(-)-(1S,3S,5S)-5-(N-allyl-N-(2-nitrobenzenesulfonyl)amino)-3-(tert-butyl-dimethylsilanyloxy)cyclohept-6-enyl acetate

Base Information

• Chemical Name: (-)-(1S,3S,5S)-5-(N-allyl-N-(2-nitrobenzenesulfonyl)amino)-3-(tert-butyl-dimethylsilanyloxy)cyclohept-6-enyl acetate
• CAS No.: 501415-98-1
• Molecular Formula: C₂₄H₃₆N₂O₇SSi
• Molecular Weight: 524.711

Synonyms:(-)-(1S,3S,5S)-5-(N-allyl-N-(2-nitrobenzenesulfonyl)amino)-3-(tert-butyl-dimethylsilanyloxy)cyclohept-6-enyl acetate

Chemical Property of (-)-(1S,3S,5S)-5-(N-allyl-N-(2-nitrobenzenesulfonyl)amino)-3-(tert-butyl-dimethylsilanyloxy)cyclohept-6-enyl acetate

Chemical Property:

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Technology Process of (-)-(1S,3S,5S)-5-(N-allyl-N-(2-nitrobenzenesulfonyl)amino)-3-(tert-butyl-dimethylsilanyloxy)cyclohept-6-enyl acetate

There total 1 articles about (-)-(1S,3S,5S)-5-(N-allyl-N-(2-nitrobenzenesulfonyl)amino)-3-(tert-butyl-dimethylsilanyloxy)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: 93.0%

(1R,4S,6S)-4-acetoxy-6-[(tert-butyldimethylsilyl)oxy]-2-cyclohepten-1-ol (134734-52-4) + N-allyl-o-nitrobenzenesulfonamide (65118-17-4) → (-)-(1S,3S,5S)-5-(N-allyl-N-(2-nitrobenzenesulfonyl)amino)-3-(tert-butyl-dimethylsilanyloxy)cyclohept-6-enyl acetate (501415-98-1)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at 0 - 20 ℃; for 18h;

DOI:10.1016/S0040-4020(02)00832-3

Reference yield: 94.0%

(-)-(1S,3S,5S)-5-(N-allyl-N-(2-nitrobenzenesulfonyl)amino)-3-(tert-butyl-dimethylsilanyloxy)cyclohept-6-enyl acetate (501415-98-1) → (+)-(2S)-N-(2-nitrobenzenesulfonyl)-2-[(2S,4S)-4-acetoxy-2-(tert-butyl-dimethylsilanyloxy)-hex-5-enyl]-2,5-dihydro-1H-pyrrole

Guidance literature:

With Grubbs catalyst first generation; ethene; In dichloromethane; for 3h; Heating;

DOI:10.1016/S0040-4020(02)00832-3

Reference yield: 85.0%

(-)-(1S,3S,5S)-5-(N-allyl-N-(2-nitrobenzenesulfonyl)amino)-3-(tert-butyl-dimethylsilanyloxy)cyclohept-6-enyl acetate (501415-98-1) → (-)-(1S,3S,5S)-5-[N-allyl-N-(2-nitrobenzenesulfonyl)amino]-3-hydroxycyclohept-6-enyl acetate (501416-05-3)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃; for 1h;

DOI:10.1016/S0040-4020(02)00832-3

upstream raw materials:

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

N-allyl-o-nitrobenzenesulfonamide

Downstream raw materials:

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

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

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