beta-D-erythro-Pentofuranosiduronic acid, methyl 2,3-dideoxy-3-nitro- (9CI)

Base Information

• Chemical Name: beta-D-erythro-Pentofuranosiduronic acid, methyl 2,3-dideoxy-3-nitro- (9CI)
• CAS No.: 102342-35-8
• Molecular Formula: C₆H₉NO₆
• Molecular Weight: 191.141
• Mol file: 102342-35-8.mol

Synonyms:beta-D-erythro-Pentofuranosiduronic acid, methyl 2,3-dideoxy-3-nitro- (9CI)

Chemical Property of beta-D-erythro-Pentofuranosiduronic acid, methyl 2,3-dideoxy-3-nitro- (9CI)

Chemical Property:

• PSA: 101.58000
• LogP: 0.00090

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of beta-D-erythro-Pentofuranosiduronic acid, methyl 2,3-dideoxy-3-nitro- (9CI)

There total 15 articles about beta-D-erythro-Pentofuranosiduronic acid, methyl 2,3-dideoxy-3-nitro- (9CI) 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: 87.0%

methyl 2,3-dideoxy-3-nitro-β-D-erythro-pentofuranoside (102342-33-6) → methyl 2,3-dideoxy-3-nitro-β-D-erythro-pentofuranosiduronic acid (102342-35-8)

Guidance literature:

With ruthenium(IV) oxide; sodium periodate; In tetrachloromethane; acetonitrile; at 25 ℃; for 4h;

DOI:10.1016/S0040-4039(01)84574-3

Reference yield: 71.0%

methyl 2,3-dideoxy-3-nitro-β-D-erythro-pentofuranosiduronic acid methyl ester (102342-40-5,136572-24-2) → methyl 2,3-dideoxy-3-nitro-β-D-erythro-pentofuranosiduronic acid (102342-35-8)

Guidance literature:

With sodium hydroxide; In ethanol; at 20 ℃; for 1h;

DOI:10.1021/jo00364a015

Reference yield:

(E/Z)-5-O-Benzoyl-3-deoxy-3-hydroxyimino-1,2-O-isopropylidene-α-D-erythro-pentofuranose (29781-91-7) → methyl 2,3-dideoxy-3-nitro-β-D-erythro-pentofuranosiduronic acid (102342-35-8)

Guidance literature:

Multi-step reaction with 2 steps

2: 78 percent / NaIO₄, RuCl₃*3H₂O / H₂O; CCl₄; acetonitrile / 2 h

With ruthenium trichloride; sodium periodate; In tetrachloromethane; water; acetonitrile;

DOI:10.1021/jo00364a015

upstream raw materials:

methyl 2,3-dideoxy-3-nitro-β-D-erythro-pentofuranoside

methyl 2,3-dideoxy-3-nitro-β-D-erythro-pentofuranosiduronic acid methyl ester

3-deoxy-1,2:5,6-di-O-isopropylidene-3-nitro-α-D-allofuranose

(E/Z)-5-O-Benzoyl-3-deoxy-3-hydroxyimino-1,2-O-isopropylidene-α-D-erythro-pentofuranose

Refernces

• 1、 Weber, J. F.,Talhouk, J. W.,Nachman, R. J.,You, Tian-Pa,Halaska, R. C.,et al.. "Methyl 2,3-Dideoxy-3-nitro-D-erythro-pentofuranoside, Isomers and Derivatives". . p. 2702 - 2706. Retrieved 2007/10/02.