Methyl 2-deoxy-alpha-D-erythro-pentopyranoside

Base Information

• Chemical Name: Methyl 2-deoxy-alpha-D-erythro-pentopyranoside
• CAS No.: 6160-56-1
• Molecular Formula: C₆H₁₂O₄
• Molecular Weight: 148.159
• UNII: D3X58457DJ
• Mol file: 6160-56-1.mol

Synonyms:SCHEMBL8515714;D3X58457DJ;Methyl 2-deoxy-alpha-D-erythro-pentopyranoside;(3R,4S,6S)-6-METHOXYOXANE-3,4-DIOL;alpha-D-erythro-Pentopyranoside, methyl 2-deoxy-;D-erythro-Pentopyranoside, methyl 2-deoxy-, alpha-

Chemical Property of Methyl 2-deoxy-alpha-D-erythro-pentopyranoside

Chemical Property:

• Vapor Pressure: 4.5E-16mmHg at 25°C
• Boiling Point: 635.9°C at 760 mmHg
• Flash Point: 338.4°C
• Density: 1.314g/cm³
• XLogP3: -1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 148.07355886
• Heavy Atom Count: 10
• Complexity: 106

Purity/Quality:

95%+ or 98%+ ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1CC(C(CO1)O)O
• Isomeric SMILES: CO[C@@H]1C[C@@H]([C@@H](CO1)O)O

Technology Process of Methyl 2-deoxy-alpha-D-erythro-pentopyranoside

There total 4 articles about Methyl 2-deoxy-alpha-D-erythro-pentopyranoside 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:

methanol (67-56-1) + 2-deoxy-D-ribose (22900-10-3,35536-75-5,36792-85-5,113890-34-9,113890-37-2,133813-23-7) → methyl 2-deoxy-α-D-erythro-pentopyranoside (6160-56-1) + 1-O-methyl-2-deoxy-D-ribofuranoside (51255-17-5,51255-18-6,60134-26-1,89577-26-4,96038-80-1,96039-31-5,144301-84-8,144301-85-9) + methyl 2-deoxy-β-D-erythro-pentopyranoside (17676-20-9)

Guidance literature:

With hydrogenchloride; for 15h; Yields of byproduct given. Title compound not separated from byproducts; Ambient temperature;

DOI:10.1021/jo00121a039

Reference yield:

methanol (67-56-1) + D-xylal (496-62-8) → (3R,4R)-6-Methoxy-tetrahydro-pyran-3,4-diol (6160-56-1,17676-20-9,26528-46-1,26528-67-6,38927-30-9,38927-31-0,54732-47-7,55700-61-3,55700-62-4)

Guidance literature:

With sodium hydroxide; sodium tetrahydroborate; mercury(II) diacetate; Yield given. Multistep reaction; 1) -15 deg C, 30 min; room temperature, 1 h, 2) methanol, 60 deg C, 90 min;

Reference yield:

methanol (67-56-1) + 2-deoxy-D-ribose (22900-10-3,35536-75-5,36792-85-5,113890-34-9,113890-37-2,133813-23-7) → methyl 2-deoxy-α-D-erythro-pentopyranoside (6160-56-1) + methyl 2-deoxy-β-D-erythro-pentopyranoside (17676-20-9)

Guidance literature:

With hydrogenchloride;

DOI:10.1016/0957-4166(96)00074-2

upstream raw materials:

methanol

2-deoxy-D-ribose

D-xylal

Downstream raw materials:

(1R,4S,6R)-4-methoxy-7-acetyl-3-oxa-7-azabicyclo[4.1.0]heptane

(1R,4S,6R)-4-Methoxy-3-oxa-7-aza-bicyclo[4.1.0]heptane-7-carboxylic acid benzyl ester

((3S,4S,6S)-4,6-Dimethoxy-tetrahydro-pyran-3-yl)-carbamic acid benzyl ester

methyl 2-deoxy-α-D-threo-pentopyranoside