(2S,3R,5S,6R)-2-methoxy-6-methyl-oxane-3,5-diol

Base Information

• Chemical Name: (2S,3R,5S,6R)-2-methoxy-6-methyl-oxane-3,5-diol
• CAS No.: 31899-66-8
• Molecular Formula: C7H14 O4
• Molecular Weight: 162.186
• Mol file: 31899-66-8.mol

Synonyms:D-ribo-Hexopyranoside,methyl 3,6-dideoxy-, a- (8CI); Methyl 3,6-dideoxy-a-D-ribo-hexopyranoside; Methyl paratopyranoside

Chemical Property of (2S,3R,5S,6R)-2-methoxy-6-methyl-oxane-3,5-diol

Chemical Property:

• Vapor Pressure: 0.000148mmHg at 25°C
• Boiling Point: 296.4°Cat760mmHg
• Flash Point: 133°C
• PSA: 58.92000
• Density: 1.19g/cm³
• LogP: -0.51050

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (2S,3R,5S,6R)-2-methoxy-6-methyl-oxane-3,5-diol

There total 19 articles about (2S,3R,5S,6R)-2-methoxy-6-methyl-oxane-3,5-diol 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: 99.0%

methyl 3,6-dibromo-3,6-dideoxy-α-D-allo-hexopyranoside (77770-59-3) → methyl 3,6-dideoxy-α-D-ribo-hexapyranoside (31899-66-8)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; at 120 ℃; for 17h; Inert atmosphere;

DOI:10.1002/anie.202010280

Reference yield: 65.0%

methyl 3,6-anhydro-3-thio-α-D-glucopyranoside (169048-76-4) → methyl 3,6-dideoxy-α-D-ribo-hexapyranoside (31899-66-8)

Guidance literature:

With nickel; In ethanol; for 0.333333h; Heating;

DOI:10.1016/0957-4166(95)00137-E

Reference yield: 16.0%

methyl-[tetrakis-O-(toluene-4-sulfonyl)-α-D-glucopyranoside] (49617-11-0) → methyl 3,6-dideoxy-α-D-ribo-hexapyranoside (31899-66-8)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether;

DOI:10.1021/np800447k

upstream raw materials:

methyl 3,6-dibromo-3,6-dideoxy-α-D-allo-hexopyranoside

Methyl 2,3-di-O-acetyl-3,6-anhydro-α-D-glucopyranoside

methyl 3,6-dideoxy-2-O-p-tolylsulfonyl-α-D-ribo-hexopyranoside

methyl 3,6-anhydro-3-thio-α-D-glucopyranoside

Downstream raw materials:

(2S,3R,5S,6R)-3,5-bis(benzyloxy)-2-methoxy-6-methyltetrahydro-2H-pyran

methyl 2-O-benzyl-3,6-dideoxy-α-D-ribo-hexopyranoside

dibenzyl 2-O-acetyl-3,4,6-trideoxy-4-C-difluoromethylene-α-D-erythro-hexopyranosyl phosphate

methyl 2-O-benzyl-3,4,6-trideoxy-4-fluoro-α-D-ribo-hexopyranoside