(4R,5R)-(2,2-dimethyl-1,3-dioxolane-4,5-diyl)bis(bis(3,5-dimethylphenyl)methanol)

Base Information

• Chemical Name: (4R,5R)-(2,2-dimethyl-1,3-dioxolane-4,5-diyl)bis(bis(3,5-dimethylphenyl)methanol)
• CAS No.: 158953-00-5
• Molecular Formula: C₃₉H₄₆O₄
• Molecular Weight: 578.792
• Mol file: 158953-00-5.mol

Synonyms:(4R,5R)-(2,2-dimethyl-1,3-dioxolane-4,5-diyl)bis(bis(3,5-dimethylphenyl)methanol)

Chemical Property of (4R,5R)-(2,2-dimethyl-1,3-dioxolane-4,5-diyl)bis(bis(3,5-dimethylphenyl)methanol)

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4R,5R)-(2,2-dimethyl-1,3-dioxolane-4,5-diyl)bis(bis(3,5-dimethylphenyl)methanol)

There total 3 articles about (4R,5R)-(2,2-dimethyl-1,3-dioxolane-4,5-diyl)bis(bis(3,5-dimethylphenyl)methanol) 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: 81.0%

(-)-dimethy-2,3-O-isopropylidene-L-tartrate (37031-29-1) + 5-bromo-1,3-xylene (556-96-7) → (4R,5R)-(2,2-dimethyl-1,3-dioxolane-4,5-diyl)bis(bis(3,5-dimethylphenyl)methanol) (158953-00-5)

Guidance literature:

5-bromo-1,3-xylene; With iodine; magnesium; In tetrahydrofuran; Inert atmosphere; Reflux;

(-)-dimethy-2,3-O-isopropylidene-L-tartrate; In tetrahydrofuran; Inert atmosphere; Cooling with ice;

In tetrahydrofuran; for 1.5h; Inert atmosphere; Reflux;

DOI:10.1021/acs.orglett.5b02323

Reference yield: 36.0%

(-)-dimethy-2,3-O-isopropylidene-L-tartrate (37031-29-1) + 3,5-dimethyphenylmagnesium bromide (34696-73-6) → (4R,5R)-(2,2-dimethyl-1,3-dioxolane-4,5-diyl)bis(bis(3,5-dimethylphenyl)methanol) (158953-00-5)

Guidance literature:

In diethyl ether; for 4h; Ambient temperature;

DOI:10.1021/jo00111a041

Reference yield:

diethyl (4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-dicarboxylate (59779-75-8) + 3,5-dimethyphenylmagnesium bromide (34696-73-6) → (4R,5R)-(2,2-dimethyl-1,3-dioxolane-4,5-diyl)bis(bis(3,5-dimethylphenyl)methanol) (158953-00-5)

Guidance literature:

In tetrahydrofuran; Reflux; Inert atmosphere;

DOI:10.1039/c8ob01032c

upstream raw materials:

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

5-bromo-1,3-xylene

3,5-dimethyphenylmagnesium bromide

diethyl (4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-dicarboxylate

Downstream raw materials:

1-[4,4,8,8-tetrakis-(3,5-dimethyl-phenyl)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-e][1,3,2]dioxaphosphepin-6-yl]-pyrrolidine

(R,R)-1-[4,4,8,8-tetrakis-(3,5-dimethyl-phenyl)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-e][1,3,2]dioxaphosphepin-6-yl]-piperidine