(3R,4R)-benzyl 3-(((S)-2-acetoxy-N-((R)-1-(5-benzyl-2-(2,5-difluorophenyl)thiazol-4-yl)-2,2-dimethylpropyl)propanamido)methyl)-4-fluoropyrrolidine-1-carboxylate

Base Information

Chemical Name:(3R,4R)-benzyl 3-(((S)-2-acetoxy-N-((R)-1-(5-benzyl-2-(2,5-difluorophenyl)thiazol-4-yl)-2,2-dimethylpropyl)propanamido)methyl)-4-fluoropyrrolidine-1-carboxylate
CAS No.:1342804-05-0
Molecular Formula:C₃₉H₄₂F₃N₃O₅S
Molecular Weight:721.841
Hs Code.:

(3R,4R)-benzyl 3-(((S)-2-acetoxy-N-((R)-1-(5-benzyl-2-(2,5-difluorophenyl)thiazol-4-yl)-2,2-dimethylpropyl)propanamido)methyl)-4-fluoropyrrolidine-1-carboxylate

Synonyms:(3R,4R)-benzyl 3-(((S)-2-acetoxy-N-((R)-1-(5-benzyl-2-(2,5-difluorophenyl)thiazol-4-yl)-2,2-dimethylpropyl)propanamido)methyl)-4-fluoropyrrolidine-1-carboxylate

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Chemical Property of (3R,4R)-benzyl 3-(((S)-2-acetoxy-N-((R)-1-(5-benzyl-2-(2,5-difluorophenyl)thiazol-4-yl)-2,2-dimethylpropyl)propanamido)methyl)-4-fluoropyrrolidine-1-carboxylate

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Technology Process of (3R,4R)-benzyl 3-(((S)-2-acetoxy-N-((R)-1-(5-benzyl-2-(2,5-difluorophenyl)thiazol-4-yl)-2,2-dimethylpropyl)propanamido)methyl)-4-fluoropyrrolidine-1-carboxylate

There total 15 articles about (3R,4R)-benzyl 3-(((S)-2-acetoxy-N-((R)-1-(5-benzyl-2-(2,5-difluorophenyl)thiazol-4-yl)-2,2-dimethylpropyl)propanamido)methyl)-4-fluoropyrrolidine-1-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: 75.0%

: 1342804-03-8
(3R,4R)-benzyl 3-(((R)-1-(5-benzyl-2-(2,5-difiuorophenyl)thiazol-4-yl)-2,2-dimethylpropylamino)methyl)-4-fluoropyrrolidine-1-carboxylate

: 36394-75-9
(S)-2-acetoxypropanoyl chloride

: 1342804-05-0
(3R,4R)-benzyl 3-(((S)-2-acetoxy-N-((R)-1-(5-benzyl-2-(2,5-difluorophenyl)thiazol-4-yl)-2,2-dimethylpropyl)propanamido)methyl)-4-fluoropyrrolidine-1-carboxylate

Guidance literature:: (3R,4R)-benzyl 3-(((R)-1-(5-benzyl-2-(2,5-difiuorophenyl)thiazol-4-yl)-2,2-dimethylpropylamino)methyl)-4-fluoropyrrolidine-1-carboxylate; (S)-2-acetoxypropanoyl chloride; With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 2h;

With sodium hydrogencarbonate; In dichloromethane;

Reference yield:

: 31970-04-4
1-carboxybenzyl-3-pyrrolidine

: 1342804-05-0
(3R,4R)-benzyl 3-(((S)-2-acetoxy-N-((R)-1-(5-benzyl-2-(2,5-difluorophenyl)thiazol-4-yl)-2,2-dimethylpropyl)propanamido)methyl)-4-fluoropyrrolidine-1-carboxylate

Guidance literature:: Multi-step reaction with 7 steps

1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 18 h / 20 °C

2: copper(I) bromide dimethylsulfide complex / tetrahydrofuran / 2 h / -40 - -20 °C

3: chiral HPLC / Resolution of racemate

4: Nonafluorobutanesulfonyl fluoride; N-ethyl-N,N-diisopropylamine; triethylamine tris(hydrogen fluoride) / α,α,α-trifluorotoluene / 18 h / 20 °C

5: sodium periodate / osmium(VIII) oxide / water; methanol / 2 h / 20 °C

6: sodium tris(acetoxy)borohydride / dichloromethane / 0.5 h / 20 °C

7: N-ethyl-N,N-diisopropylamine / dichloromethane / 2 h / 20 °C

With sodium periodate; copper(I) bromide dimethylsulfide complex; Nonafluorobutanesulfonyl fluoride; sodium tris(acetoxy)borohydride; triethylamine tris(hydrogen fluoride); N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; osmium(VIII) oxide; In tetrahydrofuran; methanol; dichloromethane; α,α,α-trifluorotoluene; water;

Reference yield:

: 1269755-18-1
(3S,4R)-benzyl 3-hydroxy-4-vinylpyrrolidine-1-carboxylate

: 1342804-05-0
(3R,4R)-benzyl 3-(((S)-2-acetoxy-N-((R)-1-(5-benzyl-2-(2,5-difluorophenyl)thiazol-4-yl)-2,2-dimethylpropyl)propanamido)methyl)-4-fluoropyrrolidine-1-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: Nonafluorobutanesulfonyl fluoride; N-ethyl-N,N-diisopropylamine; triethylamine tris(hydrogen fluoride) / α,α,α-trifluorotoluene / 18 h / 20 °C

2: sodium periodate / osmium(VIII) oxide / water; methanol / 2 h / 20 °C

3: sodium tris(acetoxy)borohydride / dichloromethane / 0.5 h / 20 °C

4: N-ethyl-N,N-diisopropylamine / dichloromethane / 2 h / 20 °C

With sodium periodate; Nonafluorobutanesulfonyl fluoride; sodium tris(acetoxy)borohydride; triethylamine tris(hydrogen fluoride); N-ethyl-N,N-diisopropylamine; osmium(VIII) oxide; In methanol; dichloromethane; α,α,α-trifluorotoluene; water;