tert-butyl 3-fluoro-4-(methylsulfonamido)-5-[(trimethylsilyl)ethynyl]benzylcarbamate

Base Information

• Chemical Name: tert-butyl 3-fluoro-4-(methylsulfonamido)-5-[(trimethylsilyl)ethynyl]benzylcarbamate
• CAS No.: 1204387-45-0
• Molecular Formula: C₁₈H₂₇FN₂O₄SSi
• Molecular Weight: 414.573

Synonyms:tert-butyl 3-fluoro-4-(methylsulfonamido)-5-[(trimethylsilyl)ethynyl]benzylcarbamate

Chemical Property of tert-butyl 3-fluoro-4-(methylsulfonamido)-5-[(trimethylsilyl)ethynyl]benzylcarbamate

Chemical Property:

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Technology Process of tert-butyl 3-fluoro-4-(methylsulfonamido)-5-[(trimethylsilyl)ethynyl]benzylcarbamate

There total 2 articles about tert-butyl 3-fluoro-4-(methylsulfonamido)-5-[(trimethylsilyl)ethynyl]benzylcarbamate 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: 84.0%

tert-butyl 3-fluoro-5-iodo-4-(methylsulfonamido)-benzylcarbamate (953090-83-0) + trimethylsilylacetylene (1066-54-2) → tert-butyl 3-fluoro-4-(methylsulfonamido)-5-[(trimethylsilyl)ethynyl]benzylcarbamate (1204387-45-0)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In tetrahydrofuran; at 70 ℃; for 3h;

DOI:10.1016/j.bmc.2009.10.043

Reference yield:

(4-amino-3-fluoro-5-trimethylsilanylethynylbenzyl)carbamic acid t-butyl ester (911124-10-2) + methanesulfonyl chloride (124-63-0) → tert-butyl 3-fluoro-4-(methylsulfonamido)-5-[(trimethylsilyl)ethynyl]benzylcarbamate (1204387-45-0)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃;

Reference yield: 71.0%

tert-butyl 3-fluoro-4-(methylsulfonamido)-5-[(trimethylsilyl)ethynyl]benzylcarbamate (1204387-45-0) → tert-butyl 3-ethynyl-5-fluoro-4-(methylsulfonamido)benzylcarbamate (911124-11-3)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; water; at 20 ℃; for 2.5h;

DOI:10.1016/j.bmc.2009.10.043

upstream raw materials:

(4-amino-3-fluoro-5-trimethylsilanylethynylbenzyl)carbamic acid t-butyl ester

methanesulfonyl chloride

tert-butyl 3-fluoro-5-iodo-4-(methylsulfonamido)-benzylcarbamate

trimethylsilylacetylene

Downstream raw materials:

tert-butyl 3-ethynyl-5-fluoro-4-(methylsulfonamido)benzylcarbamate

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