2-(1,1-dimethylethyl) 4-methyl (2S,4S,5R)-1-{[4-(1,1-dimethylethyl)-3-(methoxy)phenyl]carbonyl}-2-(2-methylpropyl)-5-(1,3-thiazol-2-yl)-2,4-pyrrolidinedicarboxylate

Base Information

• Chemical Name: 2-(1,1-dimethylethyl) 4-methyl (2S,4S,5R)-1-{[4-(1,1-dimethylethyl)-3-(methoxy)phenyl]carbonyl}-2-(2-methylpropyl)-5-(1,3-thiazol-2-yl)-2,4-pyrrolidinedicarboxylate
• CAS No.: 687636-13-1
• Molecular Formula: C₃₀H₄₂N₂O₆S
• Molecular Weight: 558.739
• Mol file: 687636-13-1.mol

Synonyms:2-(1,1-dimethylethyl) 4-methyl (2S,4S,5R)-1-{[4-(1,1-dimethylethyl)-3-(methoxy)phenyl]carbonyl}-2-(2-methylpropyl)-5-(1,3-thiazol-2-yl)-2,4-pyrrolidinedicarboxylate

Chemical Property of 2-(1,1-dimethylethyl) 4-methyl (2S,4S,5R)-1-{[4-(1,1-dimethylethyl)-3-(methoxy)phenyl]carbonyl}-2-(2-methylpropyl)-5-(1,3-thiazol-2-yl)-2,4-pyrrolidinedicarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(1,1-dimethylethyl) 4-methyl (2S,4S,5R)-1-{[4-(1,1-dimethylethyl)-3-(methoxy)phenyl]carbonyl}-2-(2-methylpropyl)-5-(1,3-thiazol-2-yl)-2,4-pyrrolidinedicarboxylate

There total 5 articles about 2-(1,1-dimethylethyl) 4-methyl (2S,4S,5R)-1-{[4-(1,1-dimethylethyl)-3-(methoxy)phenyl]carbonyl}-2-(2-methylpropyl)-5-(1,3-thiazol-2-yl)-2,4-pyrrolidinedicarboxylate 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: 98.0%

2-(1,1-dimethylethyl) 4-methyl (2S,4S,5R)-2-(2-methylpropyl)-5-(1,3-thiazol-2-yl)-2,4-pyrrolidinedicarboxylate (687636-12-0) + 3-methoxy-4-tert-butylbenzoyl chloride (35291-92-0) → 2-(1,1-dimethylethyl) 4-methyl (2S,4S,5R)-1-{[4-(1,1-dimethylethyl)-3-(methoxy)phenyl]carbonyl}-2-(2-methylpropyl)-5-(1,3-thiazol-2-yl)-2,4-pyrrolidinedicarboxylate (687636-13-1)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; for 19h;

DOI:10.1021/jm061207r

Reference yield:

rel-(2S,4S,5R)-2-isobutyl-5-(1,3-thiazol-2-yl)pyrrolidine-2,4-dicarboxylic acid 2-tert-butyl ester 4-methyl ester + 3-methoxy-4-tert-butylbenzoyl chloride (35291-92-0) → 2-(1,1-dimethylethyl) 4-methyl (2S,4S,5R)-1-{[4-(1,1-dimethylethyl)-3-(methoxy)phenyl]carbonyl}-2-(2-methylpropyl)-5-(1,3-thiazol-2-yl)-2,4-pyrrolidinedicarboxylate (687636-13-1)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 19h;

Reference yield:

2-[N-(1,3-thiazol-2-ylmethylene)amino]-4-methylpentanoic acid tert-butyl ester (521955-41-9) → 2-(1,1-dimethylethyl) 4-methyl (2S,4S,5R)-1-{[4-(1,1-dimethylethyl)-3-(methoxy)phenyl]carbonyl}-2-(2-methylpropyl)-5-(1,3-thiazol-2-yl)-2,4-pyrrolidinedicarboxylate (687636-13-1)

Guidance literature:

Multi-step reaction with 3 steps

1: lithium bromide; triethylamine / tetrahydrofuran / 20 °C

2: (R)-(-)-1,1'-binaphthyl-2,2'-diyl hydrogen phosphate / propan-2-ol / 75 °C

3: 98 percent / triethylamine / CH₂Cl₂ / 19 h / 0 - 20 °C

With (R)-1,1'-binaphthyl-2,2'-phosphoric acid; triethylamine; lithium bromide; In tetrahydrofuran; dichloromethane; isopropyl alcohol;

DOI:10.1021/jm061207r

upstream raw materials:

2-(1,1-dimethylethyl) 4-methyl (2S,4S,5R)-2-(2-methylpropyl)-5-(1,3-thiazol-2-yl)-2,4-pyrrolidinedicarboxylate

3-methoxy-4-tert-butylbenzoyl chloride

2-[N-(1,3-thiazol-2-ylmethylene)amino]-4-methylpentanoic acid tert-butyl ester

leucine tert-butyl ester hydrochloride

Downstream raw materials:

1,1-dimethylethyl (4S,5R)-1-{[4-(1,1-dimethylethyl)-3-(methyloxy)phenyl]carbonyl}-4-(hydroxymethyl)-2-(2-methylpropyl)-5-(1,3-thiazol-2-yl)-L-prolinate

(2S,4R,5R)-2-isobutyl-1-(3-methoxy-4-tert-butylbenzoyl)-4-hydroxymethyl-5-(1,3-thiazol-2-yl)-pyrrolidine-2-carboxylic acid 2-tert-butyl ester

(2S,4S,5R)-2-isobutyl-1-(3-methoxy-4-tert-butylbenzoyl)-4-(1-hydroxy-1-methylethyl)-5-(1,3-thiazol-2-yl)pyrrolidine-2-carboxylic acid tert-butyl ester

4-(1,1-dimethylethyl)-3-(methoxy)benzaldehyde