tert-Butyl-{(2S,3R,3aR,5R,6aR)-5-methoxy-3-[1-((1R,3aS,7aS)-4,4,7a-trimethyl-octahydro-inden-1-yl)-vinyl]-hexahydro-furo[2,3-b]furan-2-ylmethoxy}-diphenyl-silane

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Chemical Name:tert-Butyl-{(2S,3R,3aR,5R,6aR)-5-methoxy-3-[1-((1R,3aS,7aS)-4,4,7a-trimethyl-octahydro-inden-1-yl)-vinyl]-hexahydro-furo[2,3-b]furan-2-ylmethoxy}-diphenyl-silane
CAS No.:678159-96-1
Molecular Formula:C₃₈H₅₄O₄Si
Molecular Weight:602.93
Hs Code.:

tert-Butyl-{(2S,3R,3aR,5R,6aR)-5-methoxy-3-[1-((1R,3aS,7aS)-4,4,7a-trimethyl-octahydro-inden-1-yl)-vinyl]-hexahydro-furo[2,3-b]furan-2-ylmethoxy}-diphenyl-silane

Synonyms:tert-Butyl-{(2S,3R,3aR,5R,6aR)-5-methoxy-3-[1-((1R,3aS,7aS)-4,4,7a-trimethyl-octahydro-inden-1-yl)-vinyl]-hexahydro-furo[2,3-b]furan-2-ylmethoxy}-diphenyl-silane

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Chemical Property of tert-Butyl-{(2S,3R,3aR,5R,6aR)-5-methoxy-3-[1-((1R,3aS,7aS)-4,4,7a-trimethyl-octahydro-inden-1-yl)-vinyl]-hexahydro-furo[2,3-b]furan-2-ylmethoxy}-diphenyl-silane

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Technology Process of tert-Butyl-{(2S,3R,3aR,5R,6aR)-5-methoxy-3-[1-((1R,3aS,7aS)-4,4,7a-trimethyl-octahydro-inden-1-yl)-vinyl]-hexahydro-furo[2,3-b]furan-2-ylmethoxy}-diphenyl-silane

There total 39 articles about tert-Butyl-{(2S,3R,3aR,5R,6aR)-5-methoxy-3-[1-((1R,3aS,7aS)-4,4,7a-trimethyl-octahydro-inden-1-yl)-vinyl]-hexahydro-furo[2,3-b]furan-2-ylmethoxy}-diphenyl-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: 85.0%

: 678160-22-0
1-[(2S,3S,3aR,5R,6aR)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-5-methoxy-hexahydro-furo[2,3-b]furan-3-yl]-1-((1S,3aS,7aS)-4,4,7a-trimethyl-octahydro-inden-1-yl)-ethanol

: 678159-96-1
tert-Butyl-{(2S,3R,3aR,5R,6aR)-5-methoxy-3-[1-((1R,3aS,7aS)-4,4,7a-trimethyl-octahydro-inden-1-yl)-vinyl]-hexahydro-furo[2,3-b]furan-2-ylmethoxy}-diphenyl-silane

Guidance literature:: With pyridine; thionyl chloride; In dichloromethane; at 0 ℃; for 0.5h;
DOI:10.1002/anie.200352868

Reference yield:

: 99333-00-3
(+)-(1R,6S,7S)-7-diphenyl-t-butylsiloxymethyl-8-oxabicyclo-<4.3.0>non-3-en-9-one

: 678159-96-1
tert-Butyl-{(2S,3R,3aR,5R,6aR)-5-methoxy-3-[1-((1R,3aS,7aS)-4,4,7a-trimethyl-octahydro-inden-1-yl)-vinyl]-hexahydro-furo[2,3-b]furan-2-ylmethoxy}-diphenyl-silane

Guidance literature:: Multi-step reaction with 15 steps

1.1: 98 percent / DIBAL-H / CH₂Cl₂; toluene / 0.5 h / -78 °C

2.1: aq. OsO₄; NMO / acetone; 2-methyl-propan-2-ol / 10 h / 25 °C

3.1: 8.9 g / Pb(OAc)4 / CH₂Cl₂ / 0.25 h / 0 °C

4.1: 38.5 percent / Amberlyst 15; 3 Angstroem molecular sieves / diethyl ether / 10 h / 25 °C

5.1: NaBH₄ / methanol / 25 °C

6.1: 1.55 g / imidazole; PPh₃; I₂ / tetrahydrofuran / 25 °C

7.1: 95 percent / NaBH₄ / ethanol / 25 °C

8.1: 83 percent / aq. NaIO₄ / tetrahydrofuran; methanol / 0.5 h / 25 °C

9.1: aq. OsO₄; NMO; pyridine / acetone / 10 h / 25 °C

10.1: 1.75 g / Pb(OAc)4 / CH₂Cl₂ / 0.5 h / 0 °C

11.1: t-BuLi / tetrahydrofuran; pentane / 0.5 h / -78 °C

11.2: 51 percent / tetrahydrofuran; pentane / 0.5 h / -78 °C

12.1: Dess-Martin periodinane / CH₂Cl₂ / 1 h / 25 °C

13.1: 83 percent / H₂ / Pd/C / methanol / 16 h / 25 °C

14.1: 75 percent / tetrahydrofuran; 1,2-dimethoxy-ethane; diethyl ether / 0.5 h / 0 °C

15.1: 85 percent / pyridine; SOCl₂ / CH₂Cl₂ / 0.5 h / 0 °C

With pyridine; 1H-imidazole; lead(IV) acetate; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; thionyl chloride; N-methyl-2-indolinone; Amberlyst 15; 3 A molecular sieve; hydrogen; iodine; tert.-butyl lithium; diisobutylaluminium hydride; Dess-Martin periodane; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; diethyl ether; ethanol; dichloromethane; acetone; toluene; tert-butyl alcohol; pentane; 12.1: Dess-Martin oxidation;
DOI:10.1002/chem.200500513

Reference yield:

: 678160-04-8
(+)-(3aS,7aS)-4,4,7a-trimethyloctahydro-1H-inden-1-one

: 678159-96-1
tert-Butyl-{(2S,3R,3aR,5R,6aR)-5-methoxy-3-[1-((1R,3aS,7aS)-4,4,7a-trimethyl-octahydro-inden-1-yl)-vinyl]-hexahydro-furo[2,3-b]furan-2-ylmethoxy}-diphenyl-silane

Guidance literature:: Multi-step reaction with 7 steps

1.1: 99 percent / N₂H₄*H₂O; Et₃N / ethanol / 12 °C / Heating

2.1: 62 percent / DBU; I₂ / diethyl ether / 0.25 h / 25 °C

3.1: t-BuLi / tetrahydrofuran; pentane / 0.5 h / -78 °C

3.2: 54 percent / tetrahydrofuran; pentane / 0.5 h / -78 °C

4.1: 99 percent / Dess-Martin periodinane / CH₂Cl₂ / 1 h / 25 °C

5.1: 75 percent / H₂ / Pd/C / methanol / 16 h / 25 °C

6.1: 75 percent / tetrahydrofuran; 1,2-dimethoxy-ethane; diethyl ether / 0.5 h / 0 °C

7.1: 85 percent / pyridine; SOCl₂ / CH₂Cl₂ / 0.5 h / 0 °C

With pyridine; thionyl chloride; hydrogen; iodine; tert.-butyl lithium; Dess-Martin periodane; hydrazine hydrate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; diethyl ether; ethanol; dichloromethane; pentane; 4.1: Dess-Martin oxidation;
DOI:10.1002/chem.200500513