5,5-dimethyl-4-(2-methyl-benzylcarbamoyl)-thiazolidine-3-carboxylic acid tert-butyl ester

Base Information

• Chemical Name: 5,5-dimethyl-4-(2-methyl-benzylcarbamoyl)-thiazolidine-3-carboxylic acid tert-butyl ester
• CAS No.: 321434-78-0
• Molecular Formula: C₁₉H₂₈N₂O₃S
• Molecular Weight: 364.509

Synonyms:5,5-dimethyl-4-(2-methyl-benzylcarbamoyl)-thiazolidine-3-carboxylic acid tert-butyl ester

Chemical Property of 5,5-dimethyl-4-(2-methyl-benzylcarbamoyl)-thiazolidine-3-carboxylic acid tert-butyl ester

Chemical Property:

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Technology Process of 5,5-dimethyl-4-(2-methyl-benzylcarbamoyl)-thiazolidine-3-carboxylic acid tert-butyl ester

There total 3 articles about 5,5-dimethyl-4-(2-methyl-benzylcarbamoyl)-thiazolidine-3-carboxylic acid tert-butyl 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:

L-penicillamine (1113-41-3) → 5,5-dimethyl-4-(2-methyl-benzylcarbamoyl)-thiazolidine-3-carboxylic acid tert-butyl ester (321434-78-0)

Guidance literature:

Multi-step reaction with 3 steps

1: H₂O

2: aq. NaOH / tetrahydrofuran

3: 1.) Et₃N, DPP-Cl, 2.) Et₃N / 1.) EtOAc, 0 deg C, 1 h, 2.) EtOAc, overnight

With sodium hydroxide; triethylamine; Diphenylphosphinic chloride; In tetrahydrofuran; water;

DOI:10.1021/jm980637h

Reference yield:

(R)-5,5-dimethyl-1,3-thiazolidine-4-carboxylic acid (72778-00-8) → 5,5-dimethyl-4-(2-methyl-benzylcarbamoyl)-thiazolidine-3-carboxylic acid tert-butyl ester (321434-78-0)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. NaOH / tetrahydrofuran

2: 1.) Et₃N, DPP-Cl, 2.) Et₃N / 1.) EtOAc, 0 deg C, 1 h, 2.) EtOAc, overnight

With sodium hydroxide; triethylamine; Diphenylphosphinic chloride; In tetrahydrofuran;

DOI:10.1021/jm980637h

Reference yield:

ortho-methylbenzylamine (89-93-0) + (R)-3-tert-butoxycarbonyl-5,5-dimethyl-1,3-thiazolidine-4-carboxylic acid (117918-23-7) → 5,5-dimethyl-4-(2-methyl-benzylcarbamoyl)-thiazolidine-3-carboxylic acid tert-butyl ester (321434-78-0)

Guidance literature:

With triethylamine; Diphenylphosphinic chloride; Multistep reaction; 1.) EtOAc, 0 deg C, 1 h, 2.) EtOAc, overnight;

DOI:10.1021/jm980637h

upstream raw materials:

ortho-methylbenzylamine

(R)-3-tert-butoxycarbonyl-5,5-dimethyl-1,3-thiazolidine-4-carboxylic acid

L-penicillamine

(R)-5,5-dimethyl-1,3-thiazolidine-4-carboxylic acid

Downstream raw materials:

(R)-N-(2-methylbenzyl)-5,5-dimethyl-1,3-thiazolidine-4-carboxamide

acetic acid 3-{(1S,2S)-1-benzyl-3-[(4R)-5,5-dimethyl-4-(2-methyl-benzylcarbamoyl)-thiazolidin-3-yl]-2-hydroxy-3-oxo-propylcarbamoyl}-2-methyl-phenyl ester

(R)-N-(2-methylbenzyl)-3-[(2S,3S)-2-hydroxy-3-[3-hydroxy-2-methylbenzoyl]amino-4-phenylbutanoyl]-5,5-dimethyl-1,3-thiazolidine-4-carboxamide

Boc-Apns-Dmt-NH(o-methylbenzyl)

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