(3R,4R)-3-benzyl-4-hydroxymethylpyrrolidine-1-carboxylic acid tert-butyl ester

Base Information

Chemical Name:(3R,4R)-3-benzyl-4-hydroxymethylpyrrolidine-1-carboxylic acid tert-butyl ester
CAS No.:637014-30-3
Molecular Formula:C₁₇H₂₅NO₃
Molecular Weight:291.39
Hs Code.:

Synonyms:(3R,4R)-3-benzyl-4-hydroxymethylpyrrolidine-1-carboxylic acid tert-butyl ester

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Chemical Property of (3R,4R)-3-benzyl-4-hydroxymethylpyrrolidine-1-carboxylic acid tert-butyl ester

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Technology Process of (3R,4R)-3-benzyl-4-hydroxymethylpyrrolidine-1-carboxylic acid tert-butyl ester

There total 16 articles about (3R,4R)-3-benzyl-4-hydroxymethylpyrrolidine-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: 82.0%

: (3R,4R)-3-Benzyl-4-benzyloxymethyl-pyrrolidine

: 637014-30-3
(3R,4R)-3-benzyl-4-hydroxymethylpyrrolidine-1-carboxylic acid tert-butyl ester

Guidance literature:: With formic acid; palladium on activated charcoal; In ethanol; at 20 ℃; for 1h;
DOI:10.3987/com-03-9854

Reference yield:

: 190957-22-3
(4R,1'R)-1-(1'-phenylethyl)-4-hydroxymethylpyrrolidin-2-one

: 637014-30-3
(3R,4R)-3-benzyl-4-hydroxymethylpyrrolidine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: HMPA; Ph₃CH; n-BuLi / tetrahydrofuran; hexane / 0.33 h / -15 °C

1.2: 91 percent / tetrahydrofuran; hexane / 1 h / Heating

2.1: n-BuLi / tetrahydrofuran; hexane / 0.33 h / -15 °C

2.2: 78 percent / tetrahydrofuran; hexane / 2 h / -15 °C

3.1: 78 percent / LiAlH₄ / tetrahydrofuran / 3 h / Heating

4.1: chloroethyl chlorocarbonate / CH₂Cl₂ / 0.33 h / 0 °C

4.2: methanol / 0.5 h / Heating

5.1: 82 percent / HCOOH / Pd/C / ethanol / 1 h / 20 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; lithium aluminium tetrahydride; n-butyllithium; formic acid; triphenylmethane; 2-Chloroethyl chloroformate; palladium on activated charcoal; In tetrahydrofuran; ethanol; hexane; dichloromethane;
DOI:10.3987/com-03-9854

Reference yield:

: 637014-18-7
(4R,1'R)-4-benzyloxymethyl-1-(1'-phenylethyl)pyrrolidin-2-one

: 637014-30-3
(3R,4R)-3-benzyl-4-hydroxymethylpyrrolidine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: n-BuLi / tetrahydrofuran; hexane / 0.33 h / -15 °C

1.2: 78 percent / tetrahydrofuran; hexane / 2 h / -15 °C

2.1: 78 percent / LiAlH₄ / tetrahydrofuran / 3 h / Heating

3.1: chloroethyl chlorocarbonate / CH₂Cl₂ / 0.33 h / 0 °C

3.2: methanol / 0.5 h / Heating

4.1: 82 percent / HCOOH / Pd/C / ethanol / 1 h / 20 °C

With lithium aluminium tetrahydride; n-butyllithium; formic acid; 2-Chloroethyl chloroformate; palladium on activated charcoal; In tetrahydrofuran; ethanol; hexane; dichloromethane;
DOI:10.3987/com-03-9854