benzyl (2S,3R,4R,6S,7S,8S)-2,4,6,8-tetramethyl-3,7,9-trihydroxy-1-nonanoate

Base Information

Chemical Name:benzyl (2S,3R,4R,6S,7S,8S)-2,4,6,8-tetramethyl-3,7,9-trihydroxy-1-nonanoate
CAS No.:110815-00-4
Molecular Formula:C₂₀H₃₂O₅
Molecular Weight:352.471
Hs Code.:

Synonyms:benzyl (2S,3R,4R,6S,7S,8S)-2,4,6,8-tetramethyl-3,7,9-trihydroxy-1-nonanoate

Suppliers and Price of benzyl (2S,3R,4R,6S,7S,8S)-2,4,6,8-tetramethyl-3,7,9-trihydroxy-1-nonanoate

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 benzyl (2S,3R,4R,6S,7S,8S)-2,4,6,8-tetramethyl-3,7,9-trihydroxy-1-nonanoate

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of benzyl (2S,3R,4R,6S,7S,8S)-2,4,6,8-tetramethyl-3,7,9-trihydroxy-1-nonanoate

There total 12 articles about benzyl (2S,3R,4R,6S,7S,8S)-2,4,6,8-tetramethyl-3,7,9-trihydroxy-1-nonanoate 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: 81.0%

: 110838-51-2
benzyl (2S,3R,6S,7S,8S)-2,4,6,8-tetramethyl-3-<(trimethylsilyl)oxy>-7,9-((R)-naphthylmethylenedioxy)-1-nonanoate

: 110815-00-4
benzyl (2S,3R,4R,6S,7S,8S)-2,4,6,8-tetramethyl-3,7,9-trihydroxy-1-nonanoate

Guidance literature:: With sulfuric acid; In tetrahydrofuran; at 45 ℃; for 31h;
DOI:10.1016/S0040-4039(00)85300-9

Reference yield:

: 110814-95-4
<4-(1S)-2R,4S,5S>-2-(1-naphthyl)-4-(1,3-dimethylbut-4-enyl)-5-methyl-1,3-dioxane

: 110815-00-4
benzyl (2S,3R,4R,6S,7S,8S)-2,4,6,8-tetramethyl-3,7,9-trihydroxy-1-nonanoate

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) thexylborane, 2.) 30percent aq. H₂O₂ / 1.) THF, -10 deg C, 5 h, 2.) methanol, 0 deg C, 1 h

2: 1.) oxalyl chloride, DMSO, 2.) triethylamine / 1.) CH₂Cl₂, -78 deg C, 30 min, 2.) CH₂Cl₂, from -78 deg C to RT

3: 1.) di-n-butylboryl triflate, triethylamine / 1.) CH₂Cl₂, -78 deg C, 1 h, 2.) CH₂Cl₂, a) -78 deg C, 1 h, b) 0 deg C, 1 h

4: 91 percent / (N,N-dimethylamino)pyridine / CH₂Cl₂ / 5 h / Ambient temperature

5: 1.) 2.4 M n-butyllithium / 1.) THF, hexane, 0 deg C, 20 min, 2.) THF, -hexane, 20 deg C, 24 h

6: 81 percent / 1 M aq. sulfuric acid / tetrahydrofuran / 32 h / 45 °C

With dmap; n-butyllithium; oxalyl dichloride; thexylborane; di-n-butylboryl trifluoromethanesulfonate; sulfuric acid; dihydrogen peroxide; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja00020a025

Reference yield:

: 110814-97-6
<4-(1S,3R)-2R,4S,5S>-2-(1-naphthyl)-4-(1,3-dimethyl-4-oxobutyl)-5-methyl-1,3-dioxane

: 110815-00-4
benzyl (2S,3R,4R,6S,7S,8S)-2,4,6,8-tetramethyl-3,7,9-trihydroxy-1-nonanoate

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) di-n-butylboryl triflate, triethylamine / 1.) CH₂Cl₂, -78 deg C, 1 h, 2.) CH₂Cl₂, a) -78 deg C, 1 h, b) 0 deg C, 1 h

2: 91 percent / (N,N-dimethylamino)pyridine / CH₂Cl₂ / 5 h / Ambient temperature

3: 1.) 2.4 M n-butyllithium / 1.) THF, hexane, 0 deg C, 20 min, 2.) THF, -hexane, 20 deg C, 24 h

4: 81 percent / 1 M aq. sulfuric acid / tetrahydrofuran / 32 h / 45 °C

With dmap; n-butyllithium; di-n-butylboryl trifluoromethanesulfonate; sulfuric acid; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja00020a025