4-((2R,4S,5R)-5-Methanesulfonyloxy-2-phenyl-[1,3]dioxan-4-yl)-butyric acid methyl ester

Base Information

• Chemical Name: 4-((2R,4S,5R)-5-Methanesulfonyloxy-2-phenyl-[1,3]dioxan-4-yl)-butyric acid methyl ester
• CAS No.: 116237-18-4
• Molecular Formula: C₁₆H₂₂O₇S
• Molecular Weight: 358.412
• Mol file: 116237-18-4.mol

Synonyms:4-((2R,4S,5R)-5-Methanesulfonyloxy-2-phenyl-[1,3]dioxan-4-yl)-butyric acid methyl ester

Chemical Property of 4-((2R,4S,5R)-5-Methanesulfonyloxy-2-phenyl-[1,3]dioxan-4-yl)-butyric acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-((2R,4S,5R)-5-Methanesulfonyloxy-2-phenyl-[1,3]dioxan-4-yl)-butyric acid methyl ester

There total 4 articles about 4-((2R,4S,5R)-5-Methanesulfonyloxy-2-phenyl-[1,3]dioxan-4-yl)-butyric 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:

(E)-4-((2R,4S,5R)-5-Hydroxy-2-phenyl-[1,3]dioxan-4-yl)-but-3-enoic acid (116237-15-1) → 4-((2R,4S,5R)-5-Methanesulfonyloxy-2-phenyl-[1,3]dioxan-4-yl)-butyric acid methyl ester (116237-18-4)

Guidance literature:

Multi-step reaction with 3 steps

1: H₂ / Pd/C

2: diethyl ether

3: Et₃N / CH₂Cl₂

With hydrogen; triethylamine; palladium on activated charcoal; In diethyl ether; dichloromethane;

DOI:10.1016/0040-4039(88)85316-4

Reference yield:

[2R,4R,5R]-5-hydroxy-2-phenyl-[1,3]dioxane-4-carbaldehyde (81577-69-7) → 4-((2R,4S,5R)-5-Methanesulfonyloxy-2-phenyl-[1,3]dioxan-4-yl)-butyric acid methyl ester (116237-18-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 69 percent / n-BuLi / tetrahydrofuran; dimethylsulfoxide / -5 °C

2: H₂ / Pd/C

3: diethyl ether

4: Et₃N / CH₂Cl₂

With n-butyllithium; hydrogen; triethylamine; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; dichloromethane; dimethyl sulfoxide;

DOI:10.1016/0040-4039(88)85316-4

Reference yield:

4-((2R,4S,5R)-5-Hydroxy-2-phenyl-[1,3]dioxan-4-yl)-butyric acid (116237-16-2) → 4-((2R,4S,5R)-5-Methanesulfonyloxy-2-phenyl-[1,3]dioxan-4-yl)-butyric acid methyl ester (116237-18-4)

Guidance literature:

Multi-step reaction with 2 steps

1: diethyl ether

2: Et₃N / CH₂Cl₂

With triethylamine; In diethyl ether; dichloromethane;

DOI:10.1016/0040-4039(88)85316-4

upstream raw materials:

4-((2R,4S,5R)-5-Hydroxy-2-phenyl-[1,3]dioxan-4-yl)-butyric acid methyl ester

methanesulfonyl chloride

4-((2R,4S,5R)-5-Hydroxy-2-phenyl-[1,3]dioxan-4-yl)-butyric acid

(E)-4-((2R,4S,5R)-5-Hydroxy-2-phenyl-[1,3]dioxan-4-yl)-but-3-enoic acid

Downstream raw materials:

(5S,6S)-epoxy-10-formyl-(7E,9E)-decadienoic acid methyl ester

(-)-(S,S-trans)-3-(hydroxymethyl)oxiranebutanoic acid methyl ester

Leukotriene A₄ methyl ester