3-O-Benzyl-1,2:5,6-Di-O-Isopropylidene-α-D-Allofuranose

Basic information

  • Product Name:3-O-Benzyl-1,2:5,6-Di-O-Isopropylidene-α-D-Allofuranose
  • CasNo.:22331-21-1
  • MF:C19H26 O6
  • MW:350.412

Physical and Chemical Properties

  • Boiling Point:65-66 °C
  • Packing:25kg/drum or as required by customer
  • Throughput:
Inquiry

Product Details

CasNo: 22331-21-1

MF: C19H26 O6

Packing: 25kg/drum or as required by customer

Factory supply 3-O-Benzyl-1,2:5,6-Di-O-Isopropylidene-α-D-Allofuranose 22331-21-1 with low price

Synonyms: 1,2:5,6-di-O-isopropylidene-3-O-benzyl-α-D-allofuranose;

Molecular Formula:  C19H26O6

Molecular Weight: 350.41  

CAS Number22331-21-1

Molecular Structure:

Item

Specification

Appearance

White to off-white crystalline powder

Assay (GC),%

≥98.0

Melting Point, ℃

62.0~69.0

Specific rotation,(C=1,CHCl3)

  +106.0~ +111.0°

Loss on drying,%

≤0.5

Residue on ignition,%

≤0.10

Characteristics: It is white to off-white crystalline powder. It is easily soluble in cyclohexane and very slightly soluble in water.

3-O-Benzyl-1,2:5,6-di-O-isopropylidene-a-D-allofuranose(Cas 22331-21-1) Usage

3-O-Benzyl-1,2:5,6-di-O-isopropylidene-a-D-allofuranose is used in the synthesis of complex carbohydrates or as a sugar substitute,such as 4-C-cyclopropyl-D-ribo-tetrofuranose derivatives、5,6-dideoxy-3-O-methyl-5-C-(phenylphosphinyl)-D-glucopyranose、aristeromycin from D-glucose and so on.

Storage: Store in a tightly closed container. Maintain in a cool and dry area.

Package: 25kg/drum or as required by customer.

Expiration Date: 2 years

22331-21-1 Relevant articles

6-Methylpurine derived sugar modified nucleosides: Synthesis and evaluation of their substrate activity with purine nucleoside phosphorylases

Hassan, Abdalla E.A.,Abou-Elkhair, Reham A.I.,Parker, William B.,Allan, Paula W.,Secrist, John A.

, p. 9 - 16 (2016)

6-Methylpurine (MeP) is cytotoxic adenin...

The use of free radical cyclization in the synthesis of compounds related to the mannostatins

Ingall,Moore,Roberts

, p. 2155 - 2162 (1994)

A study of the potential use of 5-exo fr...

NOVEL PROCESS FOR MAKING ALLOFURANOSE FROM GLUCOFURANOSE

-

Page/Page column 39; 48-49, (2019/12/15)

The present invention relates to the man...

FUCOSIDASE INHIBITORS

-

Page/Page column 24, (2017/02/24)

The present disclosure relates, in gener...

Anaerobic 5-Hydroxybenzimidazole Formation from Aminoimidazole Ribotide: An Unanticipated Intersection of Thiamin and Vitamin B12 Biosynthesis

Mehta, Angad P.,Abdelwahed, Sameh H.,Fenwick, Michael K.,Hazra, Amrita B.,Taga, Michiko E.,Zhang, Yang,Ealick, Steven E.,Begley, Tadhg P.

supporting information, p. 10444 - 10447 (2015/09/28)

Comparative genomics of the bacterial th...

22331-21-1 Process route

benzyl chloride
100-44-7

benzyl chloride

Diacetone D-glucose
2595-05-3

Diacetone D-glucose

1,2:5,6-di-O-isopropylidene-3-O-benzyl-α-D-allofuranose
22331-21-1

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

Conditions
Conditions Yield
With tetra(n-butyl)ammonium hydrogensulfate; sodium hydroxide; In toluene; at 30 - 90 ℃; for 4h; Large scale;
85%
benzyl bromide
100-39-0

benzyl bromide

Diacetone D-glucose
2595-05-3

Diacetone D-glucose

1,2:5,6-di-O-isopropylidene-3-O-benzyl-α-D-allofuranose
22331-21-1

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

Conditions
Conditions Yield
With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 8h;
100%
Diacetone D-glucose; With sodium hydride; In acetonitrile; mineral oil; at 0 ℃; for 1h; Inert atmosphere;
benzyl bromide; In methanol; acetonitrile; mineral oil; at 0 ℃; for 4.5h;
90%
With sodium hydride;
60%
 
 
With sodium hydride; In N,N-dimethyl-formamide;
 
With N,N,N,N,N,N-hexamethylphosphoric triamide; sodium hydride; In tetrahydrofuran; Inert atmosphere;
 
With sodium hydride; In N,N-dimethyl-formamide;
 
Diacetone D-glucose; With sodium hydride; In N,N-dimethyl-formamide; at 0 - 18 ℃; for 1h;
benzyl bromide; In N,N-dimethyl-formamide; at 0 - 18 ℃;
 

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    benzyl chloride

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    Diacetone D-glucose

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