tert-butyl (4R,7S,8S)-7-(2,3-difluorophenyl)-4-hydroxy-5,6,7,8-tetrahydro-4H-cyclohepta[d]thiazol-8-ylcarbamate

Base Information

Chemical Name:tert-butyl (4R,7S,8S)-7-(2,3-difluorophenyl)-4-hydroxy-5,6,7,8-tetrahydro-4H-cyclohepta[d]thiazol-8-ylcarbamate
CAS No.:1409944-26-8
Molecular Formula:C₁₉H₂₂F₂N₂O₃S
Molecular Weight:396.458
Hs Code.:

Synonyms:tert-butyl (4R,7S,8S)-7-(2,3-difluorophenyl)-4-hydroxy-5,6,7,8-tetrahydro-4H-cyclohepta[d]thiazol-8-ylcarbamate

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Chemical Property of tert-butyl (4R,7S,8S)-7-(2,3-difluorophenyl)-4-hydroxy-5,6,7,8-tetrahydro-4H-cyclohepta[d]thiazol-8-ylcarbamate

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Technology Process of tert-butyl (4R,7S,8S)-7-(2,3-difluorophenyl)-4-hydroxy-5,6,7,8-tetrahydro-4H-cyclohepta[d]thiazol-8-ylcarbamate

There total 11 articles about tert-butyl (4R,7S,8S)-7-(2,3-difluorophenyl)-4-hydroxy-5,6,7,8-tetrahydro-4H-cyclohepta[d]thiazol-8-ylcarbamate 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: 58.0%

: 1409944-25-7
tert-butyl (7S,8S)-7-(2,3-difluorophenyl)-4-oxo-5,6,7,8-tetrahydro-4H-cyclohepta[d]thiazol-8-ylcarbamate

: 1409944-26-8
tert-butyl (4R,7S,8S)-7-(2,3-difluorophenyl)-4-hydroxy-5,6,7,8-tetrahydro-4H-cyclohepta[d]thiazol-8-ylcarbamate

Guidance literature:: With sodium tetrahydroborate; In methanol; at 20 ℃; for 0.5h;

Reference yield:

: 1409944-23-5
(E)-methyl 2-((7S,8S)-8-(tert-butoxycarbonylamino)-7-(2,3-difluorophenyl)-5,6,7,8-tetrahydro-4H-cyclohepta[d]thiazol-4-ylidene)acetate

: 1409944-26-8
tert-butyl (4R,7S,8S)-7-(2,3-difluorophenyl)-4-hydroxy-5,6,7,8-tetrahydro-4H-cyclohepta[d]thiazol-8-ylcarbamate

Guidance literature:: Multi-step reaction with 2 steps

1: ozone / dichloromethane / 0.03 h / -78 °C

2: sodium tetrahydroborate / methanol / 0.5 h / 20 °C

With sodium tetrahydroborate; ozone; In methanol; dichloromethane;

Reference yield:

: C₂₂H₂₅BrF₂N₂O₄S

: 1409944-26-8
tert-butyl (4R,7S,8S)-7-(2,3-difluorophenyl)-4-hydroxy-5,6,7,8-tetrahydro-4H-cyclohepta[d]thiazol-8-ylcarbamate

Guidance literature:: Multi-step reaction with 3 steps

1: bis(tri-t-butylphosphine)palladium⁽⁰⁾; N-Methyldicyclohexylamine / 1,4-dioxane / 1 h / 140 °C / Inert atmosphere; Microwave irradiation

2: ozone / dichloromethane / 0.03 h / -78 °C / Inert atmosphere

3: sodium tetrahydroborate / methanol / 0.5 h / 20 °C / Inert atmosphere

With sodium tetrahydroborate; bis(tri-t-butylphosphine)palladium⁽⁰⁾; N-Methyldicyclohexylamine; ozone; In 1,4-dioxane; methanol; dichloromethane; 1: |Heck Reaction;
DOI:10.1021/acs.orglett.5b02921