2,2,5-trimethyl-[1,3]dioxane-5-carboxylic acid 2-benzyloxycarbonyl-3-hydroxy-2-methyl-propyl ester

Base Information

• Chemical Name: 2,2,5-trimethyl-[1,3]dioxane-5-carboxylic acid 2-benzyloxycarbonyl-3-hydroxy-2-methyl-propyl ester
• CAS No.: 364780-69-8
• Molecular Formula: C₂₀H₂₈O₇
• Molecular Weight: 380.438
• Mol file: 364780-69-8.mol

Synonyms:2,2,5-trimethyl-[1,3]dioxane-5-carboxylic acid 2-benzyloxycarbonyl-3-hydroxy-2-methyl-propyl ester

Chemical Property of 2,2,5-trimethyl-[1,3]dioxane-5-carboxylic acid 2-benzyloxycarbonyl-3-hydroxy-2-methyl-propyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,2,5-trimethyl-[1,3]dioxane-5-carboxylic acid 2-benzyloxycarbonyl-3-hydroxy-2-methyl-propyl ester

There total 4 articles about 2,2,5-trimethyl-[1,3]dioxane-5-carboxylic acid 2-benzyloxycarbonyl-3-hydroxy-2-methyl-propyl 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: 78.0%

2,2,5-trimethyl-1,3-dioxane-5-carboxylic acid (16837-14-2) + benzyl 2,2-bis(hydroxylmethyl)propionate (179388-73-9) → 2,2,5-trimethyl-[1,3]dioxane-5-carboxylic acid 2-benzyloxycarbonyl-3-hydroxy-2-methyl-propyl ester (364780-69-8)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 24h;

DOI:10.1021/ja001819f

Reference yield:

2,2-bis(hydroxymethyl)propionic acid (4767-03-7) → 2,2,5-trimethyl-[1,3]dioxane-5-carboxylic acid 2-benzyloxycarbonyl-3-hydroxy-2-methyl-propyl ester (364780-69-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: KOH / dimethylformamide / 1 h / 100 °C

1.2: 60 percent / dimethylformamide / 15 h / 100 °C

2.1: 78 percent / DCC; DMAP / CH₂Cl₂ / 24 h / 20 °C

With dmap; potassium hydroxide; dicyclohexyl-carbodiimide; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/ja001819f

Reference yield:

benzyl bromide (100-39-0) → 2,2,5-trimethyl-[1,3]dioxane-5-carboxylic acid 2-benzyloxycarbonyl-3-hydroxy-2-methyl-propyl ester (364780-69-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: KOH / dimethylformamide / 1 h / 100 °C

1.2: 60 percent / dimethylformamide / 15 h / 100 °C

2.1: 78 percent / DCC; DMAP / CH₂Cl₂ / 24 h / 20 °C

With dmap; potassium hydroxide; dicyclohexyl-carbodiimide; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/ja001819f

upstream raw materials:

2,2,5-trimethyl-1,3-dioxane-5-carboxylic acid

benzyl 2,2-bis(hydroxylmethyl)propionate

2,2-bis(hydroxymethyl)propionic acid

benzyl bromide

Downstream raw materials:

2,2,5-trimethyl-[1,3]dioxane-5-carboxylic acid 2-benzyloxycarbonyl-3-(2-[4-(4-formyl-phenoxy)-butyryloxymethyl]-3-{4-[4-(1-hydroxy-3-oxo-3-phenyl-propyl)-phenoxy]-butyryloxy}-2-methyl-propionyloxy)-2-methyl-propyl ester

2,2,5-trimethyl-[1,3]dioxane-5-carboxylic acid 2-benzyloxycarbonyl-3-{3-[4-(4-formyl-phenoxy)-butyryloxy]-2-[4-(4-formyl-phenoxy)-butyryloxymethyl]-2-methyl-propionyloxy}-2-methyl-propyl ester

2,2,5-trimethyl-[1,3]dioxane-5-carboxylic acid 2-benzyloxycarbonyl-3-[3-(4-bromo-butyryloxy)-2-(4-bromo-butyryloxymethyl)-2-methyl-propionyloxy]-2-methyl-propyl ester