(3aα,4α,5β,6α,7β,7aα)-6-fluorohexahydro-2,2-dimethylbenzo-1,3(2H)-dioxol-4,5,7-triol tris(dibenzylphosphate)

Base Information

• Chemical Name: (3aα,4α,5β,6α,7β,7aα)-6-fluorohexahydro-2,2-dimethylbenzo-1,3(2H)-dioxol-4,5,7-triol tris(dibenzylphosphate)
• CAS No.: 125291-08-9
• Molecular Formula: C₅₁H₅₄FO₁₄P₃
• Molecular Weight: 1002.9
• Mol file: 125291-08-9.mol

Synonyms:

Chemical Property of (3aα,4α,5β,6α,7β,7aα)-6-fluorohexahydro-2,2-dimethylbenzo-1,3(2H)-dioxol-4,5,7-triol tris(dibenzylphosphate)

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3aα,4α,5β,6α,7β,7aα)-6-fluorohexahydro-2,2-dimethylbenzo-1,3(2H)-dioxol-4,5,7-triol tris(dibenzylphosphate)

There total 4 articles about (3aα,4α,5β,6α,7β,7aα)-6-fluorohexahydro-2,2-dimethylbenzo-1,3(2H)-dioxol-4,5,7-triol tris(dibenzylphosphate) 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:

(3aα,4α,5β,6β,7β,7aα)-4,5-bis(benzyloxy)-6,7-epoxyhexahydro-2,2-dimethylbenzo-1,3-dioxole (118993-51-4,130633-17-9,130697-67-5,131435-02-4) → (3aα,4α,5β,6α,7β,7aα)-6-fluorohexahydro-2,2-dimethylbenzo-1,3(2H)-dioxol-4,5,7-triol tris(dibenzylphosphate) (125291-08-9,130697-83-5)

Guidance literature:

Multi-step reaction with 3 steps

1: TASF / tetrahydrofuran / 96 h / Heating

2: H₂ / 10percent Pd-C / ethanol / 18 h

3: nBuLi, iPr₂NH / 10percent Pd-C / tetrahydrofuran

With n-butyllithium; tris(dimethylamino)sulfonium trimethylsilyldifluoride; hydrogen; diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; ethanol;

DOI:10.1016/S0040-4039(00)99439-5

Reference yield:

(3aα,4β,5α,6β,7α,7aα)-6,7-bis(benzyloxy)-5-fluorohexahydro-2,2-dimethylbenzo-1,3(2H)-dioxol-4-ol (125291-06-7,130697-80-2) → (3aα,4α,5β,6α,7β,7aα)-6-fluorohexahydro-2,2-dimethylbenzo-1,3(2H)-dioxol-4,5,7-triol tris(dibenzylphosphate) (125291-08-9,130697-83-5)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / 10percent Pd-C / ethanol / 18 h

2: nBuLi, iPr₂NH / 10percent Pd-C / tetrahydrofuran

With n-butyllithium; hydrogen; diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; ethanol;

DOI:10.1016/S0040-4039(00)99439-5

Reference yield:

(3aα,4α,5β,6α,7β,7aα)-6-fluorohexahydro-2,2-dimethylbenzo-1,3(2H)-dioxol-4,5,7-triol (130633-23-7) → (3aα,4α,5β,6α,7β,7aα)-6-fluorohexahydro-2,2-dimethylbenzo-1,3(2H)-dioxol-4,5,7-triol tris(dibenzylphosphate) (125291-08-9,130697-83-5)

Guidance literature:

With n-butyllithium; diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; Yield given;

DOI:10.1016/S0040-4039(00)99439-5

upstream raw materials:

dibenzyl [[bis(benzyloxy)phosphoryl]oxy]phosphonate

(3aα,4α,5β,6α,7β,7aα)-6-fluorohexahydro-2,2-dimethylbenzo-1,3(2H)-dioxol-4,5,7-triol

(3aα,4β,5α,6β,7α,7aα)-6,7-bis(benzyloxy)-5-fluorohexahydro-2,2-dimethylbenzo-1,3(2H)-dioxol-4-ol

(3aα,4α,5β,6β,7β,7aα)-4,5-bis(benzyloxy)-6,7-epoxyhexahydro-2,2-dimethylbenzo-1,3-dioxole

Downstream raw materials:

(1α,2β,3α,4α,5α,6β)-6-fluoro-1,2,3,4,5-cyclohexanepentol 1,2,5-trisphosphate