(3aS,4S,7S,7aR)-7-[(E)-(4R,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-6-iodo-4-methyl-hex-2-enyl]-4-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran

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Chemical Name:(3aS,4S,7S,7aR)-7-[(E)-(4R,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-6-iodo-4-methyl-hex-2-enyl]-4-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran
CAS No.:115118-89-3
Molecular Formula:C₃₉H₆₁IO₅Si₂
Molecular Weight:792.986
Hs Code.:

(3aS,4S,7S,7aR)-7-[(E)-(4R,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-6-iodo-4-methyl-hex-2-enyl]-4-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran

Synonyms:(3aS,4S,7S,7aR)-7-[(E)-(4R,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-6-iodo-4-methyl-hex-2-enyl]-4-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran

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Chemical Property of (3aS,4S,7S,7aR)-7-[(E)-(4R,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-6-iodo-4-methyl-hex-2-enyl]-4-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran

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Technology Process of (3aS,4S,7S,7aR)-7-[(E)-(4R,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-6-iodo-4-methyl-hex-2-enyl]-4-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran

There total 18 articles about (3aS,4S,7S,7aR)-7-[(E)-(4R,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-6-iodo-4-methyl-hex-2-enyl]-4-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran 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: 60.0%

: 115118-88-2
(E)-(2R,3R)-2-(tert-Butyl-dimethyl-silanyloxy)-6-{(3aS,4S,7S,7aR)-4-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yl}-3-methyl-hex-4-en-1-ol

: 115118-89-3
(3aS,4S,7S,7aR)-7-[(E)-(4R,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-6-iodo-4-methyl-hex-2-enyl]-4-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran

Guidance literature:: With 1H-imidazole; iodine; diisopropylamine; triphenylphosphine; In diethyl ether; acetonitrile; for 3h; Ambient temperature;
DOI:10.1021/jo00253a021

Reference yield:

: (2S,3S)-2-(2-Hydroxy-ethyl)-3,6-dihydro-2H-pyran-3-ol

: 115118-89-3
(3aS,4S,7S,7aR)-7-[(E)-(4R,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-6-iodo-4-methyl-hex-2-enyl]-4-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran

Guidance literature:: Multi-step reaction with 11 steps

1: pyridine / 2 h / 0 - 20 °C

2: 100 percent / xylene / 12 h / Heating

3: 90 percent / N-methylmorpholine N-oxide, OsO₄ / acetone; H₂O / 24 h / Ambient temperature

4: 94 percent / cupric sulfate, p-toluenesulfonic acid / 24 h / Ambient temperature

5: 74 percent / diisobutylaluminium hydride / diethyl ether; hexane / 0.5 h / -90 °C

6: 1.) Mg, 2.) zinc bromide / 1.) THF, RT, 1.5 h, 2.) CH₂Cl₂, -100 deg C, 1 h

7: 81 percent / dicyclohexylcarbodiimide (DCC), (dimethylamino)pyridine (DMAP) / CH₂Cl₂ / Ambient temperature

8: lithium diisopropylamide (LDA), trimethylsilyl chloride (TMSCl), pyridine / tetrahydrofuran; hexane / 1.25 h / -78 - 20 °C

9: diethyl ether / 0 °C

10: 77 percent / diisobutylaluminium hydride / CH₂Cl₂; hexane / 0.5 h / -20 °C

11: 60 percent / triphenylphosphine, imidazole, diisopropylamine, iodine / diethyl ether; acetonitrile / 3 h / Ambient temperature

With pyridine; 1H-imidazole; dmap; osmium(VIII) oxide; chloro-trimethyl-silane; iodine; diisobutylaluminium hydride; toluene-4-sulfonic acid; copper(II) sulfate; magnesium; 4-methylmorpholine N-oxide; diisopropylamine; dicyclohexyl-carbodiimide; triphenylphosphine; zinc dibromide; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; water; acetone; acetonitrile; xylene;
DOI:10.1021/jo00253a021

Reference yield:

: 115118-80-4
2-{(3S,4R,5R,6S)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-4,5-dihydroxy-tetrahydro-pyran-3-yl}-N,N-dimethyl-acetamide

: 115118-89-3
(3aS,4S,7S,7aR)-7-[(E)-(4R,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-6-iodo-4-methyl-hex-2-enyl]-4-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran

Guidance literature:: Multi-step reaction with 8 steps

1: 94 percent / cupric sulfate, p-toluenesulfonic acid / 24 h / Ambient temperature

2: 74 percent / diisobutylaluminium hydride / diethyl ether; hexane / 0.5 h / -90 °C

3: 1.) Mg, 2.) zinc bromide / 1.) THF, RT, 1.5 h, 2.) CH₂Cl₂, -100 deg C, 1 h

4: 81 percent / dicyclohexylcarbodiimide (DCC), (dimethylamino)pyridine (DMAP) / CH₂Cl₂ / Ambient temperature

5: lithium diisopropylamide (LDA), trimethylsilyl chloride (TMSCl), pyridine / tetrahydrofuran; hexane / 1.25 h / -78 - 20 °C

6: diethyl ether / 0 °C

7: 77 percent / diisobutylaluminium hydride / CH₂Cl₂; hexane / 0.5 h / -20 °C

8: 60 percent / triphenylphosphine, imidazole, diisopropylamine, iodine / diethyl ether; acetonitrile / 3 h / Ambient temperature

With pyridine; 1H-imidazole; dmap; chloro-trimethyl-silane; iodine; diisobutylaluminium hydride; toluene-4-sulfonic acid; copper(II) sulfate; magnesium; diisopropylamine; dicyclohexyl-carbodiimide; triphenylphosphine; zinc dibromide; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; acetonitrile;
DOI:10.1021/jo00253a021