(4R,6S)-4-Hydroxy-6-hydroxymethyl-3,4,5,6-tetrahydro-2H-pyran-2-one

Base Information

• Chemical Name: (4R,6S)-4-Hydroxy-6-hydroxymethyl-3,4,5,6-tetrahydro-2H-pyran-2-one
• CAS No.: 124662-60-8
• Molecular Formula: C₆H₁₀O₄
• Molecular Weight: 146.143
• Mol file: 124662-60-8.mol

Synonyms:(4R,6S)-4-Hydroxy-6-hydroxymethyl-3,4,5,6-tetrahydro-2H-pyran-2-one

Chemical Property of (4R,6S)-4-Hydroxy-6-hydroxymethyl-3,4,5,6-tetrahydro-2H-pyran-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4R,6S)-4-Hydroxy-6-hydroxymethyl-3,4,5,6-tetrahydro-2H-pyran-2-one

There total 1 articles about (4R,6S)-4-Hydroxy-6-hydroxymethyl-3,4,5,6-tetrahydro-2H-pyran-2-one 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:

C34H56O6 → (S)-1,2,4-butanetriol (42890-76-6,6810-31-7) + C6H14O3 + C11H24O + C11H24O + C11H24O + C11H24O + C6H10O4 + (4R,6S)-4-Hydroxy-6-hydroxymethyl-3,4,5,6-tetrahydro-2H-pyran-2-one (124662-60-8) + (2S,3S,4Ξ)-2-methyl-pentane-1,3,4-triol (20890-22-6,78418-67-4,78418-68-5)

Guidance literature:

C₃₄H₅₆O₆; With ozone; In methanol; dichloromethane; at -78 ℃; for 0.5h;

With methanol; sodium tetrahydroborate; In dichloromethane; for 1h;

DOI:10.1002/anie.202110658

Reference yield: 60.0%

(4R,6S)-4-Hydroxy-6-hydroxymethyl-3,4,5,6-tetrahydro-2H-pyran-2-one (124662-60-8) + tert-butylchlorodiphenylsilane (58479-61-1) → (4R,6S)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-4-hydroxy-tetrahydro-pyran-2-one (132895-31-9)

Guidance literature:

With 1H-imidazole; In dichloromethane; at 0 ℃; for 0.5h; Inert atmosphere;

DOI:10.1002/anie.202110658

Reference yield:

(4R,6S)-4-Hydroxy-6-hydroxymethyl-3,4,5,6-tetrahydro-2H-pyran-2-one (124662-60-8) → C22H26O4Si

Guidance literature:

Multi-step reaction with 2 steps

1: 1H-imidazole / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

2: Dess-Martin periodane / dichloromethane / 0.83 h / 0 - 20 °C / Inert atmosphere

With 1H-imidazole; Dess-Martin periodane; In dichloromethane;

DOI:10.1002/anie.202110658

Downstream raw materials:

(4S,6S)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-4-hydroxy-tetrahydro-pyran-2-one

(4R,6S)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-4-hydroxy-tetrahydro-pyran-2-one