methyl 2,3-di-O-benzyl-β-D-idopyranoside

Base Information

• Chemical Name: methyl 2,3-di-O-benzyl-β-D-idopyranoside
• CAS No.: 1385089-80-4
• Molecular Formula: C₂₁H₂₆O₆
• Molecular Weight: 374.434
• Mol file: 1385089-80-4.mol

Synonyms:methyl 2,3-di-O-benzyl-β-D-idopyranoside

Chemical Property of methyl 2,3-di-O-benzyl-β-D-idopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2,3-di-O-benzyl-β-D-idopyranoside

There total 4 articles about methyl 2,3-di-O-benzyl-β-D-idopyranoside 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: 86.0%

methyl 2,3-di-O-benzyl-4,6-O-benzylidene-β-D-idopyranoside (1385089-78-0) → methyl 2,3-di-O-benzyl-β-D-idopyranoside (1385089-80-4)

Guidance literature:

With water; acetic acid; at 60 ℃; for 3h;

DOI:10.1021/jo300764k

Reference yield:

methyl 4,6-O-benzylidene-β-D-galactopyranoside 2,3-di-O-p-toluenesulfonate (6748-86-3,6884-01-1,6988-45-0,15384-63-1,30010-02-7,32976-12-8,32976-13-9,65530-22-5,65530-24-7,65530-25-8,65556-00-5,69651-81-6,86420-66-8,86420-75-9,99265-93-7,99265-97-1,103772-99-2) → methyl 2,3-di-O-benzyl-β-D-idopyranoside (1385089-80-4)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium tert-butylate / 1,4-dioxane / 48 h

2: sodium hydride / tetrahydrofuran; mineral oil / 0 - 20 °C / Inert atmosphere

3: water; acetic acid / 3 h / 60 °C

With potassium tert-butylate; water; sodium hydride; acetic acid; In tetrahydrofuran; 1,4-dioxane; mineral oil;

DOI:10.1021/jo300764k

Reference yield:

methyl beta-D-galactopyranoside (1824-94-8) → methyl 2,3-di-O-benzyl-β-D-idopyranoside (1385089-80-4)

Guidance literature:

Multi-step reaction with 4 steps

1: camphor-10-sulfonic acid / N,N-dimethyl-formamide

2: potassium tert-butylate / 1,4-dioxane / 48 h

3: sodium hydride / tetrahydrofuran; mineral oil / 0 - 20 °C / Inert atmosphere

4: water; acetic acid / 3 h / 60 °C

With potassium tert-butylate; water; sodium hydride; camphor-10-sulfonic acid; acetic acid; In tetrahydrofuran; 1,4-dioxane; N,N-dimethyl-formamide; mineral oil;

DOI:10.1021/jo300764k

upstream raw materials:

methyl 4,6-O-benzylidene-β-D-galactopyranoside 2,3-di-O-p-toluenesulfonate

methyl 2,3-di-O-benzyl-4,6-O-benzylidene-β-D-idopyranoside

methyl 3-O-benzyl-4,6-O-benzylidene-β-D-idopyranoside

benzyl bromide

Downstream raw materials:

methyl 2,3,4-tri-O-benzyl-β-D-idopyranoside

methyl 2,3,4-tri-O-benzyl-6,7-dideoxy-β-D-ido-hept-6-enopyranoside

methyl 2,3,4-tri-O-benzyl-b-D-ido-hexodialdo-1,5-pyranoside

methyl 2,3,4-tri-O-benzyl-6-O-(tert-butyldimethylsilyl)-β-D-idopyranoside