(2S,3S)-dibenzyl 3-((2-benzyloxy)-2-oxoethyl)-4-(2-tert-butoxy-2-oxoethylidene)pyrrolidine-1,2-dicarboxylate

Base Information

• Chemical Name: (2S,3S)-dibenzyl 3-((2-benzyloxy)-2-oxoethyl)-4-(2-tert-butoxy-2-oxoethylidene)pyrrolidine-1,2-dicarboxylate
• CAS No.: 1316125-97-9
• Molecular Formula: C₃₅H₃₇NO₈
• Molecular Weight: 599.681
• Mol file: 1316125-97-9.mol

Synonyms:(2S,3S)-dibenzyl 3-((2-benzyloxy)-2-oxoethyl)-4-(2-tert-butoxy-2-oxoethylidene)pyrrolidine-1,2-dicarboxylate

Chemical Property of (2S,3S)-dibenzyl 3-((2-benzyloxy)-2-oxoethyl)-4-(2-tert-butoxy-2-oxoethylidene)pyrrolidine-1,2-dicarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of (2S,3S)-dibenzyl 3-((2-benzyloxy)-2-oxoethyl)-4-(2-tert-butoxy-2-oxoethylidene)pyrrolidine-1,2-dicarboxylate

There total 1 articles about (2S,3S)-dibenzyl 3-((2-benzyloxy)-2-oxoethyl)-4-(2-tert-butoxy-2-oxoethylidene)pyrrolidine-1,2-dicarboxylate 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: 28.0%

tert-butyl diethylphosphonoacetate (27784-76-5) + (2S,3R)-3-[2-(benzyloxy)-2-oxoethyl]-4-oxopyrrolidine-1,2-dibenzylester (1316108-90-3) → (2S,3S)-dibenzyl 3-((2-benzyloxy)-2-oxoethyl)-4-(2-tert-butoxy-2-oxoethylidene)pyrrolidine-1,2-dicarboxylate (1316125-97-9)

Guidance literature:

tert-butyl diethylphosphonoacetate; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 0.5h;

(2S,3R)-3-[2-(benzyloxy)-2-oxoethyl]-4-oxopyrrolidine-1,2-dibenzylester; In tetrahydrofuran; at -78 - 20 ℃;

DOI:10.1055/s-0030-1258479

Reference yield: 80.0%

(2S,3S)-dibenzyl 3-((2-benzyloxy)-2-oxoethyl)-4-(2-tert-butoxy-2-oxoethylidene)pyrrolidine-1,2-dicarboxylate (1316125-97-9) → 2-{(4S,5S)-4-[2-(benzyloxy)-2-oxoethyl]-1,5-bis(benzyloxycarbonyl)pyrrolidin-3-ylidene} acetic acid (1316137-61-7)

Guidance literature:

With triethylsilane; trifluoroacetic acid; In dichloromethane; at 20 ℃; for 16h; Inert atmosphere;

DOI:10.1055/s-0030-1258479

upstream raw materials:

tert-butyl diethylphosphonoacetate

(2S,3R)-3-[2-(benzyloxy)-2-oxoethyl]-4-oxopyrrolidine-1,2-dibenzylester

Downstream raw materials:

2-{(4S,5S)-4-[2-(benzyloxy)-2-oxoethyl]-1,5-bis(benzyloxycarbonyl)pyrrolidin-3-ylidene} acetic acid