(S)-1-[(1S,2R,4R)-7,7-dimethyl-2-(trimethylsilyloxy)bicyclo[2.2.1]heptan-1-yl]-N-(3-nitrophenylmethylidene)methanesulfinamide

Base Information

Chemical Name:(S)-1-[(1S,2R,4R)-7,7-dimethyl-2-(trimethylsilyloxy)bicyclo[2.2.1]heptan-1-yl]-N-(3-nitrophenylmethylidene)methanesulfinamide
CAS No.:385435-06-3
Molecular Formula:C₂₀H₃₀N₂O₄SSi
Molecular Weight:422.621
Hs Code.:

Synonyms:(S)-1-[(1S,2R,4R)-7,7-dimethyl-2-(trimethylsilyloxy)bicyclo[2.2.1]heptan-1-yl]-N-(3-nitrophenylmethylidene)methanesulfinamide

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Chemical Property of (S)-1-[(1S,2R,4R)-7,7-dimethyl-2-(trimethylsilyloxy)bicyclo[2.2.1]heptan-1-yl]-N-(3-nitrophenylmethylidene)methanesulfinamide

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Technology Process of (S)-1-[(1S,2R,4R)-7,7-dimethyl-2-(trimethylsilyloxy)bicyclo[2.2.1]heptan-1-yl]-N-(3-nitrophenylmethylidene)methanesulfinamide

There total 1 articles about (S)-1-[(1S,2R,4R)-7,7-dimethyl-2-(trimethylsilyloxy)bicyclo[2.2.1]heptan-1-yl]-N-(3-nitrophenylmethylidene)methanesulfinamide 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: 86.0%

: 99-61-6
3-nitro-benzaldehyde

: 253665-34-8
(1S,2R,4R,S_S)-7,7-dimethyl-2-(trimethylsilyloxy)bicyclo[2.2.1]heptane-1-methanesulfinamide

: 385435-06-3
(S)-1-[(1S,2R,4R)-7,7-dimethyl-2-(trimethylsilyloxy)bicyclo[2.2.1]heptan-1-yl]-N-(3-nitrophenylmethylidene)methanesulfinamide

Guidance literature:: With titanium(IV) tetraethanolate; at 20 ℃;
DOI:10.1016/S0040-4020(01)00833-X

Reference yield:

: 57592-45-7
ethyl (E)-3-ethoxy-2-butenoate

: 385435-06-3
(S)-1-[(1S,2R,4R)-7,7-dimethyl-2-(trimethylsilyloxy)bicyclo[2.2.1]heptan-1-yl]-N-(3-nitrophenylmethylidene)methanesulfinamide

: (R)-4-ethoxy-6-(3-nitrophenyl)-1,2,5,6-tetrahydropyridin-2-one

: (S)-4-ethoxy-6-(3-nitrophenyl)-5,6-dihydropyridin-2(1H)-one

Guidance literature:: ethyl (E)-3-ethoxy-2-butenoate; With lithium diisopropyl amide; In tetrahydrofuran; hexane; at -70 ℃; for 2.5h;

(S)-1-[(1S,2R,4R)-7,7-dimethyl-2-(trimethylsilyloxy)bicyclo[2.2.1]heptan-1-yl]-N-(3-nitrophenylmethylidene)methanesulfinamide; In tetrahydrofuran; hexane; at -30 ℃; for 3.5h;

With hydrogenchloride; In ethanol; dichloromethane; at 20 ℃; for 24h; Title compound not separated from byproducts;
DOI:10.1016/S0040-4020(01)00833-X

Reference yield:

: 385435-11-0
(1,3-diethoxybuta-1,3-dienyloxy)trimethylsilane

: 385435-06-3
(S)-1-[(1S,2R,4R)-7,7-dimethyl-2-(trimethylsilyloxy)bicyclo[2.2.1]heptan-1-yl]-N-(3-nitrophenylmethylidene)methanesulfinamide

: (R)-4-ethoxy-6-(3-nitrophenyl)-1,2,5,6-tetrahydropyridin-2-one

: (S)-4-ethoxy-6-(3-nitrophenyl)-5,6-dihydropyridin-2(1H)-one

Guidance literature:: (1,3-diethoxybuta-1,3-dienyloxy)trimethylsilane; (S)-1-[(1S,2R,4R)-7,7-dimethyl-2-(trimethylsilyloxy)bicyclo[2.2.1]heptan-1-yl]-N-(3-nitrophenylmethylidene)methanesulfinamide; With boron trifluoride diethyl etherate; In dichloromethane; at 20 ℃; for 48h;

With trifluoroacetic acid; In dichloromethane; for 1h; Title compound not separated from byproducts;
DOI:10.1016/S0040-4020(01)00833-X