5-(tert-butyl-diphenyl-silanyloxymethyl)-3-cyanomethyl-2-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

Base Information

• Chemical Name: 5-(tert-butyl-diphenyl-silanyloxymethyl)-3-cyanomethyl-2-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester
• CAS No.: 741267-65-2
• Molecular Formula: C₂₈H₃₆N₂O₄Si
• Molecular Weight: 492.69

Synonyms:5-(tert-butyl-diphenyl-silanyloxymethyl)-3-cyanomethyl-2-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

Chemical Property of 5-(tert-butyl-diphenyl-silanyloxymethyl)-3-cyanomethyl-2-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

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Technology Process of 5-(tert-butyl-diphenyl-silanyloxymethyl)-3-cyanomethyl-2-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

There total 1 articles about 5-(tert-butyl-diphenyl-silanyloxymethyl)-3-cyanomethyl-2-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester 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: 85.0%

(S)-tert-butyl 2-((tert-butyldiphenylsilyloxy)methyl)-5-oxopyrrolidine-1-carboxylate (138629-30-8,138871-56-4) + cyanomethyl bromide (590-17-0) → 5-(tert-butyl-diphenyl-silanyloxymethyl)-3-cyanomethyl-2-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester + 5-(tert-butyl-diphenyl-silanyloxymethyl)-3-cyanomethyl-2-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester (741267-65-2)

Guidance literature:

With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃;

DOI:10.1016/j.bmcl.2004.05.021

Reference yield:

5-(tert-butyl-diphenyl-silanyloxymethyl)-3-cyanomethyl-2-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester (741267-65-2) → 3-(2-amino-ethyl)-5-(tert-butyl-diphenyl-silanyloxymethyl)-2-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester; hydrochloride

Guidance literature:

With chloroform; hydrogen; platinum(IV) oxide; In ethanol; at 20 ℃; for 48h; under 2585.74 Torr;

DOI:10.1016/j.bmcl.2004.05.021

Reference yield:

5-(tert-butyl-diphenyl-silanyloxymethyl)-3-cyanomethyl-2-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester (741267-65-2) → [2-(tert-butyl-diphenyl-silanyloxy)-1-(2-oxo-pyrrolidin-3-ylmethyl)-ethyl]-carbamic acid tert-butyl ester (741267-67-4)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂; CHCl₃ / PtO₂ / ethanol / 48 h / 20 °C / 2585.74 Torr

2: aq. LiOH / tetrahydrofuran / 12 h / 20 °C

With lithium hydroxide; chloroform; hydrogen; platinum(IV) oxide; In tetrahydrofuran; ethanol;

DOI:10.1016/j.bmcl.2004.05.021

upstream raw materials:

(S)-tert-butyl 2-((tert-butyldiphenylsilyloxy)methyl)-5-oxopyrrolidine-1-carboxylate

cyanomethyl bromide

Downstream raw materials:

[2-(tert-butyl-diphenyl-silanyloxy)-1-(2-oxo-pyrrolidin-3-ylmethyl)-ethyl]-carbamic acid tert-butyl ester

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