nogalose

Base Information

• Chemical Name: nogalose
• CAS No.: 30319-19-8
• Molecular Formula: C₁₀H₂₀O₅
• Molecular Weight: 220.266
• Mol file: 30319-19-8.mol

Synonyms:Mannopyranose,6-deoxy-3-C-methyl-2,3,4-tri-O-methyl-, L- (8CI); Nogalose

Chemical Property of nogalose

Chemical Property:

• Vapor Pressure: 0.000341mmHg at 25°C
• Boiling Point: 284.5°Cat760mmHg
• Flash Point: 125.9°C
• PSA: 57.15000
• Density: 1.09g/cm³
• LogP: 0.15860

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of nogalose

There total 12 articles about nogalose 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: 88.0%

methyl 6-deoxy-3-C-methyl-2,3,4-tri-O-methyl-β-L-mannopyranoside (22249-26-9,30319-20-1,51607-26-2,71275-44-0,71772-31-1,72301-04-3,91741-45-6) → L-nogalose (22249-27-0,30319-19-8,51607-27-3,20735-41-5)

Guidance literature:

With sulfuric acid; at 95 ℃; for 0.5h;

DOI:10.1016/S0008-6215(00)90154-X

Reference yield: 78.0%

methyl 3,O2,O3,O4-tetramethyl-α-L-6-deoxy-mannopyranoside (71275-44-0) → L-nogalose (22249-27-0,30319-19-8,51607-27-3,20735-41-5)

Guidance literature:

With sulfuric acid; at 90 ℃; for 0.5h;

DOI:10.1016/S0008-6215(00)84691-1

Reference yield:

methyl 6-deoxy-2,4-di-O-methyl-α-L-mannopyranoside (35939-75-4) → L-nogalose (22249-27-0,30319-19-8,51607-27-3,20735-41-5)

Guidance literature:

Multi-step reaction with 6 steps

1: 74 percent / ruthenium tetroxide, sodium periodate, potassium carbonate / CCl₄; H₂O / 24 h / Ambient temperature

2: 66 percent / buthyllithium, oxolane / hexane / 0.5 h / Heating

3: m-chloroperbenzoic acid / 1,2-dichloro-ethane / Ambient temperature

4: 65 percent / lithium aluminium hydride / diethyl ether / 3 h / Heating

5: 85 percent / sodium hydride / dimethylsulfoxide / 12 h / Ambient temperature

6: 78 percent / sulfuric acid (0.5M) / 0.5 h / 90 °C

With tetrahydrofuran; sodium periodate; lithium aluminium tetrahydride; n-butyllithium; ruthenium tetroxide; sulfuric acid; sodium hydride; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; In tetrachloromethane; diethyl ether; hexane; water; dimethyl sulfoxide; 1,2-dichloro-ethane;

DOI:10.1016/S0008-6215(00)84691-1

upstream raw materials:

methyl 3,O²,O³,O⁴-tetramethyl-α-L-6-deoxy-mannopyranoside

methyl 6-deoxy-3-C-methyl-2,3,4-tri-O-methyl-β-L-mannopyranoside

methyl 6-deoxy-2,4-di-O-methyl-α-L-mannopyranoside

methyl 3,6-dideoxy-2,4-di-O-methyl-3-C-methylene-α-L-arabino-hexopyranoside

Refernces

• 1、 Hong, Namgi,Funabashi, Masuo,Yoshimura, Juji. "SYNTHESIS OF L-NOGALOSE AND ITS ENANTIOMER". . p. 21 - 28. Retrieved 2007/10/02.