(Z)-7-((1R,2R,3S,5S)-2-Benzenesulfonylamino-6,6-dimethyl-bicyclo[3.1.1]hept-3-yl)-hept-5-enoic acid methyl ester

Base Information

Chemical Name:(Z)-7-((1R,2R,3S,5S)-2-Benzenesulfonylamino-6,6-dimethyl-bicyclo[3.1.1]hept-3-yl)-hept-5-enoic acid methyl ester
CAS No.:112917-83-6
Molecular Formula:C₂₃H₃₃NO₄S
Molecular Weight:419.585
Hs Code.:

Synonyms:(Z)-7-((1R,2R,3S,5S)-2-Benzenesulfonylamino-6,6-dimethyl-bicyclo[3.1.1]hept-3-yl)-hept-5-enoic acid methyl ester

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Chemical Property of (Z)-7-((1R,2R,3S,5S)-2-Benzenesulfonylamino-6,6-dimethyl-bicyclo[3.1.1]hept-3-yl)-hept-5-enoic acid methyl ester

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Technology Process of (Z)-7-((1R,2R,3S,5S)-2-Benzenesulfonylamino-6,6-dimethyl-bicyclo[3.1.1]hept-3-yl)-hept-5-enoic acid methyl ester

There total 10 articles about (Z)-7-((1R,2R,3S,5S)-2-Benzenesulfonylamino-6,6-dimethyl-bicyclo[3.1.1]hept-3-yl)-hept-5-enoic acid methyl ester 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:

: 17814-85-6
(4-carboxybutyl)triphenylphosphonium bromide

: 112917-83-6
(Z)-7-((1R,2R,3S,5S)-2-Benzenesulfonylamino-6,6-dimethyl-bicyclo[3.1.1]hept-3-yl)-hept-5-enoic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) 60percent sodium hydride / 1.) DMSO, room temperature, 2.) ether, 10 min,

2: 93.4 percent / K₂Cr₂O₇, H₂SO₄ / acetone / 1 h / 0 °C

3: 1.) ethyl chloroformate, 2.) sodium azide / 1.) acetone, 0 deg C, 1 h, 2.) acetone, water, 0 deg C, 1 h,

4: benzene / 0.5 h / Heating

5: 72 h / Heating

6: 1.) trifluoroacetic acid, 2.) triethylamine / 1.) room temperature, 30 min, 2.) CH₂Cl₂, room temperature, 20 min,

With potassium dichromate; sodium azide; sulfuric acid; chloroformic acid ethyl ester; sodium hydride; triethylamine; trifluoroacetic acid; In acetone; benzene;
DOI:10.1248/cpb.37.1524

Reference yield:

: 126264-14-0
(+)-2-((1R,2R,3R,5S)-2-tert-butoxycarbonilamino-6,6-dimethylbicyclo<3.1.1>hept-3-yl)ethanol

: 112917-83-6
(Z)-7-((1R,2R,3S,5S)-2-Benzenesulfonylamino-6,6-dimethyl-bicyclo[3.1.1]hept-3-yl)-hept-5-enoic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: DMSO, oxalyl chloride, triethyl amine / CH₂Cl₂

2: 1.) potassium tert-butoxide / 1.) THF, room temperature, 1 h, 2.) THF, 0 deg C, 1 h,

3: diethyl ether / 0.17 h

4: 1.) trifluoroacetic acid, 2.) triethylamine / 1.) room temperature, 30 min, 2.) CH₂Cl₂, room temperature, 20 min,

With oxalyl dichloride; potassium tert-butylate; dimethyl sulfoxide; triethylamine; trifluoroacetic acid; In diethyl ether; dichloromethane;
DOI:10.1248/cpb.37.1524

Reference yield:

: 126264-15-1
[(1R,2R,3R,5S)-6,6-Dimethyl-3-(2-oxo-ethyl)-bicyclo[3.1.1]hept-2-yl]-carbamic acid tert-butyl ester

: 112917-83-6
(Z)-7-((1R,2R,3S,5S)-2-Benzenesulfonylamino-6,6-dimethyl-bicyclo[3.1.1]hept-3-yl)-hept-5-enoic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) potassium tert-butoxide / 1.) THF, room temperature, 1 h, 2.) THF, 0 deg C, 1 h,

2: diethyl ether / 0.17 h

3: 1.) trifluoroacetic acid, 2.) triethylamine / 1.) room temperature, 30 min, 2.) CH₂Cl₂, room temperature, 20 min,

With potassium tert-butylate; triethylamine; trifluoroacetic acid; In diethyl ether;
DOI:10.1248/cpb.37.1524