-4-methyl-5-oxo-2-phenyl-oxazolidine-3-carboxylic acid benzyl ester (177696-13-8) → Nα-benzyloxycarbonyl-S-benzyl-(S)-methylcysteine (155104-38-4)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; water;

DOI:10.1021/jo952285h

upstream raw materials:

(2S,4S)-4-Benzylsulfanylmethyl-4-methyl-5-oxo-2-phenyl-oxazolidine-3-carboxylic acid benzyl ester

benzyl bromomethyl thioether

N-Cbz-Ala

(S,S)-4-methyl-5-oxo-2-phenyl-oxazolidine-3-carboxylic acid benzyl ester

Downstream raw materials:

((S)-2-Benzylsulfanyl-1-{(R)-2-benzylsulfanyl-1-[(R)-2-benzylsulfanyl-1-(2-benzylsulfanyl-ethylcarbamoyl)-1-methyl-ethylcarbamoyl]-1-methyl-ethylcarbamoyl}-1-methyl-ethyl)-carbamic acid benzyl ester

(R)-2-[(R)-2-((S)-2-Benzyloxycarbonylamino-3-benzylsulfanyl-2-methyl-propionylamino)-3-benzylsulfanyl-2-methyl-propionylamino]-3-benzylsulfanyl-2-methyl-propionic acid methyl ester

{(S)-2-Benzylsulfanyl-1-[(R)-2-benzylsulfanyl-1-((R)-2-benzylsulfanyl-1-carbamoyl-1-methyl-ethylcarbamoyl)-1-methyl-ethylcarbamoyl]-1-methyl-ethyl}-carbamic acid benzyl ester

(R)-3-Benzylsulfanyl-2-[(R)-3-benzylsulfanyl-2-((S)-3-benzylsulfanyl-2-isobutyrylamino-2-methyl-propionylamino)-2-methyl-propionylamino]-2-methyl-propionamide