D-Galactitol, 1,5-anhydro-1-C-(1,3-diphenyl-2-imidazolidinyl)-, 2,3,4,6-tetraacetate, (1S)-

Base Information

• Chemical Name: D-Galactitol, 1,5-anhydro-1-C-(1,3-diphenyl-2-imidazolidinyl)-, 2,3,4,6-tetraacetate, (1S)-
• CAS No.: 71420-08-1
• Molecular Formula: C29H34 N2 O9
• Molecular Weight: 0
• Mol file: 71420-08-1.mol

Synonyms:D-Galactitol,1,5-anhydro-1-C-(1,3-diphenyl-2-imidazolidinyl)-, 2,3,4,6-tetraacetate, (S)-

Chemical Property of D-Galactitol, 1,5-anhydro-1-C-(1,3-diphenyl-2-imidazolidinyl)-, 2,3,4,6-tetraacetate, (1S)-

Chemical Property:

• PSA: 120.91000
• LogP: 2.59490

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of D-Galactitol, 1,5-anhydro-1-C-(1,3-diphenyl-2-imidazolidinyl)-, 2,3,4,6-tetraacetate, (1S)-

There total 2 articles about D-Galactitol, 1,5-anhydro-1-C-(1,3-diphenyl-2-imidazolidinyl)-, 2,3,4,6-tetraacetate, (1S)- 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:

N,N'-diphenylethylenediamine (150-61-8) + 3,4,5,7-tetra-O-acetyl-2,6-anhydro-D-glycero-L-manno-heptonitrile (52443-07-9) → 1,3-diphenyl-2-(tetra-O-acetyl-2,6-anhydro-D-glycero-L-manno-heptosyl)imidazolidine (71420-08-1)

Guidance literature:

With sodium hypophosphite; nickel; In pyridine; water; acetic acid; at 40 ℃; for 2h;

DOI:10.1016/S0008-6215(00)84784-9

Reference yield:

N,N'-diphenylethylenediamine (150-61-8) + 3,4,5,7-tetra-O-acetyl-2,6-anhydro-D-glycero-L-manno-heptonitrile (52443-07-9) → 1,3-diphenyl-2-(tetra-O-acetyl-2,6-anhydro-D-glycero-L-manno-heptosyl)imidazolidine (71420-08-1) + 2-(3,4,6-tri-O-acetyl-1,5-anhydro-2-deoxy-D-lyxo-hex-1-enitol-1-yl)-1,3-diphenylimidazolidine (228115-83-1)

Guidance literature:

With sodium hypophosphite; nickel;

DOI:10.1016/S0040-4020(99)00327-0

Reference yield:

1,3-diphenyl-2-(tetra-O-acetyl-2,6-anhydro-D-glycero-L-manno-heptosyl)imidazolidine (71420-08-1) → 4,5,6,8-tetra-O-acetyl-3,7-anhydro-1-deoxy-2-deuterio-2-O-p-tolylsulfonyl-D-threo-L-galacto-octitol (85230-75-7)

Guidance literature:

Multi-step reaction with 7 steps

1: 0.02 M sodium methoxide

2: 1.) sodium hydride / 1.) DMF, 1 h; 2.) overnight

3: 1.) p-toluenesulfonic acid monohydrate / 1.) dichloromethane, acetone, 0 deg C, 1 h; 2.) ether, reflux, 1 h

4: 89 percent / pyridinium dichromate / dimethylformamide / 18 h / Ambient temperature

5: 21.3 percent / lithium aluminium deuteride / diethyl ether / Heating

6: 93 percent / pyridine / 15 h

7: 1.) hydrogen / 1.) palladium-charcoal / 1.) methanol, ethyl acetate; 2.) pyridine, 15 h

With dipyridinium dichromate; lithium aluminium deuteride; hydrogen; sodium methylate; sodium hydride; toluene-4-sulfonic acid; palladium on activated charcoal; In pyridine; diethyl ether; N,N-dimethyl-formamide;

DOI:10.1016/0008-6215(83)88220-2

upstream raw materials:

N,N'-diphenylethylenediamine

3,4,5,7-tetra-O-acetyl-2,6-anhydro-D-glycero-L-manno-heptonitrile

Downstream raw materials:

1,3,4,5,7-penta-O-acetyl-2,6-anhydro-L-glycero-L-galacto-heptitol

(4aS,8aR,9R,9aR,10aR)-2,7-Diphenyl-hexahydro-1,3,6,8,10-pentaoxa-anthracen-9-ol

Acetic acid (4aS,8aS,9R,9aS,10aR)-2,7-diphenyl-hexahydro-1,3,6,8,10-pentaoxa-anthracen-9-yl ester

2,6-anhydro-4-azido-1,3:5,7-di-O-benzylidene-4-deoxy-L-glycero-L-gluco-heptitol