tert-butyl N-{3-[(cyclopentylsulfanyl)methyl]-4-fluorophenyl}carbamate

Base Information

Chemical Name:tert-butyl N-{3-[(cyclopentylsulfanyl)methyl]-4-fluorophenyl}carbamate
CAS No.:1569737-92-3
Molecular Formula:C₁₇H₂₄FNO₂S
Molecular Weight:325.447
Hs Code.:

Synonyms:tert-butyl N-{3-[(cyclopentylsulfanyl)methyl]-4-fluorophenyl}carbamate

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Chemical Property of tert-butyl N-{3-[(cyclopentylsulfanyl)methyl]-4-fluorophenyl}carbamate

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Technology Process of tert-butyl N-{3-[(cyclopentylsulfanyl)methyl]-4-fluorophenyl}carbamate

There total 5 articles about tert-butyl N-{3-[(cyclopentylsulfanyl)methyl]-4-fluorophenyl}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: 88.0%

: 1679-07-8
cyclopentylthiol

: 1569737-90-1
tert-butyl N-[3-(bromomethyl)-4-fluorophenyl]carbamate

: 1569737-92-3
tert-butyl N-{3-[(cyclopentylsulfanyl)methyl]-4-fluorophenyl}carbamate

Guidance literature:: cyclopentylthiol; With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 0.5h;

tert-butyl N-[3-(bromomethyl)-4-fluorophenyl]carbamate; In N,N-dimethyl-formamide; at 20 ℃; for 15h;
DOI:10.1021/ml400519h

Reference yield:

: 63878-73-9
(2-fluoro-5-nitrophenyl)methanol

: 1569737-92-3
tert-butyl N-{3-[(cyclopentylsulfanyl)methyl]-4-fluorophenyl}carbamate

Guidance literature:: Multi-step reaction with 4 steps

1.1: acetic acid; iron / 3 h / 70 °C / Inert atmosphere

2.1: N,N-dimethyl-formamide / 3 h / 60 °C

3.1: triphenylphosphine; N-Bromosuccinimide / dichloromethane / 3 h / 0 - 20 °C

4.1: potassium carbonate / N,N-dimethyl-formamide / 0.5 h / 20 °C

4.2: 15 h / 20 °C

With N-Bromosuccinimide; iron; potassium carbonate; acetic acid; triphenylphosphine; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ml400519h

Reference yield:

: 27996-87-8
2-fluoro-5-nitrobenzaldehye

: 1569737-92-3
tert-butyl N-{3-[(cyclopentylsulfanyl)methyl]-4-fluorophenyl}carbamate

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium tetrahydroborate / tetrahydrofuran; methanol / 1 h / 0 °C

2.1: acetic acid; iron / 3 h / 70 °C / Inert atmosphere

3.1: N,N-dimethyl-formamide / 3 h / 60 °C

4.1: triphenylphosphine; N-Bromosuccinimide / dichloromethane / 3 h / 0 - 20 °C

5.1: potassium carbonate / N,N-dimethyl-formamide / 0.5 h / 20 °C

5.2: 15 h / 20 °C

With sodium tetrahydroborate; N-Bromosuccinimide; iron; potassium carbonate; acetic acid; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ml400519h