(2R,3S,4R,5R,6R)-3-acetoxy-4,5-dihydroxy-6-(triphenylmethoxymethyl)-4,5-bis(o-xyloxyphosphoryl)-2-(oxyloxyphosphorylethyl)tetrahydropyran

Base Information

Chemical Name:(2R,3S,4R,5R,6R)-3-acetoxy-4,5-dihydroxy-6-(triphenylmethoxymethyl)-4,5-bis(o-xyloxyphosphoryl)-2-(oxyloxyphosphorylethyl)tetrahydropyran
CAS No.:299926-71-9
Molecular Formula:C₅₃H₅₃O₁₆P₃
Molecular Weight:1038.92
Hs Code.:

Synonyms:(2R,3S,4R,5R,6R)-3-acetoxy-4,5-dihydroxy-6-(triphenylmethoxymethyl)-4,5-bis(o-xyloxyphosphoryl)-2-(oxyloxyphosphorylethyl)tetrahydropyran

Suppliers and Price of (2R,3S,4R,5R,6R)-3-acetoxy-4,5-dihydroxy-6-(triphenylmethoxymethyl)-4,5-bis(o-xyloxyphosphoryl)-2-(oxyloxyphosphorylethyl)tetrahydropyran

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 (2R,3S,4R,5R,6R)-3-acetoxy-4,5-dihydroxy-6-(triphenylmethoxymethyl)-4,5-bis(o-xyloxyphosphoryl)-2-(oxyloxyphosphorylethyl)tetrahydropyran

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (2R,3S,4R,5R,6R)-3-acetoxy-4,5-dihydroxy-6-(triphenylmethoxymethyl)-4,5-bis(o-xyloxyphosphoryl)-2-(oxyloxyphosphorylethyl)tetrahydropyran

There total 10 articles about (2R,3S,4R,5R,6R)-3-acetoxy-4,5-dihydroxy-6-(triphenylmethoxymethyl)-4,5-bis(o-xyloxyphosphoryl)-2-(oxyloxyphosphorylethyl)tetrahydropyran 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: 77.0%

: Acetic acid (2R,3S,4R,5R,6R)-2-[2-(1,5-dihydro-benzo[e][1,3,2]dioxaphosphepin-3-yloxy)-ethyl]-4,5-bis-(3-oxo-1,5-dihydro-3λ⁵-benzo[e][1,3,2]dioxaphosphepin-3-yloxy)-6-trityloxymethyl-tetrahydro-pyran-3-yl ester

: 299926-71-9
(2R,3S,4R,5R,6R)-3-acetoxy-4,5-dihydroxy-6-(triphenylmethoxymethyl)-4,5-bis(o-xyloxyphosphoryl)-2-(oxyloxyphosphorylethyl)tetrahydropyran

Guidance literature:: With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; water; at -40 - 20 ℃; for 0.333333h;
DOI:10.1021/jo0002339

Reference yield:

: 82372-35-8
N,N-diethyl-1,5-dihydro-3H-2,4,3-benzodioxaphosphepin-3-amine

: 299926-71-9
(2R,3S,4R,5R,6R)-3-acetoxy-4,5-dihydroxy-6-(triphenylmethoxymethyl)-4,5-bis(o-xyloxyphosphoryl)-2-(oxyloxyphosphorylethyl)tetrahydropyran

Guidance literature:: Multi-step reaction with 2 steps

1: 1H-tetrazole / CH₂Cl₂ / 0.5 h / 20 °C

2: 77 percent / m-CPBA / CH₂Cl₂; H₂O / 0.33 h / -40 - 20 °C

With 1H-tetrazole; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; water; 1: Condensation / 2: Oxidation;
DOI:10.1021/jo0002339

Reference yield:

: 122350-80-5
1,5-anhydro-2-deoxy-6-O-trityl-D-arabino-hex-1-enitol

: 299926-71-9
(2R,3S,4R,5R,6R)-3-acetoxy-4,5-dihydroxy-6-(triphenylmethoxymethyl)-4,5-bis(o-xyloxyphosphoryl)-2-(oxyloxyphosphorylethyl)tetrahydropyran

Guidance literature:: Multi-step reaction with 9 steps

1.1: 85 percent / imidazole / dimethylformamide / 12 h / 60 °C

2.1: dimethyldioxirane / CH₂Cl₂; acetone / 0 - 20 °C

2.2: Et₃N / CH₂Cl₂ / 1.75 h / -20 °C

3.1: 2.56 g / Et₃N; DMAP / toluene / 2 h / 20 °C

4.1: Bu₃SnH; AIBN / chlorobenzene / 4 h / Heating

4.2: 55 percent / aq. H₂O₂; KF; KHCO₃ / methanol; tetrahydrofuran / 264 h / 20 °C

5.1: 100 percent / imidazole / dimethylformamide / 20 °C

6.1: 100 percent / DMAP / acetonitrile / 15 h / 60 °C

7.1: 100 percent / TBAF; AcOH / tetrahydrofuran / 24 h / 20 °C

8.1: 1H-tetrazole / CH₂Cl₂ / 0.5 h / 20 °C

9.1: 77 percent / m-CPBA / CH₂Cl₂; H₂O / 0.33 h / -40 - 20 °C

With 1H-imidazole; 1H-tetrazole; dmap; 2,2'-azobis(isobutyronitrile); tetrabutyl ammonium fluoride; tri-n-butyl-tin hydride; 3,3-dimethyldioxirane; acetic acid; triethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; chlorobenzene; acetone; toluene; acetonitrile; 1.1: Condensation / 2.1: Oxidation / 2.2: Addition / 3.1: Condensation / 4.1: Reduction / 4.2: Tamao oxidation / 5.1: Condensation / 6.1: Acetylation / 7.1: Substitution / 8.1: Condensation / 9.1: Oxidation;
DOI:10.1021/jo0002339