(4R,6R,7R,8S)-7-hydroxy-6-hydroxymethyl-1,5-dioxa-2-oxobicyclo[3.3.0^4,8]octane

Base Information

• Chemical Name: (4R,6R,7R,8S)-7-hydroxy-6-hydroxymethyl-1,5-dioxa-2-oxobicyclo[3.3.0^4,8]octane
• CAS No.: 189556-51-2
• Molecular Formula: C₇H₁₀O₅
• Molecular Weight: 174.153
• Mol file: 189556-51-2.mol

Synonyms:(4R,6R,7R,8S)-7-hydroxy-6-hydroxymethyl-1,5-dioxa-2-oxobicyclo[3.3.0^4,8]octane

Chemical Property of (4R,6R,7R,8S)-7-hydroxy-6-hydroxymethyl-1,5-dioxa-2-oxobicyclo[3.3.0^4,8]octane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4R,6R,7R,8S)-7-hydroxy-6-hydroxymethyl-1,5-dioxa-2-oxobicyclo[3.3.0^4,8]octane

There total 1 articles about (4R,6R,7R,8S)-7-hydroxy-6-hydroxymethyl-1,5-dioxa-2-oxobicyclo[3.3.0^4,8]octane 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: 42.0%

[(3aS,4R,6R,6aR)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-acetic acid methyl ester → C23H28O5Si + (4R,6R,7R,8S)-7-hydroxy-6-hydroxymethyl-1,5-dioxa-2-oxobicyclo[3.3.04,8]octane (189556-51-2)

Guidance literature:

With acetic acid; In water; for 2h;

DOI:10.1016/j.bmc.2021.116313

Reference yield: 48.0%

tert-butylchlorodiphenylsilane (58479-61-1) + (4R,6R,7R,8S)-7-hydroxy-6-hydroxymethyl-1,5-dioxa-2-oxobicyclo[3.3.04,8]octane (189556-51-2) → C23H28O5Si

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 0 - 40 ℃; for 24h; Inert atmosphere;

DOI:10.1016/j.bmc.2021.116313

Reference yield:

(4R,6R,7R,8S)-7-hydroxy-6-hydroxymethyl-1,5-dioxa-2-oxobicyclo[3.3.04,8]octane (189556-51-2) → C26H32O5Si

Guidance literature:

Multi-step reaction with 2 steps

1: 1H-imidazole / N,N-dimethyl-formamide / 24 h / 0 - 40 °C / Inert atmosphere

2: silver(l) oxide / dichloromethane / 48 h / 60 °C / Inert atmosphere; Sealed tube

With 1H-imidazole; silver(l) oxide; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2021.116313