(4aR,6S,7R,8aS)-7-Benzyloxy-6-(2-benzyloxy-ethyl)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine

Base Information

Chemical Name:(4aR,6S,7R,8aS)-7-Benzyloxy-6-(2-benzyloxy-ethyl)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine
CAS No.:476688-31-0
Molecular Formula:C₂₉H₃₂O₅
Molecular Weight:460.57
Hs Code.:

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

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

Chemical Property:

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

There total 7 articles about (4aR,6S,7R,8aS)-7-Benzyloxy-6-(2-benzyloxy-ethyl)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine 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: 97.0%

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

: 100-39-0
benzyl bromide

: 476688-31-0
(4aR,6S,7R,8aS)-7-Benzyloxy-6-(2-benzyloxy-ethyl)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine

Guidance literature:: With tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; at 20 ℃;
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

: 476688-31-0
(4aR,6S,7R,8aS)-7-Benzyloxy-6-(2-benzyloxy-ethyl)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine

Guidance literature:: Multi-step reaction with 7 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

7: 97 percent / NaH; n-Bu₄NI / tetrahydrofuran / 20 °C

With 4-methyl-morpholine; hydrogenchloride; samarium diiodide; camphor-10-sulfonic acid; tetra-(n-butyl)ammonium iodide; sodium hydride; 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

: 476688-31-0
(4aR,6S,7R,8aS)-7-Benzyloxy-6-(2-benzyloxy-ethyl)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine

Guidance literature:: Multi-step reaction with 6 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

6: 97 percent / NaH; n-Bu₄NI / tetrahydrofuran / 20 °C

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