3-O-benzyl-5,6-dideoxy-1,2-O-isopropylidene-5-dimethoxyphosphinyl-α-L-galactofuranose

Base Information

• Chemical Name: 3-O-benzyl-5,6-dideoxy-1,2-O-isopropylidene-5-dimethoxyphosphinyl-α-L-galactofuranose
• CAS No.: 152963-42-3
• Molecular Formula: C₁₈H₂₇O₇P
• Molecular Weight: 386.382
• Mol file: 152963-42-3.mol

Synonyms:3-O-benzyl-5,6-dideoxy-1,2-O-isopropylidene-5-dimethoxyphosphinyl-α-L-galactofuranose

Chemical Property of 3-O-benzyl-5,6-dideoxy-1,2-O-isopropylidene-5-dimethoxyphosphinyl-α-L-galactofuranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-O-benzyl-5,6-dideoxy-1,2-O-isopropylidene-5-dimethoxyphosphinyl-α-L-galactofuranose

There total 2 articles about 3-O-benzyl-5,6-dideoxy-1,2-O-isopropylidene-5-dimethoxyphosphinyl-α-L-galactofuranose 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: 12.0%

(5R)-5,6-anhydro-3-O-benzyl-1,2-O-isopropylidene-5-dimethoxyphosphinyl-β-D-arabino-hexofuranose (153062-07-8) → 3-O-benzyl-5,6-dideoxy-1,2-O-isopropylidene-5-dimethoxyphosphinyl-α-L-galactofuranose (152963-42-3) + 3-O-benzyl-5,6-dideoxy-1,2-O-isopropylidene-5-dimethoxyphosphinyl-β-D-altrofuranose

Guidance literature:

With hydrogen; nickel; In ethanol; at 20 ℃; under 760 Torr;

DOI:10.1246/bcsj.66.2315

Reference yield:

3-O-benzyl-1,2-O-isopropylidene-6-O-tosyl-β-D-arabino-hexofuranos-5-ulose (37073-74-8,134275-42-6,146427-92-1) → 3-O-benzyl-5,6-dideoxy-1,2-O-isopropylidene-5-dimethoxyphosphinyl-α-L-galactofuranose (152963-42-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 65 percent / DBU / 1,2-dimethoxy-ethane / 2 h / -40 °C

2: 67 percent / H₂ / Raney-Ni / ethanol / 20 °C / 760 Torr

With hydrogen; 1,8-diazabicyclo[5.4.0]undec-7-ene; nickel; In 1,2-dimethoxyethane; ethanol;

DOI:10.1246/bcsj.66.2315

upstream raw materials:

(5R)-5,6-anhydro-3-O-benzyl-1,2-O-isopropylidene-5-dimethoxyphosphinyl-β-D-arabino-hexofuranose

3-O-benzyl-1,2-O-isopropylidene-6-O-tosyl-β-D-arabino-hexofuranos-5-ulose