Methyl 2,6-dideoxyhexopyranoside

Base Information

• Chemical Name: Methyl 2,6-dideoxyhexopyranoside
• CAS No.: 62346-15-0
• Molecular Formula: C7H14O4
• Molecular Weight: 162.1837
• NSC Number: 185344,107411,278778
• DSSTox Substance ID: DTXSID00296067

Synonyms:Methyl 2,6-dideoxyhexopyranoside;19131-10-3;62346-15-0;SCHEMBL15385094;DTXSID00296067;QNKOVWCOVLYPKR-UHFFFAOYSA-N;Methyl 2,6-dideoxyhexopyranoside #;NSC107411;NSC185344;NSC278778;NSC-107411;NSC-185344;NSC-278778;.alpha.-d-Lyxo-hexopyranoside, methyl 2,6-dideoxy-

Chemical Property of Methyl 2,6-dideoxyhexopyranoside

Chemical Property:

• Vapor Pressure: 0.000722mmHg at 25°C
• Boiling Point: 273.7°Cat760mmHg
• Flash Point: 119.3°C
• Density: 1.19g/cm³
• XLogP3: -0.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 162.08920892
• Heavy Atom Count: 11
• Complexity: 128

Purity/Quality:

90%,98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1C(C(CC(O1)OC)O)O

Technology Process of Methyl 2,6-dideoxyhexopyranoside

There total 60 articles about Methyl 2,6-dideoxyhexopyranoside 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: 92.0%

methyl 3,4-di-O-benzoyl-2,6-dideoxy-α-D-lyxo-hexopyranoside (77180-74-6) → benzoic acid methyl ester (93-58-3,5705-52-2,80226-58-0) + methyl 2,6-dideoxy-α-D-lyxo-hexopyranoside (13322-79-7,17676-16-3,17676-19-6,19131-10-3,19131-11-4,33985-35-2,40878-56-6,53293-94-0,56733-47-2,62346-15-0,71305-70-9,72204-04-7,77210-24-3,78853-88-0,92007-64-2,133814-52-5,139756-72-2,4092-45-9)

Guidance literature:

With sodium; In methanol; at 40 ℃; for 4h;

Reference yield: 91.0%

methyl 4-O-benzoyl-6-deoxy-2-O-tosyl-α-D-mannopyranoside (959412-03-4) → methyl 2,6-dideoxy-α-D-ribo-hexopyranoside (4092-45-9,13322-79-7,17676-16-3,17676-19-6,19131-10-3,19131-11-4,33985-35-2,40878-56-6,53293-94-0,56733-47-2,62346-15-0,71305-70-9,72204-04-7,77210-24-3,78853-88-0,92007-64-2,133814-52-5,139756-72-2)

Guidance literature:

With lithium triethylborohydride; In tetrahydrofuran; at 20 ℃; for 24h;

DOI:10.1021/jo071102b

Reference yield: 91.0%

methyl 4-O-benzoyl-6-bromo-2,6-dideoxy-3-O-(p-methoxybenzoyl)-α-D-ribo-hexopyranoside (1345697-37-1) → methyl 2,6-dideoxy-α-D-ribo-hexopyranoside (4092-45-9,13322-79-7,17676-16-3,17676-19-6,19131-10-3,19131-11-4,33985-35-2,40878-56-6,53293-94-0,56733-47-2,62346-15-0,71305-70-9,72204-04-7,77210-24-3,78853-88-0,92007-64-2,133814-52-5,139756-72-2)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 50 ℃; for 5.5h;

DOI:10.1021/jo201850z

upstream raw materials:

Methyl 2,3-anhydro-4,6-bis-α-D-allopyranoside

methyl 3,4-di-O-acetyl-2,6-dideoxy-α-D-ribo-hexopyranoside

methyl 2,6-dideoxy-4-O-p-tolylsulfonyl-α-D-ribo-hexapyranoside

tetrahydrofuran

Downstream raw materials:

D-digitxose

methyl 3,4-O-benzylidene-2,6-dideoxy-α-D-ribo-hexopyranoside

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

methyl 2,6-dideoxy-3,4-bis-O-(p-methoxybenzoyl)-α-D-ribo-hexopyranoside

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