tert-butyl ((2R)-2-((tert-butyldimethylsilyl)oxy)-4-(3-cyano-5-fluorophenyl)-4-hydroxybutyl)carbamate

Base Information

Chemical Name:tert-butyl ((2R)-2-((tert-butyldimethylsilyl)oxy)-4-(3-cyano-5-fluorophenyl)-4-hydroxybutyl)carbamate
CAS No.:1364890-28-7
Molecular Formula:C₂₂H₃₅FN₂O₄Si
Molecular Weight:438.615
Hs Code.:

Synonyms:tert-butyl ((2R)-2-((tert-butyldimethylsilyl)oxy)-4-(3-cyano-5-fluorophenyl)-4-hydroxybutyl)carbamate

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Chemical Property of tert-butyl ((2R)-2-((tert-butyldimethylsilyl)oxy)-4-(3-cyano-5-fluorophenyl)-4-hydroxybutyl)carbamate

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Technology Process of tert-butyl ((2R)-2-((tert-butyldimethylsilyl)oxy)-4-(3-cyano-5-fluorophenyl)-4-hydroxybutyl)carbamate

There total 4 articles about tert-butyl ((2R)-2-((tert-butyldimethylsilyl)oxy)-4-(3-cyano-5-fluorophenyl)-4-hydroxybutyl)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:

: 179898-34-1
3-bromo-5-fluorobenzonitrile

: 228267-20-7
tert-butyl (R)-4-((tert-butyldimethylsilyl)oxy)-2-oxopyrrolidine-1-carboxylate

: 1364890-28-7
tert-butyl ((2R)-2-((tert-butyldimethylsilyl)oxy)-4-(3-cyano-5-fluorophenyl)-4-hydroxybutyl)carbamate

Guidance literature:: 3-bromo-5-fluorobenzonitrile; With isopropylmagnesium chloride; In tetrahydrofuran; at -78 - -30 ℃;

tert-butyl (R)-4-((tert-butyldimethylsilyl)oxy)-2-oxopyrrolidine-1-carboxylate; In tetrahydrofuran; at -78 ℃; for 0.5h;

With methanol; sodium tetrahydroborate; In tetrahydrofuran; at 0 - 20 ℃;

Reference yield:

: 1068-55-9
isopropylmagnesium chloride

: 179898-34-1
3-bromo-5-fluorobenzonitrile

: 228267-20-7
tert-butyl (R)-4-((tert-butyldimethylsilyl)oxy)-2-oxopyrrolidine-1-carboxylate

: 1364890-28-7
tert-butyl ((2R)-2-((tert-butyldimethylsilyl)oxy)-4-(3-cyano-5-fluorophenyl)-4-hydroxybutyl)carbamate

Guidance literature:: isopropylmagnesium chloride; 3-bromo-5-fluorobenzonitrile; In tetrahydrofuran; diethyl ether; at -78 - -30 ℃;

tert-butyl (R)-4-((tert-butyldimethylsilyl)oxy)-2-oxopyrrolidine-1-carboxylate; In tetrahydrofuran; diethyl ether; at -78 - 0 ℃; for 0.5h;

With methanol; sodium tetrahydroborate; In tetrahydrofuran; diethyl ether; at 20 ℃; for 12h;

Reference yield:

: 131653-51-5
(4R)-4-((tert-butyl(dimethyl)silyl)oxy)pyrrolidin-2-one

: 1364890-28-7
tert-butyl ((2R)-2-((tert-butyldimethylsilyl)oxy)-4-(3-cyano-5-fluorophenyl)-4-hydroxybutyl)carbamate

Guidance literature:: Multi-step reaction with 2 steps

1.1: dmap; triethylamine / acetonitrile / 0 - 20 °C / Inert atmosphere

2.1: isopropylmagnesium chloride / tetrahydrofuran / -78 - -30 °C

2.2: 0.5 h / -78 °C

2.3: 0 - 20 °C

With dmap; isopropylmagnesium chloride; triethylamine; In tetrahydrofuran; acetonitrile;