[4-(1R,4R,5R,8R)-8-benzyloxy-2,6-dioxabicyclo[3.3.0]octane]-(2-oxo-2-phenyl)-ethanoate

Base Information

• Chemical Name: [4-(1R,4R,5R,8R)-8-benzyloxy-2,6-dioxabicyclo[3.3.0]octane]-(2-oxo-2-phenyl)-ethanoate
• CAS No.: 433713-62-3
• Molecular Formula: C₂₁H₂₀O₆
• Molecular Weight: 368.386
• Mol file: 433713-62-3.mol

Synonyms:[4-(1R,4R,5R,8R)-8-benzyloxy-2,6-dioxabicyclo[3.3.0]octane]-(2-oxo-2-phenyl)-ethanoate

Chemical Property of [4-(1R,4R,5R,8R)-8-benzyloxy-2,6-dioxabicyclo[3.3.0]octane]-(2-oxo-2-phenyl)-ethanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [4-(1R,4R,5R,8R)-8-benzyloxy-2,6-dioxabicyclo[3.3.0]octane]-(2-oxo-2-phenyl)-ethanoate

There total 3 articles about [4-(1R,4R,5R,8R)-8-benzyloxy-2,6-dioxabicyclo[3.3.0]octane]-(2-oxo-2-phenyl)-ethanoate 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: 55.0%

Benzoylformic acid (611-73-4) + (3R,3aR,6R,6aR)-6-benzyloxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-3-ol (183624-93-3) → [4-(1R,4R,5R,8R)-8-benzyloxy-2,6-dioxabicyclo[3.3.0]octane]-(2-oxo-2-phenyl)-ethanoate (433713-62-3)

Guidance literature:

With toluene-4-sulfonic acid; In toluene; for 24h; Heating;

DOI:10.1016/S0040-4020(02)00024-8

Reference yield:

benzyl chloride (100-44-7) → [4-(1R,4R,5R,8R)-8-benzyloxy-2,6-dioxabicyclo[3.3.0]octane]-(2-oxo-2-phenyl)-ethanoate (433713-62-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 45 percent / potassium hydroxide / H₂O / 3 h / Heating

2: 55 percent / para-toluenesulfonic acid / toluene / 24 h / Heating

With potassium hydroxide; toluene-4-sulfonic acid; In water; toluene;

DOI:10.1016/S0040-4020(02)00024-8

Reference yield:

1,4:3,6-dianhydro-D-mannitol (641-74-7) → [4-(1R,4R,5R,8R)-8-benzyloxy-2,6-dioxabicyclo[3.3.0]octane]-(2-oxo-2-phenyl)-ethanoate (433713-62-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 45 percent / potassium hydroxide / H₂O / 3 h / Heating

2: 55 percent / para-toluenesulfonic acid / toluene / 24 h / Heating

With potassium hydroxide; toluene-4-sulfonic acid; In water; toluene;

DOI:10.1016/S0040-4020(02)00024-8

upstream raw materials:

Benzoylformic acid

(3R,3aR,6R,6aR)-6-benzyloxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-3-ol

benzyl chloride

1,4:3,6-dianhydro-D-mannitol