[(4R,5R)-5-Hydroxymethyl-2-(4-methoxy-phenyl)-[1,3]dioxolan-4-yl]-methanol

Base Information

• Chemical Name: [(4R,5R)-5-Hydroxymethyl-2-(4-methoxy-phenyl)-[1,3]dioxolan-4-yl]-methanol
• CAS No.: 152386-83-9
• Molecular Formula: C₁₂H₁₆O₅
• Molecular Weight: 240.256
• Mol file: 152386-83-9.mol

Synonyms:[(4R,5R)-5-Hydroxymethyl-2-(4-methoxy-phenyl)-[1,3]dioxolan-4-yl]-methanol

Chemical Property of [(4R,5R)-5-Hydroxymethyl-2-(4-methoxy-phenyl)-[1,3]dioxolan-4-yl]-methanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [(4R,5R)-5-Hydroxymethyl-2-(4-methoxy-phenyl)-[1,3]dioxolan-4-yl]-methanol

There total 3 articles about [(4R,5R)-5-Hydroxymethyl-2-(4-methoxy-phenyl)-[1,3]dioxolan-4-yl]-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: 100.0%

(2S,3S)-2,3-O-(4-methoxybenzylidene)-diethyl tartrate (135972-13-3) → [(4R,5R)-5-Hydroxymethyl-2-(4-methoxy-phenyl)-[1,3]dioxolan-4-yl]-methanol (152386-83-9)

Guidance literature:

With sodium tetrahydroborate; lithium chloride; 1) THF, 30 min, 2) EtOH, 24 h;

DOI:10.1016/S0040-4020(01)81834-2

Reference yield:

p-Anisaldehyde dimethyl acetal (2186-92-7) → [(4R,5R)-5-Hydroxymethyl-2-(4-methoxy-phenyl)-[1,3]dioxolan-4-yl]-methanol (152386-83-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 99 percent / p-TsOH / dimethylformamide / 5 h / 50 °C / 10 Torr

2: 100 percent / NaBH₄, LiCl / 1) THF, 30 min, 2) EtOH, 24 h

With sodium tetrahydroborate; toluene-4-sulfonic acid; lithium chloride; In N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(01)81834-2

Reference yield:

Dimethyl D-tartrate (13171-64-7) + 4-methoxy-benzaldehyde (123-11-5) → [(4R,5R)-5-Hydroxymethyl-2-(4-methoxy-phenyl)-[1,3]dioxolan-4-yl]-methanol (152386-83-9)

Guidance literature:

Dimethyl D-tartrate; 4-methoxy-benzaldehyde; With camphor-10-sulfonic acid; In benzene;

With sodium tetrahydroborate; lithium chloride; In tetrahydrofuran;

DOI:10.1016/S0040-4039(03)00565-3

upstream raw materials:

(2S,3S)-2,3-O-(4-methoxybenzylidene)-diethyl tartrate

Dimethyl D-tartrate

4-methoxy-benzaldehyde

p-Anisaldehyde dimethyl acetal

Downstream raw materials:

(2R,3R)-2-O-(4-methoxybenzyl)-1,2,3,4-butanetetrol

(2R)-3-[(tert-butyldiphenylsilyl)oxy]-2-(4-methoxybenzyloxy)propanal

(2R,3S)-1-(tert-Butyl-diphenyl-silanyloxy)-2-(4-methoxy-benzyloxy)-hex-5-en-3-ol

(2R,3R)-4-(tert-Butyl-diphenyl-silanyloxy)-3-(4-methoxy-benzyloxy)-butane-1,2-diol