(3aR,8aR)-6-((3-(diphenylphosphanyl)[1,1'-biphenyl]-2-yl)oxy)-2,2-dimethyl-4,4,8,8-tetraphenyltetrahydro[1,3]dioxolo[4,5-e][1,3,2]dioxaphosphepine

Base Information

• Chemical Name: (3aR,8aR)-6-((3-(diphenylphosphanyl)[1,1'-biphenyl]-2-yl)oxy)-2,2-dimethyl-4,4,8,8-tetraphenyltetrahydro[1,3]dioxolo[4,5-e][1,3,2]dioxaphosphepine
• CAS No.: 1158430-46-6
• Molecular Formula: C₅₅H₄₆O₅P₂
• Molecular Weight: 848.915
• Mol file: 1158430-46-6.mol

Synonyms:(3aR,8aR)-6-((3-(diphenylphosphanyl)[1,1'-biphenyl]-2-yl)oxy)-2,2-dimethyl-4,4,8,8-tetraphenyltetrahydro[1,3]dioxolo[4,5-e][1,3,2]dioxaphosphepine

Chemical Property of (3aR,8aR)-6-((3-(diphenylphosphanyl)[1,1'-biphenyl]-2-yl)oxy)-2,2-dimethyl-4,4,8,8-tetraphenyltetrahydro[1,3]dioxolo[4,5-e][1,3,2]dioxaphosphepine

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3aR,8aR)-6-((3-(diphenylphosphanyl)[1,1'-biphenyl]-2-yl)oxy)-2,2-dimethyl-4,4,8,8-tetraphenyltetrahydro[1,3]dioxolo[4,5-e][1,3,2]dioxaphosphepine

There total 3 articles about (3aR,8aR)-6-((3-(diphenylphosphanyl)[1,1'-biphenyl]-2-yl)oxy)-2,2-dimethyl-4,4,8,8-tetraphenyltetrahydro[1,3]dioxolo[4,5-e][1,3,2]dioxaphosphepine 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: 49.0%

2-boranatodiphenylphosphanyl-6-phenylphenol (1158430-35-3) + (R,R)-TADDOL (93379-48-7) → (3aR,8aR)-6-((3-(diphenylphosphanyl)[1,1'-biphenyl]-2-yl)oxy)-2,2-dimethyl-4,4,8,8-tetraphenyltetrahydro[1,3]dioxolo[4,5-e][1,3,2]dioxaphosphepine (1158430-46-6)

Guidance literature:

2-boranatodiphenylphosphanyl-6-phenylphenol; With 1,4-diaza-bicyclo[2.2.2]octane; In dichloromethane; at 20 ℃; for 0.166667h; Schlenk technique; Inert atmosphere;

With phosphorus trichloride; In dichloromethane; at 0 - 20 ℃; for 4h; Schlenk technique; Inert atmosphere;

(R,R)-TADDOL; In dichloromethane; at 0 - 20 ℃; for 21h; Schlenk technique; Inert atmosphere;

DOI:10.1002/chem.201800042

Reference yield:

C24H18Cl2OP2 + (R,R)-TADDOL (93379-48-7) → (3aR,8aR)-6-((3-(diphenylphosphanyl)[1,1'-biphenyl]-2-yl)oxy)-2,2-dimethyl-4,4,8,8-tetraphenyltetrahydro[1,3]dioxolo[4,5-e][1,3,2]dioxaphosphepine (1158430-46-6)

Guidance literature:

In dichloromethane; at 0 - 20 ℃; for 20.5h; Inert atmosphere;

DOI:10.1002/adsc.200800146

Reference yield:

(-)-dimethy-2,3-O-isopropylidene-L-tartrate (37031-29-1) → (3aR,8aR)-6-((3-(diphenylphosphanyl)[1,1'-biphenyl]-2-yl)oxy)-2,2-dimethyl-4,4,8,8-tetraphenyltetrahydro[1,3]dioxolo[4,5-e][1,3,2]dioxaphosphepine (1158430-46-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: magnesium; iodine / tetrahydrofuran / 20 °C / Inert atmosphere; Reflux

1.2: 1.5 h / 0 °C / Inert atmosphere; Reflux

2.1: 1,4-diaza-bicyclo[2.2.2]octane / dichloromethane / 0.17 h / 20 °C / Schlenk technique; Inert atmosphere

2.2: 4 h / 0 - 20 °C / Schlenk technique; Inert atmosphere

2.3: 21 h / 0 - 20 °C / Schlenk technique; Inert atmosphere

With 1,4-diaza-bicyclo[2.2.2]octane; iodine; magnesium; In tetrahydrofuran; dichloromethane;

DOI:10.1002/chem.201800042

upstream raw materials:

(R,R)-TADDOL

2-boranatodiphenylphosphanyl-6-phenylphenol

(-)-dimethy-2,3-O-isopropylidene-L-tartrate