1-O-METHYL-2-DEOXY-D-RIBOSE

Base Information

• Chemical Name: 1-O-METHYL-2-DEOXY-D-RIBOSE
• CAS No.: 60134-26-1
• Molecular Formula: C₆H₁₂O₄
• Molecular Weight: 148.159
• Hs Code.: 29400090
• Mol file: 60134-26-1.mol

Synonyms:D-Ribofuranoside,methyl 2-deoxy- (6CI);Methyl 2-deoxyribofuranoside;

Chemical Property of 1-O-METHYL-2-DEOXY-D-RIBOSE

Chemical Property:

• Appearance/Colour: Golden gummy solid
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: n20/D 1.47(lit.)
• Boiling Point: 294.492 °C at 760 mmHg
• PKA: 13.81±0.60(Predicted)
• Flash Point: 131.904 °C
• PSA: 69.92000
• Density: 1.245 g/cm³
• LogP: -1.26300
• Storage Temp.: Inert atmosphere,Room Temperature

Purity/Quality:

99% ^*data from raw suppliers

Methyl2-Deoxy-D-ribofuranoside ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Methyl 2-Deoxy-D-ribofuranoside (cas# 60134-26-1) is a compound useful in organic synthesis.

Technology Process of 1-O-METHYL-2-DEOXY-D-RIBOSE

There total 20 articles about 1-O-METHYL-2-DEOXY-D-RIBOSE 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:

3,5-di-O-acetyl-2-deoxy-α/β-D-ribofuranoside

methyl 3,5-di-O-benzyl-2-deoxy-D-ribofuranoside

methyl 3,5-di-O-benzyl-2-deoxy-β-D-erythro-pentofuranoside

methyl 3,5-di-O-benzyl-2-deoxy-α-D-erythro-pentofuranoside

Refernces

• 1、 -. "Purification method of decitabine intermediate". Paragraph 0038; 0039. . Retrieved 2020/07/24.
• 2、 Wishka, Donn G.,Lopez, Omar D.,Rudchenko, Vladimir F.,Huang, Guangfei,Bahde, Robert,Kumar, Vineet,Denysenko, Sergiy M.,Zhang, Lianhao,Zhang, Mianji,Teicher, Beverly A.,Morris, Joel. "The development of β-selective glycosylation reactions with benzyl substituted 2-deoxy-1,4-dithio-D-erythro-pentofuranosides: enabling practical multi-gram syntheses of 4'-Thio-2'-deoxycytidine (T-dCyd) and 5-aza-4’-thio-2’-deoxycytidine (aza-T-dCyd) to s". . p. 68 - 95. Retrieved 2020/10/21.