(2S,4R)-4-benzyloxy-2-ethynylpyrrolidine-1-carboxylic acid t-butyl ester

Base Information

Chemical Name:(2S,4R)-4-benzyloxy-2-ethynylpyrrolidine-1-carboxylic acid t-butyl ester
CAS No.:1211927-73-9
Molecular Formula:C₁₈H₂₃NO₃
Molecular Weight:301.386
Hs Code.:

Synonyms:(2S,4R)-4-benzyloxy-2-ethynylpyrrolidine-1-carboxylic acid t-butyl ester

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Chemical Property of (2S,4R)-4-benzyloxy-2-ethynylpyrrolidine-1-carboxylic acid t-butyl ester

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Technology Process of (2S,4R)-4-benzyloxy-2-ethynylpyrrolidine-1-carboxylic acid t-butyl ester

There total 4 articles about (2S,4R)-4-benzyloxy-2-ethynylpyrrolidine-1-carboxylic acid t-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: 74.0%

: 100-39-0
benzyl bromide

: 275387-80-9
(2S,4R)-tert-butyl 2-ethynyl-4-hydroxypyrrolidine-1-carboxylate

: 1211927-73-9
(2S,4R)-4-benzyloxy-2-ethynylpyrrolidine-1-carboxylic acid t-butyl ester

Guidance literature:: (2S,4R)-tert-butyl 2-ethynyl-4-hydroxypyrrolidine-1-carboxylate; With sodium hydride; In N,N-dimethyl-formamide; at -20 ℃; for 1h; Inert atmosphere;

benzyl bromide; In N,N-dimethyl-formamide; at -20 - 20 ℃; Inert atmosphere;
DOI:10.1002/adsc.201000678

Reference yield:

: 74844-91-0
1-tert-butyl 2-methyl (2S,4R)-4-hydroxy-1,2-pyrrolidinedicarboxylate

: 1211927-73-9
(2S,4R)-4-benzyloxy-2-ethynylpyrrolidine-1-carboxylic acid t-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: diisobutylaluminium hydride / hexane; dichloromethane / -78 °C / Inert atmosphere

1.2: 0 - 20 °C / Inert atmosphere

2.1: sodium hydride / N,N-dimethyl-formamide / 1 h / -20 °C / Inert atmosphere

2.2: -20 - 20 °C / Inert atmosphere

With sodium hydride; diisobutylaluminium hydride; In hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/adsc.201000678

Reference yield:

: 13726-69-7,946610-68-0
(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid

: 1211927-73-9
(2S,4R)-4-benzyloxy-2-ethynylpyrrolidine-1-carboxylic acid t-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hydrogencarbonate / N,N-dimethyl-formamide / 48 h / 20 °C

2.1: diisobutylaluminium hydride / hexane; dichloromethane / -78 °C / Inert atmosphere

2.2: 0 - 20 °C / Inert atmosphere

3.1: sodium hydride / N,N-dimethyl-formamide / 1 h / -20 °C / Inert atmosphere

3.2: -20 - 20 °C / Inert atmosphere

With sodium hydride; diisobutylaluminium hydride; sodium hydrogencarbonate; In hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/adsc.201000678