(+)-(4R-trans)-5-<(benzoyloxy)methyl>-2,2-dimethyl-1,3-dioxolane-4-carboxaldehyde

Base Information

• Chemical Name: (+)-(4R-trans)-5-<(benzoyloxy)methyl>-2,2-dimethyl-1,3-dioxolane-4-carboxaldehyde
• CAS No.: 77332-99-1
• Molecular Formula: C₁₄H₁₆O₅
• Molecular Weight: 264.278
• Mol file: 77332-99-1.mol

Synonyms:(+)-(4R-trans)-5-<(benzoyloxy)methyl>-2,2-dimethyl-1,3-dioxolane-4-carboxaldehyde

Chemical Property of (+)-(4R-trans)-5-<(benzoyloxy)methyl>-2,2-dimethyl-1,3-dioxolane-4-carboxaldehyde

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+)-(4R-trans)-5-<(benzoyloxy)methyl>-2,2-dimethyl-1,3-dioxolane-4-carboxaldehyde

There total 2 articles about (+)-(4R-trans)-5-<(benzoyloxy)methyl>-2,2-dimethyl-1,3-dioxolane-4-carboxaldehyde 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:

benzoyl chloride (98-88-4) → (+)-(4R-trans)-5-<(benzoyloxy)methyl>-2,2-dimethyl-1,3-dioxolane-4-carboxaldehyde (77332-99-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 44.4 percent / pyridine / 2 h / 0 °C

2: 1.) oxalyl chloride, dimethyl sulfoxide, 2.) triethylamine / 1) -55 deg C, 15 min, CH₂Cl₂; 2) -60 deg C, 5 min, CH₂Cl₂, room temperature (45 min)

With pyridine; oxalyl dichloride; dimethyl sulfoxide; triethylamine;

DOI:10.1021/ja00349a053

Reference yield:

benzoyl chloride (98-88-4) → (+)-(4R-trans)-5-<(benzoyloxy)methyl>-2,2-dimethyl-1,3-dioxolane-4-carboxaldehyde (77332-99-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 50 percent / pyridine

In pyridine;

DOI:10.1016/S0040-4039(00)93678-5

Reference yield: 60.0%

diethoxyphosphoryl-acetic acid ethyl ester (867-13-0) + (+)-(4R-trans)-5-<(benzoyloxy)methyl>-2,2-dimethyl-1,3-dioxolane-4-carboxaldehyde (77332-99-1) → ethyl (4S,5S,2E)-6-benzoyloxy-4,5-isopropylidenedioxyhex-2-enoate (124575-37-7)

Guidance literature:

With sodium hydride; In 1,2-dimethoxyethane; at 0 ℃; for 1.83333h;

DOI:10.1016/S0040-4020(01)83439-6

upstream raw materials:

benzoyl chloride

Downstream raw materials:

ethyl (4S,5S,2E)-6-benzoyloxy-4,5-isopropylidenedioxyhex-2-enoate

(-)-(4S-trans)(Z)-2,2-dimethyl-5-<3-(1,3-dioxan-2-yl)-1-propenyl>-1,3-dioxolane-4-methanol benzoate

Benzoic acid (4S,5S)-2,2-dimethyl-5-((Z)-pentadec-1-enyl)-[1,3]dioxolan-4-ylmethyl ester

Benzoic acid (4S,5S)-2,2-dimethyl-5-((E)-pentadec-1-enyl)-[1,3]dioxolan-4-ylmethyl ester