(1S,2R,3S,4S,5S)-1-azido-4,5-di-O-acetyl-3-O-benzyl-5-((benzyloxy)methyl)-2-O-(trifluoromethanesulfonyl)cyclohexane-2,3,4,5-tetrol

Base Information

Chemical Name:(1S,2R,3S,4S,5S)-1-azido-4,5-di-O-acetyl-3-O-benzyl-5-((benzyloxy)methyl)-2-O-(trifluoromethanesulfonyl)cyclohexane-2,3,4,5-tetrol
CAS No.:183268-64-6
Molecular Formula:C₂₆H₂₈F₃N₃O₉S
Molecular Weight:615.584
Hs Code.:

Synonyms:(1S,2R,3S,4S,5S)-1-azido-4,5-di-O-acetyl-3-O-benzyl-5-((benzyloxy)methyl)-2-O-(trifluoromethanesulfonyl)cyclohexane-2,3,4,5-tetrol

Suppliers and Price of (1S,2R,3S,4S,5S)-1-azido-4,5-di-O-acetyl-3-O-benzyl-5-((benzyloxy)methyl)-2-O-(trifluoromethanesulfonyl)cyclohexane-2,3,4,5-tetrol

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 (1S,2R,3S,4S,5S)-1-azido-4,5-di-O-acetyl-3-O-benzyl-5-((benzyloxy)methyl)-2-O-(trifluoromethanesulfonyl)cyclohexane-2,3,4,5-tetrol

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (1S,2R,3S,4S,5S)-1-azido-4,5-di-O-acetyl-3-O-benzyl-5-((benzyloxy)methyl)-2-O-(trifluoromethanesulfonyl)cyclohexane-2,3,4,5-tetrol

There total 8 articles about (1S,2R,3S,4S,5S)-1-azido-4,5-di-O-acetyl-3-O-benzyl-5-((benzyloxy)methyl)-2-O-(trifluoromethanesulfonyl)cyclohexane-2,3,4,5-tetrol 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: 90.0%

: 358-23-6
trifluoromethylsulfonic anhydride

: 171252-90-7
(1S,2R,3R,4S,5S)-1-azido-4,5-di-O-acetyl-3-O-benzyl-5-((benzyloxy)methyl)cyclohexane-2,3,4,5-tetrol

: 183268-64-6
(1S,2R,3S,4S,5S)-1-azido-4,5-di-O-acetyl-3-O-benzyl-5-((benzyloxy)methyl)-2-O-(trifluoromethanesulfonyl)cyclohexane-2,3,4,5-tetrol

Guidance literature:: With pyridine; In dichloromethane; at 0 ℃;

Reference yield:

: 135735-90-9
(1R,2R,3S)-3-O-Benzyl-5-benzyloxymethyl-1,2-O-cyclohexylidene-cyclohex-4-en-1,2,3-triol

: 183268-64-6
(1S,2R,3S,4S,5S)-1-azido-4,5-di-O-acetyl-3-O-benzyl-5-((benzyloxy)methyl)-2-O-(trifluoromethanesulfonyl)cyclohexane-2,3,4,5-tetrol

Guidance literature:: Multi-step reaction with 6 steps

1: 75 percent / Me₃NO, OsO₄ / 2-methyl-propan-2-ol; pyridine; H₂O / 12 h / Heating

2: 90 percent / DMAP / triethylamine / 3 h / Heating

3: 90 percent / TFA, H₂O / CH₂Cl₂ / 24 h / Ambient temperature

4: 93 percent / pyridine / CH₂Cl₂ / 1 h / 0 °C

5: 60 percent / NaN₃, benzo-15-crown-5 / dimethylformamide / Ambient temperature

6: 90 percent / pyridine / CH₂Cl₂ / 0.17 h / 0 °C

With pyridine; dmap; osmium(VIII) oxide; sodium azide; 2,3,5,6,8,9,11,12-octahydro-1,4,7,10,13-benzopentaoxacyclopentadecin; trimethylamine-N-oxide; water; trifluoroacetic acid; In pyridine; dichloromethane; water; triethylamine; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1021/jo9607828

Reference yield:

: 183268-55-5
(1R,2R,3S,4S,5S)-3-O-benzyl-5-((benzyloxy)methyl)-1,2-O-cyclohexylidenecyclohexane-1,2,3,4,5-pentol

: 183268-64-6
(1S,2R,3S,4S,5S)-1-azido-4,5-di-O-acetyl-3-O-benzyl-5-((benzyloxy)methyl)-2-O-(trifluoromethanesulfonyl)cyclohexane-2,3,4,5-tetrol

Guidance literature:: Multi-step reaction with 5 steps

1: 90 percent / DMAP / triethylamine / 3 h / Heating

2: 90 percent / TFA, H₂O / CH₂Cl₂ / 24 h / Ambient temperature

3: 93 percent / pyridine / CH₂Cl₂ / 1 h / 0 °C

4: 60 percent / NaN₃, benzo-15-crown-5 / dimethylformamide / Ambient temperature

5: 90 percent / pyridine / CH₂Cl₂ / 0.17 h / 0 °C

With pyridine; dmap; sodium azide; 2,3,5,6,8,9,11,12-octahydro-1,4,7,10,13-benzopentaoxacyclopentadecin; water; trifluoroacetic acid; In dichloromethane; triethylamine; N,N-dimethyl-formamide;
DOI:10.1021/jo9607828