methyl (5Z)-7-((1R,2R,3S,5S)-2-(p-methylphenyl sulfonylamino)-6,6-dimethylbicyclo<3.1.1>hept-3-yl)hept-5-enoate

Base Information

Chemical Name:methyl (5Z)-7-((1R,2R,3S,5S)-2-(p-methylphenyl sulfonylamino)-6,6-dimethylbicyclo<3.1.1>hept-3-yl)hept-5-enoate
CAS No.:120643-99-4
Molecular Formula:C₂₄H₃₅NO₄S
Molecular Weight:433.612
Hs Code.:

Synonyms:methyl (5Z)-7-((1R,2R,3S,5S)-2-(p-methylphenyl sulfonylamino)-6,6-dimethylbicyclo<3.1.1>hept-3-yl)hept-5-enoate

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Chemical Property of methyl (5Z)-7-((1R,2R,3S,5S)-2-(p-methylphenyl sulfonylamino)-6,6-dimethylbicyclo<3.1.1>hept-3-yl)hept-5-enoate

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Technology Process of methyl (5Z)-7-((1R,2R,3S,5S)-2-(p-methylphenyl sulfonylamino)-6,6-dimethylbicyclo<3.1.1>hept-3-yl)hept-5-enoate

There total 11 articles about methyl (5Z)-7-((1R,2R,3S,5S)-2-(p-methylphenyl sulfonylamino)-6,6-dimethylbicyclo<3.1.1>hept-3-yl)hept-5-enoate 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: 80.8%

: 197069-37-7
(1R,2R,3S,5S)-(5Z)-7-(2-amino-6,6-dimethylbicyclo[3.1.1]hept-3-yl)-hept-5-enoic acid methyl ester

: 98-59-9
p-toluenesulfonyl chloride

: 120643-99-4
methyl (5Z)-7-((1R,2R,3S,5S)-2-(p-methylphenyl sulfonylamino)-6,6-dimethylbicyclo<3.1.1>hept-3-yl)hept-5-enoate

Guidance literature:: With triethylamine; In dichloromethane; for 1h; Ambient temperature;
DOI:10.1248/cpb.37.1524

Reference yield:

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

: 120643-99-4
methyl (5Z)-7-((1R,2R,3S,5S)-2-(p-methylphenyl sulfonylamino)-6,6-dimethylbicyclo<3.1.1>hept-3-yl)hept-5-enoate

Guidance literature:: Multi-step reaction with 7 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: trifluoroacetic acid / CH₂Cl₂ / 0.5 h / Ambient temperature

7: 80.8 percent / triethylamine / CH₂Cl₂ / 1 h / Ambient temperature

With potassium dichromate; sodium azide; sulfuric acid; chloroformic acid ethyl ester; sodium hydride; triethylamine; trifluoroacetic acid; In dichloromethane; 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

: 120643-99-4
methyl (5Z)-7-((1R,2R,3S,5S)-2-(p-methylphenyl sulfonylamino)-6,6-dimethylbicyclo<3.1.1>hept-3-yl)hept-5-enoate

Guidance literature:: Multi-step reaction with 5 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: trifluoroacetic acid / CH₂Cl₂ / 0.5 h / Ambient temperature

5: 80.8 percent / triethylamine / CH₂Cl₂ / 1 h / Ambient temperature

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