(4R,5S,6R)-4,5,6-Tris-benzyloxy-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-cyclohex-2-enol

Base Information

Chemical Name:(4R,5S,6R)-4,5,6-Tris-benzyloxy-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-cyclohex-2-enol
CAS No.:304672-05-7
Molecular Formula:C₃₃H₃₈O₆
Molecular Weight:530.661
Hs Code.:

Synonyms:(4R,5S,6R)-4,5,6-Tris-benzyloxy-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-cyclohex-2-enol

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Chemical Property of (4R,5S,6R)-4,5,6-Tris-benzyloxy-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-cyclohex-2-enol

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Technology Process of (4R,5S,6R)-4,5,6-Tris-benzyloxy-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-cyclohex-2-enol

There total 4 articles about (4R,5S,6R)-4,5,6-Tris-benzyloxy-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-cyclohex-2-enol 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: 30.0%

: 305383-49-7
Imidazole-1-carbothioic acid O-[(3R,4S,5S)-3,4,5-tris-benzyloxy-5-((S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-7-oxa-bicyclo[4.1.0]hept-2-yl] ester

: 304672-05-7
(4R,5S,6R)-4,5,6-Tris-benzyloxy-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-cyclohex-2-enol

Guidance literature:: With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In benzene; at 80 ℃; for 4h;
DOI:10.3987/com-00-8987

Reference yield:

: 304672-03-5
(4R,5S,6S)-4,5,6-Tris-benzyloxy-4-((S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-cyclohex-2-enone

: 304672-05-7
(4R,5S,6R)-4,5,6-Tris-benzyloxy-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-cyclohex-2-enol

Guidance literature:: Multi-step reaction with 4 steps

1: 65 percent / 30 percent H₂O₂; K₂CO₃ / H₂O; tetrahydrofuran / 6 h / 0 °C

2: 93 percent / NaBH₄ / methanol / 0.25 h / -40 °C

3: 98 percent / benzene / 12 h / 80 °C

4: 30 percent / Bu₃SnH; AIBN / benzene / 4 h / 80 °C

With sodium tetrahydroborate; 2,2'-azobis(isobutyronitrile); dihydrogen peroxide; tri-n-butyl-tin hydride; potassium carbonate; In tetrahydrofuran; methanol; water; benzene;
DOI:10.3987/com-00-8987

Reference yield:

: 304672-04-6
(3S,4S,5S)-3,4,5-Tris-benzyloxy-5-((S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-7-oxa-bicyclo[4.1.0]heptan-2-one

: 304672-05-7
(4R,5S,6R)-4,5,6-Tris-benzyloxy-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-cyclohex-2-enol

Guidance literature:: Multi-step reaction with 3 steps

1: 93 percent / NaBH₄ / methanol / 0.25 h / -40 °C

2: 98 percent / benzene / 12 h / 80 °C

3: 30 percent / Bu₃SnH; AIBN / benzene / 4 h / 80 °C

With sodium tetrahydroborate; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In methanol; benzene;
DOI:10.3987/com-00-8987