(4R,7S,8S)-8-(tert-butoxycarbonylamino)-7-(2,3-difluorophenyl)-5,6,7,8-tetrahydro-4H-cyclohepta[d]thiazol-4-yl 4-(2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridin-1-yl)piperidine-1-carboxylate

Base Information

Chemical Name:(4R,7S,8S)-8-(tert-butoxycarbonylamino)-7-(2,3-difluorophenyl)-5,6,7,8-tetrahydro-4H-cyclohepta[d]thiazol-4-yl 4-(2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridin-1-yl)piperidine-1-carboxylate
CAS No.:1409944-27-9
Molecular Formula:C₃₁H₃₄F₂N₆O₅S
Molecular Weight:640.711
Hs Code.:

(4R,7S,8S)-8-(tert-butoxycarbonylamino)-7-(2,3-difluorophenyl)-5,6,7,8-tetrahydro-4H-cyclohepta[d]thiazol-4-yl 4-(2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridin-1-yl)piperidine-1-carboxylate

Synonyms:(4R,7S,8S)-8-(tert-butoxycarbonylamino)-7-(2,3-difluorophenyl)-5,6,7,8-tetrahydro-4H-cyclohepta[d]thiazol-4-yl 4-(2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridin-1-yl)piperidine-1-carboxylate

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Chemical Property of (4R,7S,8S)-8-(tert-butoxycarbonylamino)-7-(2,3-difluorophenyl)-5,6,7,8-tetrahydro-4H-cyclohepta[d]thiazol-4-yl 4-(2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridin-1-yl)piperidine-1-carboxylate

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Technology Process of (4R,7S,8S)-8-(tert-butoxycarbonylamino)-7-(2,3-difluorophenyl)-5,6,7,8-tetrahydro-4H-cyclohepta[d]thiazol-4-yl 4-(2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridin-1-yl)piperidine-1-carboxylate

There total 11 articles about (4R,7S,8S)-8-(tert-butoxycarbonylamino)-7-(2,3-difluorophenyl)-5,6,7,8-tetrahydro-4H-cyclohepta[d]thiazol-4-yl 4-(2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridin-1-yl)piperidine-1-carboxylate 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:

: 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

: 1409944-27-9
(4R,7S,8S)-8-(tert-butoxycarbonylamino)-7-(2,3-difluorophenyl)-5,6,7,8-tetrahydro-4H-cyclohepta[d]thiazol-4-yl 4-(2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridin-1-yl)piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

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

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

3: sodium hexamethyldisilazane / N,N-dimethyl-formamide / 3 h / 0 - 20 °C

With sodium tetrahydroborate; sodium hexamethyldisilazane; ozone; In methanol; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

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

: 1409944-27-9
(4R,7S,8S)-8-(tert-butoxycarbonylamino)-7-(2,3-difluorophenyl)-5,6,7,8-tetrahydro-4H-cyclohepta[d]thiazol-4-yl 4-(2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridin-1-yl)piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

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

2: sodium hexamethyldisilazane / N,N-dimethyl-formamide / 3 h / 0 - 20 °C

With sodium tetrahydroborate; sodium hexamethyldisilazane; In methanol; N,N-dimethyl-formamide;

Reference yield:

: C₂₂H₂₅BrF₂N₂O₄S

: 1409944-27-9
(4R,7S,8S)-8-(tert-butoxycarbonylamino)-7-(2,3-difluorophenyl)-5,6,7,8-tetrahydro-4H-cyclohepta[d]thiazol-4-yl 4-(2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridin-1-yl)piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 4 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

4: sodium hexamethyldisilazane / N,N-dimethyl-formamide / 3 h / 0 - 20 °C / Inert atmosphere; Enzymatic reaction

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