(2S,3S)-3-(tert-butoxycarbonylamino)-6-(tert-butyldimethylsilyloxy)-1-phenylsulfonyl-2-hexanol

Base Information

Chemical Name:(2S,3S)-3-(tert-butoxycarbonylamino)-6-(tert-butyldimethylsilyloxy)-1-phenylsulfonyl-2-hexanol
CAS No.:799560-37-5
Molecular Formula:C₂₃H₄₁NO₆SSi
Molecular Weight:487.733
Hs Code.:

Synonyms:(2S,3S)-3-(tert-butoxycarbonylamino)-6-(tert-butyldimethylsilyloxy)-1-phenylsulfonyl-2-hexanol

Suppliers and Price of (2S,3S)-3-(tert-butoxycarbonylamino)-6-(tert-butyldimethylsilyloxy)-1-phenylsulfonyl-2-hexanol

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of (2S,3S)-3-(tert-butoxycarbonylamino)-6-(tert-butyldimethylsilyloxy)-1-phenylsulfonyl-2-hexanol

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (2S,3S)-3-(tert-butoxycarbonylamino)-6-(tert-butyldimethylsilyloxy)-1-phenylsulfonyl-2-hexanol

There total 6 articles about (2S,3S)-3-(tert-butoxycarbonylamino)-6-(tert-butyldimethylsilyloxy)-1-phenylsulfonyl-2-hexanol 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: 85.0%

: 799559-97-0
(2S,3S)-3-(tert-butoxycarbonylamino)-6-(tert-butyldimethylsiloxy)-1-phenylthio-2-hexanol

: 799560-37-5
(2S,3S)-3-(tert-butoxycarbonylamino)-6-(tert-butyldimethylsilyloxy)-1-phenylsulfonyl-2-hexanol

Guidance literature:: With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 20 ℃;
DOI:10.1021/jo0268456

Reference yield:

(E)-6-[(tert-butyldimethylsilyl)oxy]-2-hexen-1-ol: 98897-64-4
(E)-6-[(tert-butyldimethylsilyl)oxy]-2-hexen-1-ol

: 799560-37-5
(2S,3S)-3-(tert-butoxycarbonylamino)-6-(tert-butyldimethylsilyloxy)-1-phenylsulfonyl-2-hexanol

Guidance literature:: Multi-step reaction with 6 steps

1: Ti(O-i-Pr)4; D(-)-DIPT; t-BuOOH / CH₂Cl₂ / -20 °C

2: 55 percent / Ti(O-i-Pr)2(N₃)2 / benzene / Heating

3: 85 percent / H₂ / Pd/C / ethyl acetate / 20 °C

4: 81 percent / Ph₃P; diisopropyl azodicarboxylate / CHCl₃ / 7 h / Heating

5: 89 percent / Et₃N / methanol / 1.5 h / Heating

6: 85 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 20 °C

With titanium(IV) isopropylate; tert.-butylhydroperoxide; diisopropoxytitanium diazide; di-isopropyl azodicarboxylate; hydrogen; D-(-)-diisopropyl tartrate; triethylamine; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; palladium on activated charcoal; In methanol; dichloromethane; chloroform; ethyl acetate; benzene; 1: asymmetric Sharpless epoxidation / 4: Mitsunobu cyclization;
DOI:10.1021/jo0268456

Reference yield:

: 440083-43-2
(2S,3S)-6-(tert-butyldimethylsilyl)oxy-2,3-epoxyhexan-1-ol

: 799560-37-5
(2S,3S)-3-(tert-butoxycarbonylamino)-6-(tert-butyldimethylsilyloxy)-1-phenylsulfonyl-2-hexanol

Guidance literature:: Multi-step reaction with 5 steps

1: 55 percent / Ti(O-i-Pr)2(N₃)2 / benzene / Heating

2: 85 percent / H₂ / Pd/C / ethyl acetate / 20 °C

3: 81 percent / Ph₃P; diisopropyl azodicarboxylate / CHCl₃ / 7 h / Heating

4: 89 percent / Et₃N / methanol / 1.5 h / Heating

5: 85 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 20 °C

With diisopropoxytitanium diazide; di-isopropyl azodicarboxylate; hydrogen; triethylamine; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; palladium on activated charcoal; In methanol; dichloromethane; chloroform; ethyl acetate; benzene; 3: Mitsunobu cyclization;
DOI:10.1021/jo0268456