tert-butyl[(3'aR,6'R,7'S,7'aR)-3',3'a,4',6',7',7'a-hexahydro-7'a-[3-(methoxymethoxy)propyl]-2',3',3',6'-tetramethylspiro[1,3-dioxolane-2,5'-[5H]inden-7'-yl]methoxy]diphenylsilane

Base Information

Chemical Name:tert-butyl[(3'aR,6'R,7'S,7'aR)-3',3'a,4',6',7',7'a-hexahydro-7'a-[3-(methoxymethoxy)propyl]-2',3',3',6'-tetramethylspiro[1,3-dioxolane-2,5'-[5H]inden-7'-yl]methoxy]diphenylsilane
CAS No.:607406-13-3
Molecular Formula:C₃₇H₅₄O₅Si
Molecular Weight:606.918
Hs Code.:

tert-butyl[(3'aR,6'R,7'S,7'aR)-3',3'a,4',6',7',7'a-hexahydro-7'a-[3-(methoxymethoxy)propyl]-2',3',3',6'-tetramethylspiro[1,3-dioxolane-2,5'-[5H]inden-7'-yl]methoxy]diphenylsilane

Synonyms:tert-butyl[(3'aR,6'R,7'S,7'aR)-3',3'a,4',6',7',7'a-hexahydro-7'a-[3-(methoxymethoxy)propyl]-2',3',3',6'-tetramethylspiro[1,3-dioxolane-2,5'-[5H]inden-7'-yl]methoxy]diphenylsilane

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Chemical Property of tert-butyl[(3'aR,6'R,7'S,7'aR)-3',3'a,4',6',7',7'a-hexahydro-7'a-[3-(methoxymethoxy)propyl]-2',3',3',6'-tetramethylspiro[1,3-dioxolane-2,5'-[5H]inden-7'-yl]methoxy]diphenylsilane

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Technology Process of tert-butyl[(3'aR,6'R,7'S,7'aR)-3',3'a,4',6',7',7'a-hexahydro-7'a-[3-(methoxymethoxy)propyl]-2',3',3',6'-tetramethylspiro[1,3-dioxolane-2,5'-[5H]inden-7'-yl]methoxy]diphenylsilane

There total 8 articles about tert-butyl[(3'aR,6'R,7'S,7'aR)-3',3'a,4',6',7',7'a-hexahydro-7'a-[3-(methoxymethoxy)propyl]-2',3',3',6'-tetramethylspiro[1,3-dioxolane-2,5'-[5H]inden-7'-yl]methoxy]diphenylsilane 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: 71.0%

: 107-21-1
ethylene glycol

: 607405-74-3
(3aR,6R,7S,7aR)-7-[(tert-butyldiphenylsilyloxy)methyl]-3,3a,4,6,7,7a-hexahydro-7a-[3-(methoxymethoxy)propyl]-2,3,3,6-tetramethyl-5H-inden-5-one

: 607406-13-3
tert-butyl[(3'aR,6'R,7'S,7'aR)-3',3'a,4',6',7',7'a-hexahydro-7'a-[3-(methoxymethoxy)propyl]-2',3',3',6'-tetramethylspiro[1,3-dioxolane-2,5'-[5H]inden-7'-yl]methoxy]diphenylsilane

Guidance literature:: With toluene-4-sulfonic acid; trimethyl orthoformate; In benzene; at 0 - 20 ℃;
DOI:10.1021/jo0301346

Reference yield:

: (1S,4S,5R)-4,7,7-Trimethyl-5-(tetrahydro-pyran-2-yloxy)-bicyclo[2.2.1]heptan-2-one

: 607406-13-3
tert-butyl[(3'aR,6'R,7'S,7'aR)-3',3'a,4',6',7',7'a-hexahydro-7'a-[3-(methoxymethoxy)propyl]-2',3',3',6'-tetramethylspiro[1,3-dioxolane-2,5'-[5H]inden-7'-yl]methoxy]diphenylsilane

Guidance literature:: Multi-step reaction with 8 steps

1.1: potassium hexamethyldisilazide / tetrahydrofuran; toluene / 0 - 20 °C

1.2: 78 percent / tetrahydrofuran; toluene / 4.75 h / 0 - 20 °C

2.1: 89 percent / lithium chloride / Pd(PPh₃)2Cl₂ / dimethylformamide / 2 h / 100 °C

3.1: 2,3-dimethyl-2-butene; BH₃-THF complex / tetrahydrofuran / 2 h / 0 °C

3.2: 87 percent / NaOH; H₂O₂ / tetrahydrofuran; H₂O / 1.5 h / 0 - 20 °C

4.1: 91 percent / diisopropylethylamine / CH₂Cl₂ / 0 - 20 °C

5.1: 100 percent / p-toluenesulfonic acid; methanol / 1 h / 20 °C

6.1: 90 percent / 4-methylmorpholine N-oxide; 4 Angstroem molecular sieves / tetrapropylammonium perruthenate / CH₂Cl₂ / 2 h / 20 °C

7.1: tert-butyllithium / tetrahydrofuran; pentane / 0.25 h / -78 °C

7.2: 78 percent / tetrahydrofuran; pentane / -78 - 20 °C

8.1: 71 percent / trimethyl orthoformate; p-toluenesulfonic acid / benzene / 0 - 20 °C

With methanol; 2,3-Dimethyl-2-butene; borane-THF; 4 A molecular sieve; tert.-butyl lithium; potassium hexamethylsilazane; toluene-4-sulfonic acid; 4-methylmorpholine N-oxide; N-ethyl-N,N-diisopropylamine; lithium chloride; trimethyl orthoformate; bis-triphenylphosphine-palladium(II) chloride; tetrapropylammonium perruthennate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene; pentane; benzene; 7.2: oxy-Cope rearrangement;
DOI:10.1021/jo0301346

Reference yield:

: 607406-39-3
(1S,2R,4R)-5-[3-(methoxymethoxy)propyl]-1,7,7-trimethylbicyclo[2.2.1]hept-5-en-2-ol

: 607406-13-3
tert-butyl[(3'aR,6'R,7'S,7'aR)-3',3'a,4',6',7',7'a-hexahydro-7'a-[3-(methoxymethoxy)propyl]-2',3',3',6'-tetramethylspiro[1,3-dioxolane-2,5'-[5H]inden-7'-yl]methoxy]diphenylsilane

Guidance literature:: Multi-step reaction with 3 steps

1.1: 90 percent / 4-methylmorpholine N-oxide; 4 Angstroem molecular sieves / tetrapropylammonium perruthenate / CH₂Cl₂ / 2 h / 20 °C

2.1: tert-butyllithium / tetrahydrofuran; pentane / 0.25 h / -78 °C

2.2: 78 percent / tetrahydrofuran; pentane / -78 - 20 °C

3.1: 71 percent / trimethyl orthoformate; p-toluenesulfonic acid / benzene / 0 - 20 °C

With 4 A molecular sieve; tert.-butyl lithium; toluene-4-sulfonic acid; 4-methylmorpholine N-oxide; trimethyl orthoformate; tetrapropylammonium perruthennate; In tetrahydrofuran; dichloromethane; pentane; benzene; 2.2: oxy-Cope rearrangement;
DOI:10.1021/jo0301346