1-benzyl 2-(tert-butyl) (2R,3S,4S)-4-(2-(tert-butoxycarbonyl)-6-methoxypyridin-3-yl)-3-(2-((4-methoxybenzyl)oxy)ethyl)pyrrolidine-1,2-carboxylate

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Chemical Name:1-benzyl 2-(tert-butyl) (2R,3S,4S)-4-(2-(tert-butoxycarbonyl)-6-methoxypyridin-3-yl)-3-(2-((4-methoxybenzyl)oxy)ethyl)pyrrolidine-1,2-carboxylate
CAS No.:1585241-87-7
Molecular Formula:C₃₈H₄₈N₂O₉
Molecular Weight:676.807
Hs Code.:

Synonyms:1-benzyl 2-(tert-butyl) (2R,3S,4S)-4-(2-(tert-butoxycarbonyl)-6-methoxypyridin-3-yl)-3-(2-((4-methoxybenzyl)oxy)ethyl)pyrrolidine-1,2-carboxylate

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Chemical Property of 1-benzyl 2-(tert-butyl) (2R,3S,4S)-4-(2-(tert-butoxycarbonyl)-6-methoxypyridin-3-yl)-3-(2-((4-methoxybenzyl)oxy)ethyl)pyrrolidine-1,2-carboxylate

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Technology Process of 1-benzyl 2-(tert-butyl) (2R,3S,4S)-4-(2-(tert-butoxycarbonyl)-6-methoxypyridin-3-yl)-3-(2-((4-methoxybenzyl)oxy)ethyl)pyrrolidine-1,2-carboxylate

There total 17 articles about 1-benzyl 2-(tert-butyl) (2R,3S,4S)-4-(2-(tert-butoxycarbonyl)-6-methoxypyridin-3-yl)-3-(2-((4-methoxybenzyl)oxy)ethyl)pyrrolidine-1,2-carboxylate 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: 47.0%

: 1585241-75-3
tert-butyl 3-((2S,3S)-5-(tert-butoxy)-3-(2-((4-methoxybenzyl)oxy)ethyl)-1-nitro-4,5-dioxopentan-2-yl)-6-methoxypicolinate

: 501-53-1,94274-21-2
benzyl chloroformate

: 1585241-87-7
1-benzyl 2-(tert-butyl) (2R,3S,4S)-4-(2-(tert-butoxycarbonyl)-6-methoxypyridin-3-yl)-3-(2-((4-methoxybenzyl)oxy)ethyl)pyrrolidine-1,2-carboxylate

: 1585241-76-4
1-benzyl 2-(tert-butyl) (2S,3S,4S)-4-(2-(tert-butoxycarbonyl)-6-methoxypyridin-3-yl)-3-(2-((4-methoxybenzyl)oxy)ethyl)pyrrolidine-1,2-carboxylate

Guidance literature:: tert-butyl 3-((2S,3S)-5-(tert-butoxy)-3-(2-((4-methoxybenzyl)oxy)ethyl)-1-nitro-4,5-dioxopentan-2-yl)-6-methoxypicolinate; With hydrogen; In methanol; at 75 ℃; for 1.5h; under 36201.3 Torr;

benzyl chloroformate; With triethylamine; In dichloromethane; at 0 ℃; for 0.5h;
DOI:10.1021/ol500529w

Reference yield:

: C₃₀H₄₂N₂O₇

: 501-53-1,94274-21-2
benzyl chloroformate

: 1585241-87-7
1-benzyl 2-(tert-butyl) (2R,3S,4S)-4-(2-(tert-butoxycarbonyl)-6-methoxypyridin-3-yl)-3-(2-((4-methoxybenzyl)oxy)ethyl)pyrrolidine-1,2-carboxylate

: 1-benzyl 2-(tert-butyl) (2S,3S,4S)-4-(2-(tert-butoxycarbonyl)-6-methoxypyridin-3-yl)-3-(2-((4-methoxybenzyl)oxy)ethyl)pyrrolidine-1,2-dicarboxylate

Guidance literature:: With triethylamine; In dichloromethane; for 0.5h; Heating;
DOI:10.1248/cpb.c16-00009

Reference yield:

: 1585241-85-5
C₁₃H₁₈N₂O₆

: 1585241-87-7
1-benzyl 2-(tert-butyl) (2R,3S,4S)-4-(2-(tert-butoxycarbonyl)-6-methoxypyridin-3-yl)-3-(2-((4-methoxybenzyl)oxy)ethyl)pyrrolidine-1,2-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: triethylamine; methanesulfonyl chloride / dichloromethane / 3 h / 0 °C

2.1: Ni(OAc)2-(H₂O)4-(S,S)-N,N'-dibenzylcyclohexane-1,2-diamine complex / isopropyl alcohol / 0 °C

3.1: hydrogen / methanol / 1.5 h / 75 °C / 36201.3 Torr

3.2: 0.5 h / 0 °C

With Ni(OAc)2-(H₂O)4-(S,S)-N,N'-dibenzylcyclohexane-1,2-diamine complex; hydrogen; methanesulfonyl chloride; triethylamine; In methanol; dichloromethane; isopropyl alcohol;
DOI:10.1021/ol500529w