(4R,5R)-4,5-Bis-(dicyclohexyl-phosphinoylmethyl)-2,2-dimethyl-[1,3]dioxolane

Base Information

• Chemical Name: (4R,5R)-4,5-Bis-(dicyclohexyl-phosphinoylmethyl)-2,2-dimethyl-[1,3]dioxolane
• CAS No.: 94665-49-3
• Molecular Formula: C₃₁H₅₆O₄P₂
• Molecular Weight: 554.731
• Mol file: 94665-49-3.mol

Synonyms:(4R,5R)-4,5-Bis-(dicyclohexyl-phosphinoylmethyl)-2,2-dimethyl-[1,3]dioxolane

Chemical Property of (4R,5R)-4,5-Bis-(dicyclohexyl-phosphinoylmethyl)-2,2-dimethyl-[1,3]dioxolane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4R,5R)-4,5-Bis-(dicyclohexyl-phosphinoylmethyl)-2,2-dimethyl-[1,3]dioxolane

There total 3 articles about (4R,5R)-4,5-Bis-(dicyclohexyl-phosphinoylmethyl)-2,2-dimethyl-[1,3]dioxolane 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: 98.0%

(2R,3R)-1,4-bis(diphenylphosphino)-2,3-dihydroxy-2,3-O-isopropylidnebutane P,P'-dioxide (99436-45-0,94665-48-2) → (4R,5R)-4,5-Bis-(dicyclohexyl-phosphinoylmethyl)-2,2-dimethyl-[1,3]dioxolane (94665-49-3)

Guidance literature:

With hydrogen; Ru-carbon; In methanol; for 48h; under 51485.6 Torr; Ambient temperature;

DOI:10.1246/cl.1984.1603

Reference yield:

dicyclohexylphosphine oxide (14717-29-4) + (4R,5R)-trans-4,5-bis(iodomethyl)-2,2-dimethyl-1,3-dioxolane (58342-57-7) → (4R,5R)-4,5-Bis-(dicyclohexyl-phosphinoylmethyl)-2,2-dimethyl-[1,3]dioxolane (94665-49-3)

Guidance literature:

With lithium hexamethyldisilazane; In tetrahydrofuran; at 0 - 20 ℃; for 15h; Inert atmosphere;

DOI:10.1021/jacs.1c06697

Reference yield:

(-)-Diop (32305-98-9) → (4R,5R)-4,5-Bis-(dicyclohexyl-phosphinoylmethyl)-2,2-dimethyl-[1,3]dioxolane (94665-49-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 30percent H₂O₂ / acetone

2: 98 percent / hydrogen / 5percent Ru/C / methanol / 48 h / 51485.6 Torr / Ambient temperature

With hydrogen; dihydrogen peroxide; Ru-carbon; In methanol; acetone;

DOI:10.1246/cl.1984.1603

upstream raw materials:

(2R,3R)-1,4-bis(diphenylphosphino)-2,3-dihydroxy-2,3-O-isopropylidnebutane P,P'-dioxide

(-)-Diop

dicyclohexylphosphine oxide

(4R,5R)-trans-4,5-bis(iodomethyl)-2,2-dimethyl-1,3-dioxolane

Downstream raw materials:

(-)-(2R,3R)-2,3-O-isopropylidene-2,3-dihydroxy-1,4-bis(dicyclohexylphosphino)butane