(3R, 3aR, 6R, 6aS)-6-(diphenylphosphino)-hexahydrofuro[3,2-b]furan-3-ol

Base Information

• Chemical Name: (3R, 3aR, 6R, 6aS)-6-(diphenylphosphino)-hexahydrofuro[3,2-b]furan-3-ol
• CAS No.: 1394169-31-3
• Molecular Formula: C₁₈H₁₉O₃P
• Molecular Weight: 314.321
• Mol file: 1394169-31-3.mol

Synonyms:(3R, 3aR, 6R, 6aS)-6-(diphenylphosphino)-hexahydrofuro[3,2-b]furan-3-ol

Chemical Property of (3R, 3aR, 6R, 6aS)-6-(diphenylphosphino)-hexahydrofuro[3,2-b]furan-3-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3R, 3aR, 6R, 6aS)-6-(diphenylphosphino)-hexahydrofuro[3,2-b]furan-3-ol

There total 5 articles about (3R, 3aR, 6R, 6aS)-6-(diphenylphosphino)-hexahydrofuro[3,2-b]furan-3-ol 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: 100.0%

((3R, 3aS, 6R, 6aR)-6-(benzyloxy)-hexahydrofuro[3,2-b]furan-3-yl)diphenylphosphine borane complex → (3R, 3aR, 6R, 6aS)-6-(diphenylphosphino)-hexahydrofuro[3,2-b]furan-3-ol (1394169-31-3)

Guidance literature:

((3R, 3aS, 6R, 6aR)-6-(benzyloxy)-hexahydrofuro[3,2-b]furan-3-yl)diphenylphosphine borane complex; With tetrafluoroboric acid diethyl ether; In dichloromethane; at 0 ℃; for 18h;

With sodium hydrogencarbonate; In dichloromethane; water; Inert atmosphere;

DOI:10.1016/j.tetlet.2012.07.035

Reference yield:

(3R, 3aR, 6S, 6aS)-3-(benzyloxy)-6-bromo-hexahydrofuro[3,2-b]furan (1394169-21-1) → (3R, 3aR, 6R, 6aS)-6-(diphenylphosphino)-hexahydrofuro[3,2-b]furan-3-ol (1394169-31-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: n-butyllithium / diethyl ether / 0.5 h / 0 °C / Inert atmosphere

1.2: 24 h / 0 °C / Inert atmosphere

2.1: dimethylsulfide borane complex / diethyl ether / 24 h / 0 °C / Inert atmosphere

3.1: tetrafluoroboric acid diethyl ether / dichloromethane / 18 h / 0 °C

3.2: Inert atmosphere

With tetrafluoroboric acid diethyl ether; n-butyllithium; dimethylsulfide borane complex; In diethyl ether; dichloromethane;

DOI:10.1016/j.tetlet.2012.07.035

Reference yield:

C25H25O3P → (3R, 3aR, 6R, 6aS)-6-(diphenylphosphino)-hexahydrofuro[3,2-b]furan-3-ol (1394169-31-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: dimethylsulfide borane complex / diethyl ether / 24 h / 0 °C / Inert atmosphere

2.1: tetrafluoroboric acid diethyl ether / dichloromethane / 18 h / 0 °C

2.2: Inert atmosphere

With tetrafluoroboric acid diethyl ether; dimethylsulfide borane complex; In diethyl ether; dichloromethane;

DOI:10.1016/j.tetlet.2012.07.035

upstream raw materials:

(3R, 3aR, 6S, 6aS)-3-(benzyloxy)-6-bromo-hexahydrofuro[3,2-b]furan

diphenylphosphane

(3R,3aR,6R,6aR)-6-benzyloxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-3-ol