(2R,5S)-1-tert-butoxycarbonyl-2-benzyloxymethyl-5-benzyloxymethylpyrrolidine

Base Information

Chemical Name:(2R,5S)-1-tert-butoxycarbonyl-2-benzyloxymethyl-5-benzyloxymethylpyrrolidine
CAS No.:126550-74-1
Molecular Formula:C₂₅H₃₃NO₄
Molecular Weight:411.541
Hs Code.:

Synonyms:(2R,5S)-1-tert-butoxycarbonyl-2-benzyloxymethyl-5-benzyloxymethylpyrrolidine

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Chemical Property of (2R,5S)-1-tert-butoxycarbonyl-2-benzyloxymethyl-5-benzyloxymethylpyrrolidine

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Technology Process of (2R,5S)-1-tert-butoxycarbonyl-2-benzyloxymethyl-5-benzyloxymethylpyrrolidine

There total 20 articles about (2R,5S)-1-tert-butoxycarbonyl-2-benzyloxymethyl-5-benzyloxymethylpyrrolidine 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: 78.0%

: (2R,3S,5S)- and (2R,3R,5S)-1-tert-butoxycarbonyl-2-benzyloxymethyl-3-phenylsulfonyl-5-benzyloxymethylpyrrolidine

: 126550-74-1
(2R,5S)-1-tert-butoxycarbonyl-2-benzyloxymethyl-5-benzyloxymethylpyrrolidine

Guidance literature:: With disodium hydrogenphosphate; sodium amalgam; In methanol; at 0 ℃; for 2h;
DOI:10.1021/jo991052d

Reference yield: 65.0%

: 100-39-0
benzyl bromide

: 126550-75-2
(2S,5S)-1-t-butoxycarbonyl-(2,5)-bis(hydroxymethyl)pyrrolidine

: 126550-74-1
(2R,5S)-1-tert-butoxycarbonyl-2-benzyloxymethyl-5-benzyloxymethylpyrrolidine

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 5h;
DOI:10.1016/S0040-4020(01)85236-4

Reference yield:

: 56552-80-8
(R)-3-benzyloxy-1,2-propanediol

: 126550-74-1
(2R,5S)-1-tert-butoxycarbonyl-2-benzyloxymethyl-5-benzyloxymethylpyrrolidine

Guidance literature:: Multi-step reaction with 3 steps

1: 95 percent / pyridine / CH₂Cl₂ / 0.33 h / -30 °C

2: 80 percent / n-BuLi / tetrahydrofuran / 1 h / -70 °C

3: 78 percent / Na-Hg; Na₂HPO₄ / methanol / 2 h / 0 °C

With pyridine; disodium hydrogenphosphate; n-butyllithium; sodium amalgam; In tetrahydrofuran; methanol; dichloromethane; 1: Substitution / 2: Cyclization / 3: Reduction;
DOI:10.1021/jo991052d