(2S,4S)-1-Benzyl 2,4-dimethyl pyrrolidine-1,2,4-tricarboxylate

Base Information

• Chemical Name: (2S,4S)-1-Benzyl 2,4-dimethyl pyrrolidine-1,2,4-tricarboxylate
• CAS No.: 130830-69-2
• Molecular Formula: C16H19NO6
• Molecular Weight: 321.33
• Mol file: 130830-69-2.mol

Synonyms:(2S,4S)-1-Benzyl 2,4-dimethyl pyrrolidine-1,2,4-tricarboxylate

Chemical Property of (2S,4S)-1-Benzyl 2,4-dimethyl pyrrolidine-1,2,4-tricarboxylate

Chemical Property:

• PSA: 82.14000
• LogP: 1.29760

Purity/Quality:

(2S,4S)-1-Benzyl 2,4-dimethyl pyrrolidine-1,2,4-tricarboxylate >97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,4S)-1-Benzyl 2,4-dimethyl pyrrolidine-1,2,4-tricarboxylate

There total 8 articles about (2S,4S)-1-Benzyl 2,4-dimethyl pyrrolidine-1,2,4-tricarboxylate 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: 94.0%

methanol (67-56-1) + N-(benzyloxycarbonyl)-cis-4-cyano-L-proline ethyl ester (130830-65-8) → N-(benzyloxycarbonyl)-cis-4-carboxy-L-proline dimethyl ester (130830-69-2)

Guidance literature:

With hydrogenchloride; for 84h; Ambient temperature;

DOI:10.1021/jm00106a037

Reference yield: 88.0%

methanol (67-56-1) + N-(benzyloxycarbonyl)-cis-4-cyano-L-proline ethyl ester (130830-65-8) + acetyl chloride (75-36-5) → N-(benzyloxycarbonyl)-cis-4-carboxy-L-proline dimethyl ester (130830-69-2)

Guidance literature:

methanol; acetyl chloride; at 0 - 20 ℃; for 1h;

N-(benzyloxycarbonyl)-cis-4-cyano-L-proline ethyl ester; at 20 ℃; for 48h;

Reference yield:

(2S,4R)-ethyl N1-(benzyloxycarbonyl)-4-hydroxypyrrolidine-2-carboxylate (103667-57-8) → N-(benzyloxycarbonyl)-cis-4-carboxy-L-proline dimethyl ester (130830-69-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 98 percent / pyridine / CHCl₃ / 72 h / Ambient temperature

2: 66 percent / dimethylsulfoxide / 4 h / 80 °C

3: 94 percent / HCl / 84 h / Ambient temperature

With pyridine; hydrogenchloride; In chloroform; dimethyl sulfoxide;

DOI:10.1021/jm00106a037

upstream raw materials:

methanol

N-(benzyloxycarbonyl)-cis-4-cyano-L-proline ethyl ester

(2S,4R)-ethyl N¹-(benzyloxycarbonyl)-4-hydroxypyrrolidine-2-carboxylate

1-benzyl 2-ethyl(2S,4R)-4-[[(4-methylbenzene)sulfonyl]oxy]pyrrolidine-1,2-dicarboxylate

Downstream raw materials:

(2S,4S)-4-[(R)-2-(Acetylamino-methylsulfanyl)-1-(methoxycarbonylmethyl-carbamoyl)-ethylcarbamoyl]-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester

C₄₂H₅₂N₆O₁₆S₂

C₃₈H₄₄N₆O₁₆S₂

(2S,4S)-4-((phenylsulfonyl)methyl)-1-(diphenylacetyl)-pyrrolidine-2-carboxylic acid