tert-Butyl-[(4aR,6S,7R,8aS)-6-(2-iodo-ethyl)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yloxy]-dimethyl-silane

Base Information

Chemical Name:tert-Butyl-[(4aR,6S,7R,8aS)-6-(2-iodo-ethyl)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yloxy]-dimethyl-silane
CAS No.:476687-73-7
Molecular Formula:C₂₁H₃₃IO₄Si
Molecular Weight:504.481
Hs Code.:

Synonyms:tert-Butyl-[(4aR,6S,7R,8aS)-6-(2-iodo-ethyl)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yloxy]-dimethyl-silane

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Chemical Property of tert-Butyl-[(4aR,6S,7R,8aS)-6-(2-iodo-ethyl)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yloxy]-dimethyl-silane

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Technology Process of tert-Butyl-[(4aR,6S,7R,8aS)-6-(2-iodo-ethyl)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yloxy]-dimethyl-silane

There total 9 articles about tert-Butyl-[(4aR,6S,7R,8aS)-6-(2-iodo-ethyl)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yloxy]-dimethyl-silane 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:

: Trifluoro-methanesulfonic acid 2-[(4aR,6S,7R,8aS)-7-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl]-ethyl ester

: 476687-73-7
tert-Butyl-[(4aR,6S,7R,8aS)-6-(2-iodo-ethyl)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yloxy]-dimethyl-silane

Guidance literature:: With sodium iodide; In acetone; at 60 ℃;
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

: 476687-73-7
tert-Butyl-[(4aR,6S,7R,8aS)-6-(2-iodo-ethyl)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yloxy]-dimethyl-silane

Guidance literature:: Multi-step reaction with 9 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: 2,6-lutidine / CH₂Cl₂ / 0 °C

7: DIBAH / CH₂Cl₂ / 0 °C

8: 2,6-lutidine / CH₂Cl₂ / -78 °C

9: NaI / acetone / 60 °C

With 4-methyl-morpholine; 2,6-dimethylpyridine; hydrogenchloride; samarium diiodide; camphor-10-sulfonic acid; diisobutylaluminium hydride; sodium hydrogencarbonate; sodium iodide; methyl iodide; In tetrahydrofuran; methanol; dichloromethane; chloroform; water; acetone; acetonitrile; 3: hetero-Michael reaction;
DOI:10.1021/ol026804w

Reference yield:

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

: 476687-73-7
tert-Butyl-[(4aR,6S,7R,8aS)-6-(2-iodo-ethyl)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yloxy]-dimethyl-silane

Guidance literature:: Multi-step reaction with 8 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: 2,6-lutidine / CH₂Cl₂ / 0 °C

6: DIBAH / CH₂Cl₂ / 0 °C

7: 2,6-lutidine / CH₂Cl₂ / -78 °C

8: NaI / acetone / 60 °C

With 4-methyl-morpholine; 2,6-dimethylpyridine; samarium diiodide; camphor-10-sulfonic acid; diisobutylaluminium hydride; sodium hydrogencarbonate; sodium iodide; methyl iodide; In tetrahydrofuran; methanol; dichloromethane; water; acetone; acetonitrile; 2: hetero-Michael reaction;
DOI:10.1021/ol026804w