ethyl 2-((5S,6S,9S)-5-(tert-butoxycarbonylamino)-6-(2,3-difluorophenyl)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-9-yl)acetate

Base Information

Chemical Name:ethyl 2-((5S,6S,9S)-5-(tert-butoxycarbonylamino)-6-(2,3-difluorophenyl)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-9-yl)acetate
CAS No.:1289024-68-5
Molecular Formula:C₂₅H₃₀F₂N₂O₄
Molecular Weight:460.521
Hs Code.:

Synonyms:ethyl 2-((5S,6S,9S)-5-(tert-butoxycarbonylamino)-6-(2,3-difluorophenyl)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-9-yl)acetate

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Chemical Property of ethyl 2-((5S,6S,9S)-5-(tert-butoxycarbonylamino)-6-(2,3-difluorophenyl)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-9-yl)acetate

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Technology Process of ethyl 2-((5S,6S,9S)-5-(tert-butoxycarbonylamino)-6-(2,3-difluorophenyl)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-9-yl)acetate

There total 8 articles about ethyl 2-((5S,6S,9S)-5-(tert-butoxycarbonylamino)-6-(2,3-difluorophenyl)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-9-yl)acetate 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: 20.0%

: 1289024-67-4
(E)-ethyl 2-((5S,6S)-5-(tert-butoxycarbonylamino)-6-(2,3-difluorophenyl)-7,8-dihydro-5H-cyclohepta[b]pyridin-9(6H)-ylidene)acetate

: 1289024-68-5
ethyl 2-((5S,6S,9S)-5-(tert-butoxycarbonylamino)-6-(2,3-difluorophenyl)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-9-yl)acetate

: 1289024-71-0
ethyl 2-((5S,6S,9R)-5-(tert-butoxycarbonylamino)-6-(2,3-difluorophenyl)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-9-yl)acetate

Guidance literature:: With hydrogen; palladium 10% on activated carbon; In methanol; at 20 ℃; for 24h; under 760.051 Torr;

Reference yield:

: 1289024-45-8
tert-butyl (5S,6S,9R)-6-(2,3-difluorophenyl)-9-(triisopropylsilyloxy)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-5-ylcarbamate

: 1289024-68-5
ethyl 2-((5S,6S,9S)-5-(tert-butoxycarbonylamino)-6-(2,3-difluorophenyl)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-9-yl)acetate

Guidance literature:: Multi-step reaction with 4 steps

1.1: N-butyl-N,N-dipropylbutan-1-aminium fluoride / tetrahydrofuran / 1 h / 20 °C

2.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 2 h / -65 °C

2.2: -65 - 20 °C

3.1: toluene / 18 h / Reflux

4.1: hydrogen / palladium 10% on activated carbon / methanol / 24 h / 20 °C / 760.05 Torr

With oxalyl dichloride; N-butyl-N,N-dipropylbutan-1-aminium fluoride; hydrogen; dimethyl sulfoxide; palladium 10% on activated carbon; In tetrahydrofuran; methanol; dichloromethane; toluene; 2.1: Swern Oxidation / 2.2: Swern Oxidation / 3.1: Wittig Reaction;

Reference yield:

: 1289024-48-1
tert-butyl (5S,6S,9R)-6-(2,3-difluorophenyl)-9-hydroxy-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-5-ylcarbamate

: 1289024-68-5
ethyl 2-((5S,6S,9S)-5-(tert-butoxycarbonylamino)-6-(2,3-difluorophenyl)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-9-yl)acetate

Guidance literature:: Multi-step reaction with 3 steps

1.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 2 h / -65 °C

1.2: -65 - 20 °C

2.1: toluene / 18 h / Reflux

3.1: hydrogen / palladium 10% on activated carbon / methanol / 24 h / 20 °C / 760.05 Torr

With oxalyl dichloride; hydrogen; dimethyl sulfoxide; palladium 10% on activated carbon; In methanol; dichloromethane; toluene; 1.1: Swern Oxidation / 1.2: Swern Oxidation / 2.1: Wittig Reaction;