(1,2:3,4-di-O-isopropylidene-α-D-galactopyranuronyl)-(triphenylphosphoranylidene)methane

Base Information

• Chemical Name: (1,2:3,4-di-O-isopropylidene-α-D-galactopyranuronyl)-(triphenylphosphoranylidene)methane
• CAS No.: 104109-87-7
• Molecular Formula: C₃₁H₃₃O₆P
• Molecular Weight: 532.573
• Mol file: 104109-87-7.mol

Synonyms:(1,2:3,4-di-O-isopropylidene-α-D-galactopyranuronyl)-(triphenylphosphoranylidene)methane

Chemical Property of (1,2:3,4-di-O-isopropylidene-α-D-galactopyranuronyl)-(triphenylphosphoranylidene)methane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1,2:3,4-di-O-isopropylidene-α-D-galactopyranuronyl)-(triphenylphosphoranylidene)methane

There total 2 articles about (1,2:3,4-di-O-isopropylidene-α-D-galactopyranuronyl)-(triphenylphosphoranylidene)methane 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: 73.0%

Methyltriphenylphosphonium bromide (1779-49-3) + 1-(1,2:3,4-di-O-isopropylidene-α-D-galactopyranuronyl)imidazole (104109-86-6) → (1,2:3,4-di-O-isopropylidene-α-D-galactopyranuronyl)-(triphenylphosphoranylidene)methane (104109-87-7)

Guidance literature:

With n-butyllithium; In benzene; for 2h; Ambient temperature;

DOI:10.1016/0008-6215(86)85007-8

Reference yield:

(3aR,5S,5aR,8aS,8bR)-2,2,7,7-Tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-carboxylic acid (25253-46-7) → (1,2:3,4-di-O-isopropylidene-α-D-galactopyranuronyl)-(triphenylphosphoranylidene)methane (104109-87-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 58 percent / tetrahydrofuran

2: 73 percent / 2.5M butyllithium / benzene / 2 h / Ambient temperature

With n-butyllithium; In tetrahydrofuran; benzene;

DOI:10.1016/0008-6215(86)85007-8

Reference yield: 67.0%

3-O-benzyl-1,2-O-isopropylidene-1,5-D-xylo-dialdofuranose (23558-05-6) + (1,2:3,4-di-O-isopropylidene-α-D-galactopyranuronyl)-(triphenylphosphoranylidene)methane (104109-87-7) → 3-O-benzyl-5-deoxy-5-C-<(E)-7-deoxy-1,2:3,4-di-O-isopropylidene-α-D-galacto-heptopyranos-6-ulos-7-ylidene>-1,2-O-isopropylidene-α-D-xylofuranose (120403-20-5)

Guidance literature:

In toluene; for 2h; Heating;

upstream raw materials:

Methyltriphenylphosphonium bromide

1-(1,2:3,4-di-O-isopropylidene-α-D-galactopyranuronyl)imidazole

(3aR,5S,5aR,8aS,8bR)-2,2,7,7-Tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-carboxylic acid

Downstream raw materials:

3-O-benzyl-5-deoxy-5-C-<(E)-7-deoxy-1,2:3,4-di-O-isopropylidene-α-D-galacto-heptopyranos-6-ulos-7-ylidene>-1,2-O-isopropylidene-α-D-xylofuranose