(S(S),2R,3R,4R)-3,4-bis(benzyloxy)-2-tert-butanesulfinamido-1,1-difluoro-1-phenylselanyl-hex-5-ene

Base Information

Chemical Name:(S(S),2R,3R,4R)-3,4-bis(benzyloxy)-2-tert-butanesulfinamido-1,1-difluoro-1-phenylselanyl-hex-5-ene
CAS No.:1233949-19-3
Molecular Formula:C₃₀H₃₅F₂NO₃SSe
Molecular Weight:606.636
Hs Code.:

Synonyms:(S(S),2R,3R,4R)-3,4-bis(benzyloxy)-2-tert-butanesulfinamido-1,1-difluoro-1-phenylselanyl-hex-5-ene

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Chemical Property of (S(S),2R,3R,4R)-3,4-bis(benzyloxy)-2-tert-butanesulfinamido-1,1-difluoro-1-phenylselanyl-hex-5-ene

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Technology Process of (S(S),2R,3R,4R)-3,4-bis(benzyloxy)-2-tert-butanesulfinamido-1,1-difluoro-1-phenylselanyl-hex-5-ene

There total 1 articles about (S(S),2R,3R,4R)-3,4-bis(benzyloxy)-2-tert-butanesulfinamido-1,1-difluoro-1-phenylselanyl-hex-5-ene 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: 72.0%

: 868761-01-7
[difluoro(phenylseleno)methyl]trimethylsilane

: (S(S))-N-[(2R,3R)-2,3-bis(benzyloxy)pent-4-enylidene]-tert-butanesulfinamide

: 1233949-19-3
(S(S),2R,3R,4R)-3,4-bis(benzyloxy)-2-tert-butanesulfinamido-1,1-difluoro-1-phenylselanyl-hex-5-ene

Guidance literature:: [difluoro(phenylseleno)methyl]trimethylsilane; (S(S))-N-[(2R,3R)-2,3-bis(benzyloxy)pent-4-enylidene]-tert-butanesulfinamide; With TBAT; In N,N-dimethyl-formamide; at -40 ℃; for 2h; Inert atmosphere;

With water; ammonium chloride; In N,N-dimethyl-formamide; at -40 ℃; optical yield given as %de; diastereoselective reaction;
DOI:10.1016/j.tet.2010.03.079

Reference yield: 85.0%

: 1233949-19-3
(S(S),2R,3R,4R)-3,4-bis(benzyloxy)-2-tert-butanesulfinamido-1,1-difluoro-1-phenylselanyl-hex-5-ene

: 108-24-7
acetic anhydride

: 1233949-21-7
(2R,3R,4R)-3,4-bis(benzyloxy)-1,1-difluoro-1-phenylselanyl-2-acetylamino-hex-5-ene

Guidance literature:: (S(S),2R,3R,4R)-3,4-bis(benzyloxy)-2-tert-butanesulfinamido-1,1-difluoro-1-phenylselanyl-hex-5-ene; With hydrogenchloride; In 1,4-dioxane; methanol; Inert atmosphere;

acetic anhydride; With dmap; triethylamine; In dichloromethane; at 20 ℃; for 1.5h; Inert atmosphere;
DOI:10.1016/j.tet.2010.03.079

Reference yield:

: 1233949-19-3
(S(S),2R,3R,4R)-3,4-bis(benzyloxy)-2-tert-butanesulfinamido-1,1-difluoro-1-phenylselanyl-hex-5-ene

: 1233949-23-9
(S(S),2S,3R,4R,5R)-3,4-bis(benzyloxy)-2-tert-butanesulfinamido-1,1-difluoro-5-methylcyclopentane

: (S(S),2S,3R,4R,5S)-3,4-bis(benzyloxy)-2-tert-butanesulfinamido-1,1-difluoro-5-methylcyclopentane

Guidance literature:: With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In tert-butyl alcohol; at 80 ℃; optical yield given as %de; diastereoselective reaction; Inert atmosphere;
DOI:10.1016/j.tet.2010.03.079