(2Z,4E)-2-((3R,4S,5S)-1-Benzoyl-4-tert-butoxycarbonylmethyl-5-methoxycarbonyl-pyrrolidin-3-yl)-5-methoxy-hexa-2,4-dienedioic acid dimethyl ester

Base Information

Chemical Name:(2Z,4E)-2-((3R,4S,5S)-1-Benzoyl-4-tert-butoxycarbonylmethyl-5-methoxycarbonyl-pyrrolidin-3-yl)-5-methoxy-hexa-2,4-dienedioic acid dimethyl ester
CAS No.:203259-15-8
Molecular Formula:C₂₈H₃₅NO₁₀
Molecular Weight:545.587
Hs Code.:

(2Z,4E)-2-((3R,4S,5S)-1-Benzoyl-4-tert-butoxycarbonylmethyl-5-methoxycarbonyl-pyrrolidin-3-yl)-5-methoxy-hexa-2,4-dienedioic acid dimethyl ester

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Chemical Property of (2Z,4E)-2-((3R,4S,5S)-1-Benzoyl-4-tert-butoxycarbonylmethyl-5-methoxycarbonyl-pyrrolidin-3-yl)-5-methoxy-hexa-2,4-dienedioic acid dimethyl ester

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Technology Process of (2Z,4E)-2-((3R,4S,5S)-1-Benzoyl-4-tert-butoxycarbonylmethyl-5-methoxycarbonyl-pyrrolidin-3-yl)-5-methoxy-hexa-2,4-dienedioic acid dimethyl ester

There total 5 articles about (2Z,4E)-2-((3R,4S,5S)-1-Benzoyl-4-tert-butoxycarbonylmethyl-5-methoxycarbonyl-pyrrolidin-3-yl)-5-methoxy-hexa-2,4-dienedioic acid dimethyl 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:

: 203259-13-6
(2S,3S)-1-Benzoyl-4-(2,3-bis-benzyloxy-4-methoxy-phenyl)-3-tert-butoxycarbonylmethyl-2,3-dihydro-1H-pyrrole-2-carboxylic acid methyl ester

: 203259-15-8
(2Z,4E)-2-((3R,4S,5S)-1-Benzoyl-4-tert-butoxycarbonylmethyl-5-methoxycarbonyl-pyrrolidin-3-yl)-5-methoxy-hexa-2,4-dienedioic acid dimethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: H₂ / palladium black / ethyl acetate / Ambient temperature

2: 1.) Ag₂CO₃ on Celite / 1.) DCM, rt.; 2.) DCM, 0 deg C

With hydrogen; silver carbonate; palladium; In ethyl acetate;
DOI:10.1016/S0040-4039(97)10641-4

Reference yield:

: (2Z,4E)-2-((4S,5S)-1-Benzoyl-4-tert-butoxycarbonylmethyl-5-hydroxymethyl-pyrrolidin-3-yl)-5-methoxy-hexa-2,4-dienedioic acid dimethyl ester

: 203259-15-8
(2Z,4E)-2-((3R,4S,5S)-1-Benzoyl-4-tert-butoxycarbonylmethyl-5-methoxycarbonyl-pyrrolidin-3-yl)-5-methoxy-hexa-2,4-dienedioic acid dimethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: Jones reagent / acetone / 16 h / Ambient temperature

2: benzene; methanol / 1 h / Ambient temperature

With jones reagent; In methanol; acetone; benzene;
DOI:10.1016/S0040-4020(98)00377-9

Reference yield:

: 67-56-1
methanol

: (2S,3S)-1-Benzoyl-4-(2,3-bis-benzyloxy-4-methoxy-phenyl)-3-tert-butoxycarbonylmethyl-pyrrolidine-2-carboxylic acid methyl ester

: 203259-15-8
(2Z,4E)-2-((3R,4S,5S)-1-Benzoyl-4-tert-butoxycarbonylmethyl-5-methoxycarbonyl-pyrrolidin-3-yl)-5-methoxy-hexa-2,4-dienedioic acid dimethyl ester

Guidance literature:: With lead(IV) acetate; Yield given. Multistep reaction; 1.) CH₂Cl₂, room temperature, 15 min, 2.) 0 deg C, 30 min;
DOI:10.1016/S0040-4020(98)00377-9