2-benzyl 1-(tert-butyl) (2S,3S)-3-hydroxypyrrolidine-1,2-dicarboxylate

Base Information

• Chemical Name: 2-benzyl 1-(tert-butyl) (2S,3S)-3-hydroxypyrrolidine-1,2-dicarboxylate
• CAS No.: 330945-07-8
• Molecular Formula: C₁₇H₂₃NO₅
• Molecular Weight: 321.373
• Mol file: 330945-07-8.mol

Synonyms:2-benzyl 1-(tert-butyl) (2S,3S)-3-hydroxypyrrolidine-1,2-dicarboxylate

Chemical Property of 2-benzyl 1-(tert-butyl) (2S,3S)-3-hydroxypyrrolidine-1,2-dicarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-benzyl 1-(tert-butyl) (2S,3S)-3-hydroxypyrrolidine-1,2-dicarboxylate

There total 5 articles about 2-benzyl 1-(tert-butyl) (2S,3S)-3-hydroxypyrrolidine-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: 100.0%

benzyl bromide (100-39-0) + (2S,3S)-1-(tert-butoxycarbonyl)-3-hydroxypyrrolidine-2-carboxylic acid (187039-57-2,335280-19-8) → 2-benzyl 1-(tert-butyl) (2S,3S)-3-hydroxypyrrolidine-1,2-dicarboxylate (330945-07-8)

Guidance literature:

(2S,3S)-1-(tert-butoxycarbonyl)-3-hydroxypyrrolidine-2-carboxylic acid; With caesium carbonate; In methanol; water; at 20 ℃; for 1h;

benzyl bromide; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 1h;

Reference yield: 91.0%

di-tert-butyl dicarbonate (24424-99-5) + benzyl bromide (100-39-0) + trans-3-hydroxy-L-proline (4298-08-2) → 2-benzyl 1-(tert-butyl) (2S,3S)-3-hydroxypyrrolidine-1,2-dicarboxylate (330945-07-8)

Guidance literature:

di-tert-butyl dicarbonate; trans-3-hydroxy-L-proline; With sodium hydroxide; water; In tetrahydrofuran; at 20 ℃; for 19h;

With hydrogenchloride; In tetrahydrofuran; water;

benzyl bromide; With hydrogenchloride; potassium hydrogencarbonate; more than 3 stages;

Reference yield: 44.0%

→ 2-benzyl 1-(tert-butyl) (2S,3S)-3-hydroxypyrrolidine-1,2-dicarboxylate (330945-07-8)

Guidance literature:

With caesium carbonate; In methanol; water; at 0 - 20 ℃; for 0.5h;

In methanol; water; N,N-dimethyl-formamide; at 0 - 20 ℃; for 16h;

upstream raw materials:

benzyl bromide

(2S,3S)-1-(tert-butoxycarbonyl)-3-hydroxypyrrolidine-2-carboxylic acid

di-tert-butyl dicarbonate

trans-3-hydroxy-L-proline

Downstream raw materials:

((3S)-acetoxy-1-tert-butoxycarbonyl-(2S)-pyrrolidinyl)carboxylic acid benzyl ester

2-benzyl 1-(tert-butyl) (2R,3S)-3-fluoropyrrolidine-1,2-dicarboxylate

(2R,3S)-1-tert-butoxycarbonyl-3-fluoro-pyrrolidine-2-carboxylic acid

2-benzyl 1-(tert-butyl)(2S,3R)-3-hydroxypyrrolidine-1,2-dicarboxylate