(-)-(1S,3S,5S)-3-allyloxy-5-[N-allyl-N-(2-nitrobenzenesulfonyl)amino]cyclohept-6-enyl acetate

Base Information

Chemical Name:(-)-(1S,3S,5S)-3-allyloxy-5-[N-allyl-N-(2-nitrobenzenesulfonyl)amino]cyclohept-6-enyl acetate
CAS No.:501416-08-6
Molecular Formula:C₂₁H₂₆N₂O₇S
Molecular Weight:450.513
Hs Code.:

Synonyms:(-)-(1S,3S,5S)-3-allyloxy-5-[N-allyl-N-(2-nitrobenzenesulfonyl)amino]cyclohept-6-enyl acetate

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Chemical Property of (-)-(1S,3S,5S)-3-allyloxy-5-[N-allyl-N-(2-nitrobenzenesulfonyl)amino]cyclohept-6-enyl acetate

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Technology Process of (-)-(1S,3S,5S)-3-allyloxy-5-[N-allyl-N-(2-nitrobenzenesulfonyl)amino]cyclohept-6-enyl acetate

There total 4 articles about (-)-(1S,3S,5S)-3-allyloxy-5-[N-allyl-N-(2-nitrobenzenesulfonyl)amino]cyclohept-6-enyl 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: 52.0%

: 51479-73-3
allyl trichloroacetimidate

: 501416-05-3
(-)-(1S,3S,5S)-5-[N-allyl-N-(2-nitrobenzenesulfonyl)amino]-3-hydroxycyclohept-6-enyl acetate

: 501416-08-6
(-)-(1S,3S,5S)-3-allyloxy-5-[N-allyl-N-(2-nitrobenzenesulfonyl)amino]cyclohept-6-enyl acetate

Guidance literature:: With trifluorormethanesulfonic acid; In dichloromethane; cyclohexane; at 20 ℃; for 1h;
DOI:10.1016/S0040-4020(02)00832-3

Reference yield:

: 134734-52-4
(1R,4S,6S)-4-acetoxy-6-[(tert-butyldimethylsilyl)oxy]-2-cyclohepten-1-ol

: 501416-08-6
(-)-(1S,3S,5S)-3-allyloxy-5-[N-allyl-N-(2-nitrobenzenesulfonyl)amino]cyclohept-6-enyl acetate

Guidance literature:: Multi-step reaction with 3 steps

1: 93 percent / PPh₃; DEAD / tetrahydrofuran / 18 h / 0 - 20 °C

2: 85 percent / TBAF / tetrahydrofuran / 1 h / 0 °C

3: 52 percent / CF₃SO₃H / CH₂Cl₂; cyclohexane / 1 h / 20 °C

With trifluorormethanesulfonic acid; tetrabutyl ammonium fluoride; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; cyclohexane; 1: Mitsunobu reaction;
DOI:10.1016/S0040-4020(02)00832-3

Reference yield:

: 65118-17-4
N-allyl-o-nitrobenzenesulfonamide

: 501416-08-6
(-)-(1S,3S,5S)-3-allyloxy-5-[N-allyl-N-(2-nitrobenzenesulfonyl)amino]cyclohept-6-enyl acetate

Guidance literature:: Multi-step reaction with 3 steps

1: 93 percent / PPh₃; DEAD / tetrahydrofuran / 18 h / 0 - 20 °C

2: 85 percent / TBAF / tetrahydrofuran / 1 h / 0 °C

3: 52 percent / CF₃SO₃H / CH₂Cl₂; cyclohexane / 1 h / 20 °C

With trifluorormethanesulfonic acid; tetrabutyl ammonium fluoride; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; cyclohexane; 1: Mitsunobu reaction;
DOI:10.1016/S0040-4020(02)00832-3