(2S,5R)-1-[(Benzyloxy)carbonyl]-2-methoxycarbonyl-5-(pent-4-enyl)pyrrolidine

Base Information

Chemical Name:(2S,5R)-1-[(Benzyloxy)carbonyl]-2-methoxycarbonyl-5-(pent-4-enyl)pyrrolidine
CAS No.:158149-95-2
Molecular Formula:C₁₉H₂₅NO₄
Molecular Weight:331.412
Hs Code.:

Synonyms:(2S,5R)-1-[(Benzyloxy)carbonyl]-2-methoxycarbonyl-5-(pent-4-enyl)pyrrolidine

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Chemical Property of (2S,5R)-1-[(Benzyloxy)carbonyl]-2-methoxycarbonyl-5-(pent-4-enyl)pyrrolidine

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Technology Process of (2S,5R)-1-[(Benzyloxy)carbonyl]-2-methoxycarbonyl-5-(pent-4-enyl)pyrrolidine

There total 7 articles about (2S,5R)-1-[(Benzyloxy)carbonyl]-2-methoxycarbonyl-5-(pent-4-enyl)pyrrolidine 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: 80.0%

: 214072-10-3
(5S)-2-Methoxy-1-[(benzyloxy)carbonyl]-5-methoxycarbonylpyrrolidine

: C₅H₉Cu

: 158149-95-2
(2S,5R)-1-[(Benzyloxy)carbonyl]-2-methoxycarbonyl-5-(pent-4-enyl)pyrrolidine

Guidance literature:: With boron trifluoride diethyl etherate; In diethyl ether; at -78 ℃;
DOI:10.1016/0040-4039(94)88087-5

Reference yield: 79.5%

: 54313-25-6
4-penten-1-yllithium

: 214072-10-3
(5S)-2-Methoxy-1-[(benzyloxy)carbonyl]-5-methoxycarbonylpyrrolidine

: 158149-95-2
(2S,5R)-1-[(Benzyloxy)carbonyl]-2-methoxycarbonyl-5-(pent-4-enyl)pyrrolidine

Guidance literature:: With copper(I) bromide dimethylsulfide complex; boron trifluoride diethyl etherate; In diethyl ether; at -78 ℃; heating to 20 deg C during 4-5 h;
DOI:10.1016/S0040-4020(98)00498-0

Reference yield:

: 5211-23-4
N-carbobenzyloxy-L-proline methyl ester

: 158149-95-2
(2S,5R)-1-[(Benzyloxy)carbonyl]-2-methoxycarbonyl-5-(pent-4-enyl)pyrrolidine

Guidance literature:: Multi-step reaction with 2 steps

1: 75 percent / tetraethylammonium p-toluenesulfonate / -5 °C / Electrolysis; GC-monitoring

2: 79.5 percent / CuBr_.DMS / BF_3.Et₂O / diethyl ether / -78 °C / heating to 20 deg C during 4-5 h

With copper(I) bromide dimethylsulfide complex; tetraethylammonium tosylate; boron trifluoride diethyl etherate; In diethyl ether; 1: Methoxylation / 2: Substitution;
DOI:10.1016/S0040-4020(98)00498-0