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

Base Information

• Chemical Name: 4-((2R,4S,5R)-5-Hydroxy-2-phenyl-[1,3]dioxan-4-yl)-butyric acid
• CAS No.: 116237-16-2
• Molecular Formula: C₁₄H₁₈O₅
• Molecular Weight: 266.294
• Mol file: 116237-16-2.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 8 articles about 4-((2R,4S,5R)-5-Hydroxy-2-phenyl-[1,3]dioxan-4-yl)-butyric acid 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: 99.0%

4-((2R,4S,5R)-5-Hydroxy-2-phenyl-[1,3]dioxan-4-yl)-butyric acid methyl ester (116237-17-3) → 4-((2R,4S,5R)-5-Hydroxy-2-phenyl-[1,3]dioxan-4-yl)-butyric acid (116237-16-2)

Guidance literature:

With potassium hydroxide; In tetrahydrofuran; methanol; at 50 ℃; for 0.75h;

DOI:10.1016/S0040-4020(02)00045-5

Reference yield:

(E)-4-((2R,4S,5R)-5-Hydroxy-2-phenyl-[1,3]dioxan-4-yl)-but-2-enoic acid methyl ester (250226-93-8) → 4-((2R,4S,5R)-5-Hydroxy-2-phenyl-[1,3]dioxan-4-yl)-butyric acid (116237-16-2)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogen / Pd/C / ethyl acetate / 20 °C

2: aq. KOH / tetrahydrofuran; methanol / 50 °C

With potassium hydroxide; hydrogen; palladium on activated charcoal; In tetrahydrofuran; methanol; ethyl acetate;

DOI:10.1021/ol990885n

Reference yield:

2-deoxy-D-ribose (22900-10-3,35536-75-5,36792-85-5,113890-34-9,113890-37-2,133813-23-7) → 4-((2R,4S,5R)-5-Hydroxy-2-phenyl-[1,3]dioxan-4-yl)-butyric acid (116237-16-2)

Guidance literature:

Multi-step reaction with 4 steps

1: tetrahydrofuran / 3 h / Heating

2: H₂ / 10 percent Pd/C / ethyl acetate; methanol / 20 °C

3: 16.33 g / camphorsulfonic acid / CH₂Cl₂ / 20 °C

4: 99 percent / aq. KOH / methanol; tetrahydrofuran / 0.75 h / 50 °C

With potassium hydroxide; camphor-10-sulfonic acid; hydrogen; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate;

DOI:10.1016/S0040-4020(02)00045-5

upstream raw materials:

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

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

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

2-deoxy-D-ribose

Downstream raw materials:

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

(2R,4aR,9aS)-2-Phenyl-hexahydro-1,3,5-trioxa-benzocyclohepten-6-one

Phosphoric acid diphenyl ester (2R,4aR,9aS)-2-phenyl-4a,8,9,9a-tetrahydro-4H-1,3,5-trioxa-benzocyclohepten-6-yl ester

Leukotriene A₄ methyl ester