(S)-tert-butyl (3,3-difluoro-1-phenylpent-4-en-2-yl)carbamate

Base Information

Chemical Name:(S)-tert-butyl (3,3-difluoro-1-phenylpent-4-en-2-yl)carbamate
CAS No.:181047-29-0
Molecular Formula:C₁₆H₂₁F₂NO₂
Molecular Weight:297.345
Hs Code.:

Synonyms:(S)-tert-butyl (3,3-difluoro-1-phenylpent-4-en-2-yl)carbamate

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Chemical Property of (S)-tert-butyl (3,3-difluoro-1-phenylpent-4-en-2-yl)carbamate

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Technology Process of (S)-tert-butyl (3,3-difluoro-1-phenylpent-4-en-2-yl)carbamate

There total 2 articles about (S)-tert-butyl (3,3-difluoro-1-phenylpent-4-en-2-yl)carbamate 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: 32.0%

: 137278-22-9
((S)-1-Benzyl-2-oxo-but-3-enyl)-carbamic acid tert-butyl ester

: 181047-29-0
(S)-tert-butyl (3,3-difluoro-1-phenylpent-4-en-2-yl)carbamate

Guidance literature:: With 1,1,1-trifluoro-N,N-bis(2-methoxyethyl)-λ4-sulfanamine; In toluene; at 30 ℃; for 60h; Inert atmosphere;
DOI:10.1039/c7ob00376e

Reference yield:

: 87694-53-9
Boc-Phe-OH N,O-dimethyl hydroxamate

: 181047-29-0
(S)-tert-butyl (3,3-difluoro-1-phenylpent-4-en-2-yl)carbamate

Guidance literature:: Multi-step reaction with 2 steps

1: 34 percent / tetrahydrofuran / -78 - 20 °C

2: 30 percent / diethylaminosulfur trifluoride / 40 °C

With diethylamino-sulfur trifluoride; In tetrahydrofuran;
DOI:10.1016/0960-894X(96)00342-3

Reference yield:

: 181047-29-0
(S)-tert-butyl (3,3-difluoro-1-phenylpent-4-en-2-yl)carbamate

: 108-59-8
malonic acid dimethyl ester

: (S)-dimethyl-2-(4-((tert-butoxycarbonyl)amino)-3-fluoro-5-phenylpent-2-en-1-yl)malonate

: C₂₁H₂₈FNO₆

Guidance literature:: malonic acid dimethyl ester; With sodium hydride; In tetrahydrofuran; at 20 ℃; for 0.25h; Inert atmosphere;

(S)-tert-butyl (3,3-difluoro-1-phenylpent-4-en-2-yl)carbamate; With bis(η3-allyl-μ-chloropalladium(II)); 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In tetrahydrofuran; at 70 ℃; for 18h; Overall yield = 28 %; Overall yield = 11 mg; diastereoselective reaction; Inert atmosphere;
DOI:10.1039/c7ob00376e