.beta.-D-ribo-Hexopyranose, 1,6-anhydro-3-deoxy-

Base Information

• Chemical Name: .beta.-D-ribo-Hexopyranose, 1,6-anhydro-3-deoxy-
• CAS No.: 29514-08-7
• Molecular Formula: C₆H₁₀O₄
• Molecular Weight: 146.143
• Mol file: 29514-08-7.mol

Synonyms:D-ribo-Hexopyranose,1,6-anhydro-3-deoxy- (6CI); D-ribo-Hexopyranose, 1,6-anhydro-3-deoxy-, b- (8CI); 6,8-Dioxabicyclo[3.2.1]octane,b-D-ribo-hexopyranose deriv.

Chemical Property of .beta.-D-ribo-Hexopyranose, 1,6-anhydro-3-deoxy-

Chemical Property:

• PSA: 58.92000
• LogP: -1.14660

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of .beta.-D-ribo-Hexopyranose, 1,6-anhydro-3-deoxy-

There total 12 articles about .beta.-D-ribo-Hexopyranose, 1,6-anhydro-3-deoxy- 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: 80.0%

1,6-anhydro-2,4-dideoxy-2,4-difluoro-3-O-phenylthionoformyl-β-D-glucopyranoside → (1R,2S,4R,5R)-6,8-dioxabicyclo[3.2.1]octane-2,4-diol (29514-08-7)

Guidance literature:

With triethylsilane; dibenzoyl peroxide; at 120 ℃; for 6h;

DOI:10.1021/acs.joc.0c02810

Reference yield: 75.0%

levoglucosenone (37112-31-5) → (1R,2S,4R,5R)-6,8-dioxabicyclo[3.2.1]octane-2,4-diol (29514-08-7) + (1R,2S,4S,5R)-6,8-dioxabicyclo[3.2.1]octane-2,4-diol (29514-09-8)

Guidance literature:

levoglucosenone; With water; triethylamine; at 20 ℃; for 2h;

With sodium tetrahydroborate; water; for 1h; Overall yield = 90 %;

DOI:10.1007/s10593-019-02415-7

Reference yield: 65.0%

C20H22O6S → C13H16O6S + -1,6-anhydro-3-deoxy-2-O-p-toluenesulfonyl-β-D-arabino-hexopyranose (90301-26-1) + (1R,2S,4R,5R)-6,8-dioxabicyclo[3.2.1]octane-2,4-diol (29514-08-7)

Guidance literature:

With hydrogen; In ethanol;

DOI:10.1134/S107042801409140

upstream raw materials:

1-methyl-4-nitrosobenzene

phenyl-(β-D-ribo-3-deoxy-hexopyranoside)

Methyl 3-deoxy-α-D-ribo-hexopyranoside

levoglucosenone

Downstream raw materials:

O²,O⁴-diacetyl-β-D-ribo-1,6-anhydro-3-deoxy-hexopyranose