tert-butyl 2-fluoro-4-<(2-chloroethyl)-<2-(mesyloxy)ethyl>amino>benzoate

Base Information

Chemical Name:tert-butyl 2-fluoro-4-<(2-chloroethyl)-<2-(mesyloxy)ethyl>amino>benzoate
CAS No.:157665-49-1
Molecular Formula:C₁₆H₂₃ClFNO₅S
Molecular Weight:395.88
Hs Code.:

Synonyms:tert-butyl 2-fluoro-4-<(2-chloroethyl)-<2-(mesyloxy)ethyl>amino>benzoate

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Chemical Property of tert-butyl 2-fluoro-4-<(2-chloroethyl)-<2-(mesyloxy)ethyl>amino>benzoate

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Technology Process of tert-butyl 2-fluoro-4-<(2-chloroethyl)-<2-(mesyloxy)ethyl>amino>benzoate

There total 5 articles about tert-butyl 2-fluoro-4-<(2-chloroethyl)-<2-(mesyloxy)ethyl>amino>benzoate 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%

: 124-63-0
methanesulfonyl chloride

: 157665-47-9
tert-butyl 2-fluoro-4-benzoate

: 157665-49-1
tert-butyl 2-fluoro-4-<(2-chloroethyl)-<2-(mesyloxy)ethyl>amino>benzoate

: 157665-48-0
tert-butyl 2-fluoro-4-amino>benzoate

Guidance literature:: With pyridine; 1.) 2-4 deg C, 40 min, 2.) 50 deg C, 30 min;
DOI:10.1021/jm00041a015

Reference yield:

: 403-24-7
2-fluoro-4-nitrobenzoic acid

: 157665-49-1
tert-butyl 2-fluoro-4-<(2-chloroethyl)-<2-(mesyloxy)ethyl>amino>benzoate

Guidance literature:: Multi-step reaction with 5 steps

1: 86 percent / SOCl₂ / toluene / 3 h / Heating

2: 1.) BuLi / 1.) hexane, 20 deg C, 20 min, 2.) hexane, THF, 22 h

3: 93 percent / ammonium formate / 10percent Pd/C / ethanol / 0.83 h

4: 76 percent / HOAc / 48 h / Ambient temperature

5: 34 percent / pyridine / 1.) 2-4 deg C, 40 min, 2.) 50 deg C, 30 min

With pyridine; n-butyllithium; thionyl chloride; ammonium formate; acetic acid; palladium on activated charcoal; In ethanol; toluene;
DOI:10.1021/jm00041a015

Reference yield:

: 403-23-6
2-fluoro-4-nitrobenzoyl chloride

: 157665-49-1
tert-butyl 2-fluoro-4-<(2-chloroethyl)-<2-(mesyloxy)ethyl>amino>benzoate

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) BuLi / 1.) hexane, 20 deg C, 20 min, 2.) hexane, THF, 22 h

2: 93 percent / ammonium formate / 10percent Pd/C / ethanol / 0.83 h

3: 76 percent / HOAc / 48 h / Ambient temperature

4: 34 percent / pyridine / 1.) 2-4 deg C, 40 min, 2.) 50 deg C, 30 min

With pyridine; n-butyllithium; ammonium formate; acetic acid; palladium on activated charcoal; In ethanol;
DOI:10.1021/jm00041a015