Methyl-2-deoxy-beta-L-erythro-pentofuranose

Base Information

• Chemical Name: Methyl-2-deoxy-beta-L-erythro-pentofuranose
• CAS No.: 144301-85-9
• Molecular Formula: C₆H₁₂O₄
• Molecular Weight: 148.159
• DSSTox Substance ID: DTXSID001267295
• Mol file: 144301-85-9.mol

Synonyms:144301-85-9;METHYL-2-DEOXY-BETA-L-ERYTHRO-PENTOFURANOSE;(2S,3R,5S)-2-(Hydroxymethyl)-5-methoxyoxolan-3-ol;beta-L-erythro-Pentofuranoside, methyl 2-deoxy-;Methyl 2-deoxy-L-ribofuranoside;DTXSID001267295;Methyl 2-deoxy-beta-L-erythro-pentofuranoside;W-202788

Chemical Property of Methyl-2-deoxy-beta-L-erythro-pentofuranose

Chemical Property:

• Refractive Index: 1.487
• Boiling Point: 294.492 °C at 760 mmHg
• PKA: 13.81±0.60(Predicted)
• Flash Point: 131.904 °C
• PSA: 58.92000
• Density: 1.245 g/cm³
• LogP: -0.89900
• XLogP3: -0.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 148.07355886
• Heavy Atom Count: 10
• Complexity: 106

Purity/Quality:

98%,99%, ^*data from raw suppliers

METHYL-2-DEOXY-BETA-L-ERYTHRO-PENTOFURANOSE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1CC(C(O1)CO)O
• Isomeric SMILES: CO[C@@H]1C[C@H]([C@@H](O1)CO)O

Technology Process of Methyl-2-deoxy-beta-L-erythro-pentofuranose

There total 20 articles about Methyl-2-deoxy-beta-L-erythro-pentofuranose 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: 100.0%

methanol (67-56-1) + D-2-deoxyribose (452-51-7,13046-70-3,29780-54-9,36792-87-7,36792-88-8,113890-35-0,113890-38-3) → 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)

Guidance literature:

sulfuric acid; Ambient temperature;

DOI:10.1016/S0040-4039(00)96753-4

Reference yield: 100.0%

D-2-deoxyribose (452-51-7,13046-70-3,29780-54-9,36792-87-7,36792-88-8,113890-35-0,113890-38-3) + acetyl chloride (75-36-5) → 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)

Guidance literature:

In methanol; at 20 ℃; for 1h; Inert atmosphere;

DOI:10.1016/j.tet.2013.08.038

Reference yield: 100.0%

methanol (67-56-1) + 2-Deoxy-D-ribose (533-67-5) → 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)

Guidance literature:

With hydrogenchloride;

DOI:10.1021/ja8043695

upstream raw materials:

2-Deoxy-D-ribose

methanol

2-deoxy-D-ribose

(2R,3S)-2-(hydroxymethyl)tetrahydrofuran-3-ol

Downstream raw materials:

methyl 2-deoxy-3,5-di-O-p-toluenesulfonyl-D-erythro-pentofuranoside

methyl 2-deoxy-β-D-erythro-pentopyranoside

methyl 2-deoxy-5-O-trityl-α-D-erythro-pentofuranoside

methyl 2-deoxy-5-O-trityl-β-D-erythro-pentofuranoside

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