N-<3-(4-methoxybenzylthio)-2,2-dimethylpropyl>-L-cysteine methyl ester

Base Information

• Chemical Name: N-<3-(4-methoxybenzylthio)-2,2-dimethylpropyl>-L-cysteine methyl ester
• CAS No.: 151826-30-1
• Molecular Formula: C₁₇H₂₇NO₃S₂
• Molecular Weight: 357.538
• Mol file: 151826-30-1.mol

Synonyms:

Chemical Property of N-<3-(4-methoxybenzylthio)-2,2-dimethylpropyl>-L-cysteine methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-<3-(4-methoxybenzylthio)-2,2-dimethylpropyl>-L-cysteine methyl ester

There total 6 articles about N-<3-(4-methoxybenzylthio)-2,2-dimethylpropyl>-L-cysteine methyl ester 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:

(R)-2-[3-(4-Methoxy-benzylsulfanyl)-2,2-dimethyl-propylamino]-3-{(R)-2-[3-(4-methoxy-benzylsulfanyl)-2,2-dimethyl-propylamino]-2-methoxycarbonyl-ethyldisulfanyl}-propionic acid methyl ester → N-<3-(4-methoxybenzylthio)-2,2-dimethylpropyl>-L-cysteine methyl ester (151826-30-1)

Guidance literature:

With tributylphosphine; In methanol; water; for 2h; Yield given; Ambient temperature;

DOI:10.1248/cpb.41.876

Reference yield:

2,2-dimethyl-3-mercaptopropanoic acid (35040-68-7) → N-<3-(4-methoxybenzylthio)-2,2-dimethylpropyl>-L-cysteine methyl ester (151826-30-1)

Guidance literature:

Multi-step reaction with 5 steps

1: 2N aq. NaOH / ethanol / Ambient temperature

2: LiAlH₄ / tetrahydrofuran; diethyl ether / Ambient temperature

3: (COCl)2, dimethyl sulfoxide / CH₂Cl₂ / 0.17 h / -60 °C

4: 1.) molecular sieves 3A, 2.) NaBH₃CN / 1.) methanol, RT, 30 min, 2.) methanol, RT, overnight

5: (n-Bu)3P / methanol; H₂O / 2 h / Ambient temperature

With sodium hydroxide; lithium aluminium tetrahydride; oxalyl dichloride; tributylphosphine; 3 A molecular sieve; sodium cyanoborohydride; dimethyl sulfoxide; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; water;

DOI:10.1248/cpb.41.876

Reference yield:

p-methoxybenzyl chloride (824-94-2) → N-<3-(4-methoxybenzylthio)-2,2-dimethylpropyl>-L-cysteine methyl ester (151826-30-1)

Guidance literature:

Multi-step reaction with 5 steps

1: 2N aq. NaOH / ethanol / Ambient temperature

2: LiAlH₄ / tetrahydrofuran; diethyl ether / Ambient temperature

3: (COCl)2, dimethyl sulfoxide / CH₂Cl₂ / 0.17 h / -60 °C

4: 1.) molecular sieves 3A, 2.) NaBH₃CN / 1.) methanol, RT, 30 min, 2.) methanol, RT, overnight

5: (n-Bu)3P / methanol; H₂O / 2 h / Ambient temperature

With sodium hydroxide; lithium aluminium tetrahydride; oxalyl dichloride; tributylphosphine; 3 A molecular sieve; sodium cyanoborohydride; dimethyl sulfoxide; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; water;

DOI:10.1248/cpb.41.876

upstream raw materials:

2,2-dimethyl-3-mercaptopropanoic acid

p-methoxybenzyl chloride

3-(4-Methoxy-benzylsulfanyl)-2,2-dimethyl-propan-1-ol

3-(4-methoxybenzylthio)-2,2-dimethylpropanal

Downstream raw materials:

methyl (4R)-3-<3-(4-methoxybenzylthio)-2,2-dimethylpropyl>-2-thioxothiazolidine-4-carboxylate