D-ribo-Hexonic acid, 5,6-dideoxy-3-C-ethenyl-2,3-O-(1-methylethylidene)-, gamma-lactone (9CI)

Base Information

Chemical Name:D-ribo-Hexonic acid, 5,6-dideoxy-3-C-ethenyl-2,3-O-(1-methylethylidene)-, gamma-lactone (9CI)
CAS No.:499120-95-5
Molecular Formula:C₁₁H₁₆O₄
Molecular Weight:212.246
Hs Code.:
Mol file:499120-95-5.mol

Synonyms:D-ribo-Hexonic acid, 5,6-dideoxy-3-C-ethenyl-2,3-O-(1-methylethylidene)-, gamma-lactone (9CI)

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Chemical Property of D-ribo-Hexonic acid, 5,6-dideoxy-3-C-ethenyl-2,3-O-(1-methylethylidene)-, gamma-lactone (9CI)

Chemical Property:

PSA：44.76000
LogP:1.39810

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

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Technology Process of D-ribo-Hexonic acid, 5,6-dideoxy-3-C-ethenyl-2,3-O-(1-methylethylidene)-, gamma-lactone (9CI)

There total 5 articles about D-ribo-Hexonic acid, 5,6-dideoxy-3-C-ethenyl-2,3-O-(1-methylethylidene)-, gamma-lactone (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: 79.0%

: 77-76-9
2,2-dimethoxy-propane

: 499120-94-4
(2R,3R,4R)-4-ethyl-2,3-dihydroxy-3-vinyl-4-butanolide

: 499120-95-5
(2R,3R,4R)-4-ethyl-2,3-isopropylidenedioxy-3-vinyl-4-butanolide

Guidance literature:: With camphor-10-sulfonic acid; In acetone; at 40 ℃; under 225.018 Torr;

Reference yield:

: 16749-42-1
5,6-dideoxy-1,2-O-isopropylidene-α-D-xylo-hexofuranose

: 499120-95-5
(2R,3R,4R)-4-ethyl-2,3-isopropylidenedioxy-3-vinyl-4-butanolide

Guidance literature:: Multi-step reaction with 5 steps

1: pyridinium chlorochromate; molecular sieves 4 Angstroem / CH₂Cl₂ / 10 h / 20 °C

2: tetrahydrofuran / 1 h / -18 °C

3: aq. AcOH / 11 h / 80 °C

4: 5.60 g / N-iodosuccinimide; n-Bu₄NI / CH₂Cl₂ / 20 h / 20 °C

5: 79 percent / CSA / acetone / 6 h / 40 °C / 225.02 Torr

With N-iodo-succinimide; 4 A molecular sieve; camphor-10-sulfonic acid; tetra-(n-butyl)ammonium iodide; acetic acid; pyridinium chlorochromate; In tetrahydrofuran; dichloromethane; acetone;
DOI:10.1246/bcsj.77.1703

Reference yield:

: 499120-93-3
(2R,3R,4R,5R)-5-ethyl-4-hydroxy-2,3-isopropylidenedioxy-4-vinyltetrahydrofuran

: 499120-95-5
(2R,3R,4R)-4-ethyl-2,3-isopropylidenedioxy-3-vinyl-4-butanolide

Guidance literature:: Multi-step reaction with 3 steps

1: aq. AcOH / 11 h / 80 °C

2: 5.60 g / N-iodosuccinimide; n-Bu₄NI / CH₂Cl₂ / 20 h / 20 °C

3: 79 percent / CSA / acetone / 6 h / 40 °C / 225.02 Torr

With N-iodo-succinimide; camphor-10-sulfonic acid; tetra-(n-butyl)ammonium iodide; acetic acid; In dichloromethane; acetone;
DOI:10.1246/bcsj.77.1703