2-[(R)-3-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2-hydroxy-propyl]-oxazole-4-carboxylic acid methyl ester

Base Information

• Chemical Name: 2-[(R)-3-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2-hydroxy-propyl]-oxazole-4-carboxylic acid methyl ester
• CAS No.: 85806-70-8
• Molecular Formula: C₁₃H₁₉NO₆
• Molecular Weight: 285.297
• Mol file: 85806-70-8.mol

Synonyms:2-[(R)-3-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2-hydroxy-propyl]-oxazole-4-carboxylic acid methyl ester

Chemical Property of 2-[(R)-3-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2-hydroxy-propyl]-oxazole-4-carboxylic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-[(R)-3-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2-hydroxy-propyl]-oxazole-4-carboxylic acid methyl ester

There total 1 articles about 2-[(R)-3-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2-hydroxy-propyl]-oxazole-4-carboxylic acid methyl ester 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:

2-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]acetaldehyde (32233-44-6) + potassium methyl α-<(methoxyethylidene)amino>-β-hydroxyacrylate (80314-35-8) → 2-[3-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2-hydroxy-propyl]-oxazole-4-carboxylic acid methyl ester (85806-70-8,85806-72-0) + 2-methyl-oxazole-4-carboxylic acid methyl ester (85806-67-3)

Guidance literature:

Yield given. Multistep reaction. Yields of byproduct given;

DOI:10.1021/jo00376a011

Reference yield: 74.0%

mesitaldehyde dimethylacetal (64761-29-1) + 2-[(R)-3-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2-hydroxy-propyl]-oxazole-4-carboxylic acid methyl ester (85806-70-8) → 2-[(4R,6S)-6-Hydroxymethyl-2-(2,4,6-trimethyl-phenyl)-[1,3]dioxan-4-ylmethyl]-oxazole-4-carboxylic acid methyl ester (105228-53-3)

Guidance literature:

With camphor-10-sulfonic acid; In dichloromethane; at 0 ℃; for 48h;

DOI:10.1021/ja954312r

Reference yield:

2-[(R)-3-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2-hydroxy-propyl]-oxazole-4-carboxylic acid methyl ester (85806-70-8) → 2-[(4R,6S)-6-Formyl-2-(2,4,6-trimethyl-phenyl)-[1,3]dioxan-4-ylmethyl]-oxazole-4-carboxylic acid methyl ester (105228-54-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 74 percent / camphorsulfonic acid / CH₂Cl₂ / 48 h / 0 °C

2: 86 percent / SO₃*pyridine, Et₃N / dimethylsulfoxide

With pyridine-SO₃ complex; camphor-10-sulfonic acid; triethylamine; In dichloromethane; dimethyl sulfoxide;

DOI:10.1021/ja954312r

upstream raw materials:

2-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]acetaldehyde

potassium methyl α-<(methoxyethylidene)amino>-β-hydroxyacrylate

Downstream raw materials:

2-[(4R,6S)-6-Hydroxymethyl-2-(2,4,6-trimethyl-phenyl)-[1,3]dioxan-4-ylmethyl]-oxazole-4-carboxylic acid methyl ester

2-[(S)-3-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2-hydroxy-propyl]-oxazole-4-carboxylic acid methyl ester

2-[(S)-3-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2-phenoxycarbonyloxy-propyl]-oxazole-4-carboxylic acid methyl ester

2-[(R)-3-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2-phenoxycarbonyloxy-propyl]-oxazole-4-carboxylic acid methyl ester