(4aR,6S,7R,8aS)-6-(2-Hydroxy-ethyl)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol

Base Information

Chemical Name:(4aR,6S,7R,8aS)-6-(2-Hydroxy-ethyl)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol
CAS No.:476688-30-9
Molecular Formula:C₁₅H₂₀O₅
Molecular Weight:280.321
Hs Code.:

Synonyms:(4aR,6S,7R,8aS)-6-(2-Hydroxy-ethyl)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol

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Chemical Property of (4aR,6S,7R,8aS)-6-(2-Hydroxy-ethyl)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol

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Technology Process of (4aR,6S,7R,8aS)-6-(2-Hydroxy-ethyl)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol

There total 6 articles about (4aR,6S,7R,8aS)-6-(2-Hydroxy-ethyl)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol 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: 90.0%

: 476687-71-5
((4aR,6S,7R,8aS)-7-Hydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl)-acetic acid ethyl ester

: 476688-30-9
(4aR,6S,7R,8aS)-6-(2-Hydroxy-ethyl)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol

Guidance literature:: With diisobutylaluminium hydride; In dichloromethane; at 0 ℃;
DOI:10.1021/ol026804w

Reference yield:

: 452-51-7,13046-70-3,29780-54-9,36792-87-7,36792-88-8,113890-35-0,113890-38-3
D-2-deoxyribose

: 476688-30-9
(4aR,6S,7R,8aS)-6-(2-Hydroxy-ethyl)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol

Guidance literature:: Multi-step reaction with 6 steps

1: 90 percent / aq. HCl / CHCl₃ / 20 °C

2: CSA / CH₂Cl₂ / 20 °C

3: N-methylmorpholine / CH₂Cl₂ / 20 °C

4: 98 percent / MeI; NaHCO₃ / H₂O; acetonitrile / 20 °C

5: 95 percent / SmI₂ / methanol; tetrahydrofuran / 0 °C

6: 90 percent / DIBAH / CH₂Cl₂ / 0 °C

With 4-methyl-morpholine; hydrogenchloride; samarium diiodide; camphor-10-sulfonic acid; diisobutylaluminium hydride; sodium hydrogencarbonate; methyl iodide; In tetrahydrofuran; methanol; dichloromethane; chloroform; water; acetonitrile; 3: hetero-Michael reaction;
DOI:10.1021/ol026804w

Reference yield:

: 50907-65-8
2-deoxy-D-erythro-pentose cyclic 1,3-propanediyl mercaptal

: 476688-30-9
(4aR,6S,7R,8aS)-6-(2-Hydroxy-ethyl)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol

Guidance literature:: Multi-step reaction with 5 steps

1: CSA / CH₂Cl₂ / 20 °C

2: N-methylmorpholine / CH₂Cl₂ / 20 °C

3: 98 percent / MeI; NaHCO₃ / H₂O; acetonitrile / 20 °C

4: 95 percent / SmI₂ / methanol; tetrahydrofuran / 0 °C

5: 90 percent / DIBAH / CH₂Cl₂ / 0 °C

With 4-methyl-morpholine; samarium diiodide; camphor-10-sulfonic acid; diisobutylaluminium hydride; sodium hydrogencarbonate; methyl iodide; In tetrahydrofuran; methanol; dichloromethane; water; acetonitrile; 2: hetero-Michael reaction;
DOI:10.1021/ol026804w