(4R,5R)-[5-(hydroxy-di-p-tolyl-methyl)-2,2-dimethyl[1,3]dioxolane-4-yl]-di-p-tolyl-methanol

Base Information

• Chemical Name: (4R,5R)-[5-(hydroxy-di-p-tolyl-methyl)-2,2-dimethyl[1,3]dioxolane-4-yl]-di-p-tolyl-methanol
• CAS No.: 144109-48-8
• Molecular Formula: C₃₅H₃₈O₄
• Molecular Weight: 522.684
• Mol file: 144109-48-8.mol

Synonyms:(4R,5R)-[5-(hydroxy-di-p-tolyl-methyl)-2,2-dimethyl[1,3]dioxolane-4-yl]-di-p-tolyl-methanol

Chemical Property of (4R,5R)-[5-(hydroxy-di-p-tolyl-methyl)-2,2-dimethyl[1,3]dioxolane-4-yl]-di-p-tolyl-methanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4R,5R)-[5-(hydroxy-di-p-tolyl-methyl)-2,2-dimethyl[1,3]dioxolane-4-yl]-di-p-tolyl-methanol

There total 2 articles about (4R,5R)-[5-(hydroxy-di-p-tolyl-methyl)-2,2-dimethyl[1,3]dioxolane-4-yl]-di-p-tolyl-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: 85.0%

(-)-dimethy-2,3-O-isopropylidene-L-tartrate (37031-29-1) + para-bromotoluene (106-38-7) → (4R,5R)-[5-(hydroxy-di-p-tolyl-methyl)-2,2-dimethyl[1,3]dioxolane-4-yl]-di-p-tolyl-methanol (144109-48-8)

Guidance literature:

para-bromotoluene; 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:

diethyl (4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-dicarboxylate (59779-75-8) → (4R,5R)-[5-(hydroxy-di-p-tolyl-methyl)-2,2-dimethyl[1,3]dioxolane-4-yl]-di-p-tolyl-methanol (144109-48-8)

Guidance literature:

With magnesium; In tetrahydrofuran; Reflux;

DOI:10.1002/anie.201703109

Reference yield: 90.0%

(4R,5R)-[5-(hydroxy-di-p-tolyl-methyl)-2,2-dimethyl[1,3]dioxolane-4-yl]-di-p-tolyl-methanol (144109-48-8) → C35H36N6O2

Guidance literature:

With sodium azide; trifluorormethanesulfonic acid; trifluoroacetic acid; In chloroform; at -5 - 0 ℃; for 0.5h;

DOI:10.1021/acs.orglett.5b02323

upstream raw materials:

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

para-bromotoluene

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

Downstream raw materials:

(4-methylphenyl-TADDOL)PCl

(4-methylphenyl-TADDOL)POPh

(1R,7R)-9,9-dimethyl-4-diphenylamino-2,2,6,6-tetra-[(4-methyl)phenyl]-3,5,8,10-tetraoxa-4-phosphabicyclo[5.3.0]decane

(4-methylphenyl-TADDOL)PN(Me)Ph