3-deoxy-1,2:5,6-di-O-isopropylidene-α-D-glucofuranose-3-ulose diphenylphosphinamide

Base Information

• Chemical Name: 3-deoxy-1,2:5,6-di-O-isopropylidene-α-D-glucofuranose-3-ulose diphenylphosphinamide
• CAS No.: 174020-79-2
• Molecular Formula: C₂₄H₂₈NO₆P
• Molecular Weight: 457.463
• Mol file: 174020-79-2.mol

Synonyms:3-deoxy-1,2:5,6-di-O-isopropylidene-α-D-glucofuranose-3-ulose diphenylphosphinamide

Chemical Property of 3-deoxy-1,2:5,6-di-O-isopropylidene-α-D-glucofuranose-3-ulose diphenylphosphinamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-deoxy-1,2:5,6-di-O-isopropylidene-α-D-glucofuranose-3-ulose diphenylphosphinamide

There total 1 articles about 3-deoxy-1,2:5,6-di-O-isopropylidene-α-D-glucofuranose-3-ulose diphenylphosphinamide 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%

(E/Z)-3-Deoxy-3-hydroxyimino-1,2:5,6-di-O-isopropylidene-α-D-ribohexofuranose (10578-95-7) + chloro-diphenylphosphine (1079-66-9,74391-44-9) → 3-deoxy-1,2:5,6-di-O-isopropylidene-α-D-glucofuranose-3-ulose diphenylphosphinamide (174020-79-2)

Guidance literature:

With triethylamine; In dichloromethane; Petroleum ether; at -30 ℃; for 1h;

DOI:10.1016/0008-6215(95)00256-1

Reference yield:

3-deoxy-1,2:5,6-di-O-isopropylidene-α-D-glucofuranose-3-ulose diphenylphosphinamide (174020-79-2) → 3-acetamido-3-deoxy-1,2:5,6-di-O-isopropylidene-α-D-allofuranose (34379-43-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 86 percent / sodium borohydride / tetrahydrofuran / Ambient temperature

2: 0.21 g / pyridine / Ambient temperature

With pyridine; sodium tetrahydroborate; In tetrahydrofuran;

DOI:10.1016/0008-6215(95)00256-1

upstream raw materials:

(E/Z)-3-Deoxy-3-hydroxyimino-1,2:5,6-di-O-isopropylidene-α-D-ribohexofuranose

chloro-diphenylphosphine

Downstream raw materials:

3-acetamido-3-deoxy-1,2:5,6-di-O-isopropylidene-α-D-allofuranose