β-L-(+)-noviose

Base Information

• Chemical Name: β-L-(+)-noviose
• CAS No.: 6893-44-3
• Molecular Formula: C₈H₁₆O₅
• Molecular Weight: 192.212
• Mol file: 6893-44-3.mol

Synonyms:

Chemical Property of β-L-(+)-noviose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of β-L-(+)-noviose

There total 10 articles about β-L-(+)-noviose 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:

(R)-5-methoxy-6,6-dimethyl-5,6-dihydropyran-2-one (1005773-88-5) → β-L-(+)-noviose (6893-44-3) + α-L-(+)-noviose (470-31-5)

Guidance literature:

Multi-step reaction with 2 steps

1: diisobutylaluminium hydride / dichloromethane; cyclohexane / 0.25 h / -78 °C / Inert atmosphere

2: 4-methylmorpholine N-oxide; methanesulfonamide; Os⁽⁴⁺⁾*6HO^(1-)*2K⁽¹⁺⁾ / water; acetone; tert-butyl alcohol / 16 h / 20 °C / Inert atmosphere

With methanesulfonamide; Os⁽⁴⁺⁾*6HO^(1-)*2K⁽¹⁺⁾; diisobutylaluminium hydride; 4-methylmorpholine N-oxide; In dichloromethane; cyclohexane; water; acetone; tert-butyl alcohol; 2: |Sharpless Dihydroxylation;

DOI:10.1002/ejoc.201301615

Reference yield:

(R)-4-(allyloxy)-3-(methoxymethoxy)-4-methylpent-1-ene (1602491-88-2) → β-L-(+)-noviose (6893-44-3) + α-L-(+)-noviose (470-31-5)

Guidance literature:

Multi-step reaction with 5 steps

1.1: Grubbs catalyst first generation / benzene / 2 h / 40 °C / Inert atmosphere

1.2: 3 h / 40 °C / Inert atmosphere

2.1: trifluoroacetic acid / dichloromethane / 16 h / 20 °C / Inert atmosphere

3.1: silver(l) oxide / 48 h / Darkness; Inert atmosphere; Reflux

4.1: diisobutylaluminium hydride / dichloromethane; cyclohexane / 0.25 h / -78 °C / Inert atmosphere

5.1: 4-methylmorpholine N-oxide; methanesulfonamide; Os⁽⁴⁺⁾*6HO^(1-)*2K⁽¹⁺⁾ / water; acetone; tert-butyl alcohol / 16 h / 20 °C / Inert atmosphere

With Grubbs catalyst first generation; methanesulfonamide; Os⁽⁴⁺⁾*6HO^(1-)*2K⁽¹⁺⁾; diisobutylaluminium hydride; 4-methylmorpholine N-oxide; trifluoroacetic acid; silver(l) oxide; In dichloromethane; cyclohexane; water; acetone; tert-butyl alcohol; benzene; 5.1: |Sharpless Dihydroxylation;

DOI:10.1002/ejoc.201301615

Reference yield:

(R)-5-(methoxymethoxy)-6,6-dimethyl-3,4-dihydropyran-2-one (1602491-89-3) → β-L-(+)-noviose (6893-44-3) + α-L-(+)-noviose (470-31-5)

Guidance literature:

Multi-step reaction with 4 steps

1: trifluoroacetic acid / dichloromethane / 16 h / 20 °C / Inert atmosphere

2: silver(l) oxide / 48 h / Darkness; Inert atmosphere; Reflux

3: diisobutylaluminium hydride / dichloromethane; cyclohexane / 0.25 h / -78 °C / Inert atmosphere

4: 4-methylmorpholine N-oxide; methanesulfonamide; Os⁽⁴⁺⁾*6HO^(1-)*2K⁽¹⁺⁾ / water; acetone; tert-butyl alcohol / 16 h / 20 °C / Inert atmosphere

With methanesulfonamide; Os⁽⁴⁺⁾*6HO^(1-)*2K⁽¹⁺⁾; diisobutylaluminium hydride; 4-methylmorpholine N-oxide; trifluoroacetic acid; silver(l) oxide; In dichloromethane; cyclohexane; water; acetone; tert-butyl alcohol; 4: |Sharpless Dihydroxylation;

DOI:10.1002/ejoc.201301615

upstream raw materials:

methyl 5,O⁴-dimethyl-β-L-xylo-6-deoxy-hexopyranoside

(R)-4-(allyloxy)-3-(methoxymethoxy)-4-methylpent-1-ene

(R)-5-(methoxymethoxy)-6,6-dimethyl-3,4-dihydropyran-2-one

(R)-5-Hydroxy-6,6-dimethyl-3,4-dihydropyran-2-one