(1R,4S,5R,8R)-8-benzyloxy-4-methoxy-2,6-dioxabicylo[3.3.0]octanol

Base Information

• Chemical Name: (1R,4S,5R,8R)-8-benzyloxy-4-methoxy-2,6-dioxabicylo[3.3.0]octanol
• CAS No.: 433713-55-4
• Molecular Formula: C₁₄H₁₈O₄
• Molecular Weight: 250.295
• Mol file: 433713-55-4.mol

Synonyms:(1R,4S,5R,8R)-8-benzyloxy-4-methoxy-2,6-dioxabicylo[3.3.0]octanol

Chemical Property of (1R,4S,5R,8R)-8-benzyloxy-4-methoxy-2,6-dioxabicylo[3.3.0]octanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,4S,5R,8R)-8-benzyloxy-4-methoxy-2,6-dioxabicylo[3.3.0]octanol

There total 3 articles about (1R,4S,5R,8R)-8-benzyloxy-4-methoxy-2,6-dioxabicylo[3.3.0]octanol 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: 98.0%

(1R,4S,5R,8R)-8-benzyloxy-2,6-dioxabicyclo<3.3.0>octan-4-ol (72631-67-5) + methyl iodide (74-88-4) → (1R,4S,5R,8R)-8-benzyloxy-4-methoxy-2,6-dioxabicylo[3.3.0]octanol (433713-55-4)

Guidance literature:

With potassium hydroxide; Aliquat 336; at 20 - 30 ℃;

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

Reference yield:

benzyl bromide (100-39-0) → (1R,4S,5R,8R)-8-benzyloxy-4-methoxy-2,6-dioxabicylo[3.3.0]octanol (433713-55-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 60 percent / lithium hydride; lithium chloride / dimethylsulfoxide / 20 h

2: 98 percent / potassium hydroxide; Aliquat 336 / 20 - 30 °C

With potassium hydroxide; Aliquat 336; lithium hydride; lithium chloride; In dimethyl sulfoxide;

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

Reference yield:

Isosorbide (652-67-5) → (1R,4S,5R,8R)-8-benzyloxy-4-methoxy-2,6-dioxabicylo[3.3.0]octanol (433713-55-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 60 percent / lithium hydride; lithium chloride / dimethylsulfoxide / 20 h

2: 98 percent / potassium hydroxide; Aliquat 336 / 20 - 30 °C

With potassium hydroxide; Aliquat 336; lithium hydride; lithium chloride; In dimethyl sulfoxide;

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

upstream raw materials:

(1R,4S,5R,8R)-8-benzyloxy-2,6-dioxabicyclo<3.3.0>octan-4-ol

methyl iodide

benzyl bromide

Isosorbide

Downstream raw materials:

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