(3S,4R)-1-tert-butyl 3-ethyl 4-hydroxypyrrolidine-1,3-dicarboxylate

Base Information

• Chemical Name: (3S,4R)-1-tert-butyl 3-ethyl 4-hydroxypyrrolidine-1,3-dicarboxylate
• CAS No.: 849935-85-9
• Molecular Formula: C₁₂H₂₁NO₅
• Molecular Weight: 259.302
• Mol file: 849935-85-9.mol

Synonyms:(3S,4R)-1-tert-butyl 3-ethyl 4-hydroxypyrrolidine-1,3-dicarboxylate;

Chemical Property of (3S,4R)-1-tert-butyl 3-ethyl 4-hydroxypyrrolidine-1,3-dicarboxylate

Chemical Property:

• Vapor Pressure: 4.61E-08mmHg at 25°C
• Refractive Index: 1.512
• Boiling Point: 400.051 °C at 760 mmHg
• PKA: 14.07±0.40(Predicted)
• Flash Point: 195.744 °C
• PSA: 76.07000
• Density: 1.222g/cm³
• LogP: 0.71520

Purity/Quality:

98%min ^*data from raw suppliers

(3S,4R)-1-tert-Butyl 3-ethyl4-hydroxypyrrolidine-1,3-dicarboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: (3S,4R)-1-tert-Butyl 3-Ethyl 4-Hydroxypyrrolidine-1,3-dicarboxylate is an intermediate in the preparation of various substituted fused quadracyclic compounds useful as inhibitors of MK2.

Technology Process of (3S,4R)-1-tert-butyl 3-ethyl 4-hydroxypyrrolidine-1,3-dicarboxylate

There total 11 articles about (3S,4R)-1-tert-butyl 3-ethyl 4-hydroxypyrrolidine-1,3-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: 99.0%

vinyl acetate (108-05-4,9003-20-7) + (trans)-1-tert-butyl 3-ethyl 4-hydroxypyrrolidine-1,3-dicarboxylate (1523541-94-7,849935-85-9) → (3S,4R)-1-tert-butyl 3-ethyl 4-hydroxypyrrolidine-1,3-dicarboxylate (1523541-94-7,849935-85-9) + (3R,4S)-1-tert-butyl 3-ethyl 4-acetoxypyrrolidine-1,3-dicarboxylate

Guidance literature:

Novozyme 435 lipase; In tert-butyl methyl ether; at 30 ℃; for 20h;

Reference yield: 98.9%

4-oxo-pyrrolidine-1,3-dicarboxylic acid 1-tert-butyl ester 3-ethyl ester (146256-98-6) → tert-butyl 3-ethyl 4-hydroxypyrrolidine-1,3-dicarboxylate (146256-99-7,1523541-94-7,849935-85-9)

Guidance literature:

With sodium tetrahydroborate; In methanol; at 10 ℃; for 0.833333h;

DOI:10.1016/j.ejmech.2015.09.030

Reference yield: 98.0%

trans-(+/-)-1-N-benzyl-4-benzyloxypyrrolidine-3-carboxylic acid ethyl ester + di-tert-butyl dicarbonate (24424-99-5) → (trans)-1-tert-butyl 3-ethyl 4-hydroxypyrrolidine-1,3-dicarboxylate (1523541-94-7,849935-85-9)

Guidance literature:

With hydrogen; palladium 10% on activated carbon; In ethanol; for 36h;

upstream raw materials:

4-oxo-pyrrolidine-1,3-dicarboxylic acid 1-tert-butyl ester 3-ethyl ester

vinyl acetate

(trans)-1-tert-butyl 3-ethyl 4-hydroxypyrrolidine-1,3-dicarboxylate

di-tert-butyl dicarbonate

Downstream raw materials:

C₇H₁₃NO₃

Refernces

• 1、 -. "FUSED QUADRACYCLIC COMPOUNDS, COMPOSITIONS AND USES THEREOF". Paragraph 0727. . Retrieved 2017/08/01.
• 2、 -. "METHOD FOR PREPARING 3-HYDROXY-4-HYDROXYMETHYL-PYRROLIDINE COMPOUNDS". Page/Page column 15; 28-29. . Retrieved 2008/06/13.