Acetic acid (1S,2S,3R,4R,5S)-2,4-diacetoxy-5-azido-3-benzyloxy-1-benzyloxymethyl-cyclohexyl ester

Base Information

Chemical Name:Acetic acid (1S,2S,3R,4R,5S)-2,4-diacetoxy-5-azido-3-benzyloxy-1-benzyloxymethyl-cyclohexyl ester
CAS No.:183505-10-4
Molecular Formula:C₂₇H₃₁N₃O₈
Molecular Weight:525.558
Hs Code.:

Synonyms:Acetic acid (1S,2S,3R,4R,5S)-2,4-diacetoxy-5-azido-3-benzyloxy-1-benzyloxymethyl-cyclohexyl ester

Suppliers and Price of Acetic acid (1S,2S,3R,4R,5S)-2,4-diacetoxy-5-azido-3-benzyloxy-1-benzyloxymethyl-cyclohexyl ester

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 Acetic acid (1S,2S,3R,4R,5S)-2,4-diacetoxy-5-azido-3-benzyloxy-1-benzyloxymethyl-cyclohexyl ester

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of Acetic acid (1S,2S,3R,4R,5S)-2,4-diacetoxy-5-azido-3-benzyloxy-1-benzyloxymethyl-cyclohexyl ester

There total 9 articles about Acetic acid (1S,2S,3R,4R,5S)-2,4-diacetoxy-5-azido-3-benzyloxy-1-benzyloxymethyl-cyclohexyl ester 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%

: 108-24-7
acetic 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

: 183505-10-4
Acetic acid (1S,2S,3R,4R,5S)-2,4-diacetoxy-5-azido-3-benzyloxy-1-benzyloxymethyl-cyclohexyl ester

Guidance literature:: With dmap; triethylamine; In dichloromethane; for 1h; Ambient temperature;
DOI:10.1021/jo9607828

Reference yield: 80.0%

: 183268-59-9
Acetic acid (1S,2S,3R,4S,5R)-2,4-diacetoxy-3-benzyloxy-1-benzyloxymethyl-5-trifluoromethanesulfonyloxy-cyclohexyl ester

: 183505-10-4
Acetic acid (1S,2S,3R,4R,5S)-2,4-diacetoxy-5-azido-3-benzyloxy-1-benzyloxymethyl-cyclohexyl ester

Guidance literature:: With sodium azide; 2,3,5,6,8,9,11,12-octahydro-1,4,7,10,13-benzopentaoxacyclopentadecin; In N,N-dimethyl-formamide;
DOI:10.1021/jo9607828

Reference yield:

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

: 183505-10-4
Acetic acid (1S,2S,3R,4R,5S)-2,4-diacetoxy-5-azido-3-benzyloxy-1-benzyloxymethyl-cyclohexyl ester

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 / Et₃N, DMAP / CH₂Cl₂ / 1 h / Ambient temperature

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; triethylamine; trifluoroacetic acid; In pyridine; dichloromethane; water; triethylamine; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1021/jo9607828