6-(Chloromethyl)-2-methoxyoxane-3,4-diol

Base Information

• Chemical Name: 6-(Chloromethyl)-2-methoxyoxane-3,4-diol
• CAS No.: 31077-20-0
• Molecular Formula: C7H13 Cl O4
• Molecular Weight: 196.6287
• NSC Number: 170108
• DSSTox Substance ID: DTXSID70305291
• Mol file: 31077-20-0.mol

Synonyms:31077-20-0;NSC170108;6-(chloromethyl)-2-methoxyoxane-3,4-diol;SCHEMBL20193679;DTXSID70305291;NSC-170108

Chemical Property of 6-(Chloromethyl)-2-methoxyoxane-3,4-diol

Chemical Property:

• Vapor Pressure: 1.05E-05mmHg at 25°C
• Boiling Point: 332.4°C at 760 mmHg
• Flash Point: 154.8°C
• Density: 1.33g/cm³
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 196.0502366
• Heavy Atom Count: 12
• Complexity: 143

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1C(C(CC(O1)CCl)O)O

Technology Process of 6-(Chloromethyl)-2-methoxyoxane-3,4-diol

There total 10 articles about 6-(Chloromethyl)-2-methoxyoxane-3,4-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: 95.0%

methyl 2,3-di-O-acetyl-4,6-dichloro-4,6-dideoxy-α-D-galactoside (35521-81-4) → methyl 6-chloro-4,6-dideoxy-α-D-xylo-hexopyranoside (31077-20-0)

Guidance literature:

With potassium hydroxide; hydrogen; palladium on activated charcoal; In ethanol; for 6h; under 7757.2 Torr;

DOI:10.1039/c39870000877

Reference yield: 80.0%

methyl 6-chloro-4,6-dideoxy-2,3-bis-O-(methoxymethyl)-α-D-xylohexopyranoside (152755-00-5) → methyl 6-chloro-4,6-dideoxy-α-D-xylo-hexopyranoside (31077-20-0)

Guidance literature:

With hydrogen bromide; In 1,2-dimethoxyethane; at 55 ℃; for 1h;

Reference yield: 70.0%

(2S,3R,4R,5S,6R)-5-chloro-6-(chloromethyl)-2-methoxytetrahydro-2H-pyran-3,4-diol (4990-91-4) → methyl 6-chloro-4,6-dideoxy-α-D-xylo-hexopyranoside (31077-20-0)

Guidance literature:

With hydrogen; triethylamine; In methanol; for 24h; under 4654.46 Torr;

DOI:10.1021/jo100956v

upstream raw materials:

methyl 2,3-di-O-acetyl-4,6-dichloro-4,6-dideoxy-α-D-galactoside

methyl 4,6-dichloro-4,6-dideoxy-α-D-galactopyranoside

methyl 6-chloro-4,6-dideoxy-2,3-bis-O-(methoxymethyl)-α-D-xylohexopyranoside

methyl-alpha-D-glucopyranoside

Downstream raw materials:

(2S,4S)-1-(1',3'-dithian-2'-ylidene)-5-(p-methoxybenzyloxy)pentane-2,4-diol

(4S,6S)-4-(1',3'-dithian-2'-ylmethyl)-6-(p-methoxybenzyloxymethyl)-2,2-dimethyl-1,3-dioxane

(4S,6S)-4-<2'-<(3''S,4''R)-4''-(tert-butyldimethylsiloxy)-3'',5''-dimethylhexyl>-1',3'-dithian-2'-ylmethyl>-6-(p-methoxybenzyloxymethyl)-2,2-dimethyl-1,3-dioxane

(2S,4S)-1-(1',3'-dithian-2'-yl)-5-(p-methoxybenzyloxy)pentane-2,4-diol

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