.beta.-D-arabino-Hexopyranose, 1,6-anhydro-3-deoxy-4-O-(phenylmethyl)-, 4-methylbenzenesulfonate

Base Information

• Chemical Name: .beta.-D-arabino-Hexopyranose, 1,6-anhydro-3-deoxy-4-O-(phenylmethyl)-, 4-methylbenzenesulfonate
• CAS No.: 112339-36-3
• Molecular Formula: C20H22 O6 S
• Molecular Weight: 390.45

Synonyms:6,8-Dioxabicyclo[3.2.1]octane,b-D-arabino-hexopyranose deriv.

Chemical Property of .beta.-D-arabino-Hexopyranose, 1,6-anhydro-3-deoxy-4-O-(phenylmethyl)-, 4-methylbenzenesulfonate

Chemical Property:

• PSA: 79.44000
• LogP: 3.88030

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of .beta.-D-arabino-Hexopyranose, 1,6-anhydro-3-deoxy-4-O-(phenylmethyl)-, 4-methylbenzenesulfonate

There total 2 articles about .beta.-D-arabino-Hexopyranose, 1,6-anhydro-3-deoxy-4-O-(phenylmethyl)-, 4-methylbenzenesulfonate 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: 83.0%

1,6-anhydro-4-O-benzyl-3-deoxy-β-D-arabino-hexopyranose (102719-11-9,112339-43-2) → 1,6-anhydro-4-O-benzyl-3-deoxy-2-O-p-toluenesulphonyl-β-D-arabino-hexopyranose (112339-36-3)

Guidance literature:

In pyridine; chloroform; water; p-toluenesulfonyl chloride;

Reference yield:

C13H16O4 (112339-43-2) + p-toluenesulfonyl chloride (98-59-9) → 1,6-anhydro-4-O-benzyl-3-deoxy-2-O-p-toluenesulphonyl-β-D-arabino-hexopyranose (112339-36-3) + C20H22O6S

Guidance literature:

With pyridine; at 0 - 20 ℃; Overall yield = 84 %; Overall yield = 0.36 g;

DOI:10.1134/S107042801409140

Reference yield:

1,6-anhydro-4-O-benzyl-3-deoxy-2-O-p-toluenesulphonyl-β-D-arabino-hexopyranose (112339-36-3) → 1,6-anhydro-2-azido-4-O-benzyl-2,3-dideoxy-β-D-ribo-hexopyranose (112339-07-8)

Guidance literature:

In chloroform; N,N-dimethyl-formamide;

upstream raw materials:

1,6-anhydro-4-O-benzyl-3-deoxy-β-D-arabino-hexopyranose

C₁₃H₁₆O₄

p-toluenesulfonyl chloride

Downstream raw materials:

1,6-anhydro-2-azido-4-O-benzyl-2,3-dideoxy-β-D-ribo-hexopyranose

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