(-)-O-(1R,3S)-3-(tert-butoxycarbonyl)amino-1-[(R)-2,2-dimethyl-1,3-dioxolan-4-yl]-2-oxo-4-phenylbutyl pyrrolidine-1-carbothioate

Base Information

Chemical Name:(-)-O-(1R,3S)-3-(tert-butoxycarbonyl)amino-1-[(R)-2,2-dimethyl-1,3-dioxolan-4-yl]-2-oxo-4-phenylbutyl pyrrolidine-1-carbothioate
CAS No.:1312025-91-4
Molecular Formula:C₂₅H₃₆N₂O₆S
Molecular Weight:492.637
Hs Code.:

Synonyms:(-)-O-(1R,3S)-3-(tert-butoxycarbonyl)amino-1-[(R)-2,2-dimethyl-1,3-dioxolan-4-yl]-2-oxo-4-phenylbutyl pyrrolidine-1-carbothioate

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Chemical Property of (-)-O-(1R,3S)-3-(tert-butoxycarbonyl)amino-1-[(R)-2,2-dimethyl-1,3-dioxolan-4-yl]-2-oxo-4-phenylbutyl pyrrolidine-1-carbothioate

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Technology Process of (-)-O-(1R,3S)-3-(tert-butoxycarbonyl)amino-1-[(R)-2,2-dimethyl-1,3-dioxolan-4-yl]-2-oxo-4-phenylbutyl pyrrolidine-1-carbothioate

There total 2 articles about (-)-O-(1R,3S)-3-(tert-butoxycarbonyl)amino-1-[(R)-2,2-dimethyl-1,3-dioxolan-4-yl]-2-oxo-4-phenylbutyl pyrrolidine-1-carbothioate 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: 57.0%

: 1279668-23-3
(-)-(S)-S-4-nitrophenyl 2-(tert-butoxycarbonyl)amino-3-phenylpropanethioate

: O-((S)-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)(tri-n-butylstannyl)methyl) pyrrolidine-1-carbothioate

: 1312025-91-4
(-)-O-(1R,3S)-3-(tert-butoxycarbonyl)amino-1-[(R)-2,2-dimethyl-1,3-dioxolan-4-yl]-2-oxo-4-phenylbutyl pyrrolidine-1-carbothioate

Guidance literature:: With copper(I) thiophene-2-carboxylate; In 1,4-dioxane; at 100 ℃; for 20h; Inert atmosphere;
DOI:10.1021/ol201330j

Reference yield:

: 13734-34-4
N-tert-butoxycarbonyl-L-phenylalanine

: 1312025-91-4
(-)-O-(1R,3S)-3-(tert-butoxycarbonyl)amino-1-[(R)-2,2-dimethyl-1,3-dioxolan-4-yl]-2-oxo-4-phenylbutyl pyrrolidine-1-carbothioate

Guidance literature:: Multi-step reaction with 2 steps

1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 24.25 h / 0 - 20 °C

2: copper(I) thiophene-2-carboxylate / 1,4-dioxane / 20 h / 100 °C / Inert atmosphere

With copper(I) thiophene-2-carboxylate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In 1,4-dioxane; dichloromethane;
DOI:10.1021/ol201330j