1,3-Dioxaspiro[4.5]dec-7-en-4-one, 2-(1,1-dimethylethyl)-8-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]-6-[( 1E)-3-hydroxy-2-methyl-1-propenyl]-9-methyl-, (2R,5S,6R,9R)-

Base Information

Chemical Name:1,3-Dioxaspiro[4.5]dec-7-en-4-one, 2-(1,1-dimethylethyl)-8-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]-6-[( 1E)-3-hydroxy-2-methyl-1-propenyl]-9-methyl-, (2R,5S,6R,9R)-
CAS No.:496917-89-6
Molecular Formula:C34H46O5Si
Molecular Weight:562.822
Hs Code.:

1,3-Dioxaspiro[4.5]dec-7-en-4-one,
2-(1,1-dimethylethyl)-8-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]-6-[(
1E)-3-hydroxy-2-methyl-1-propenyl]-9-methyl-, (2R,5S,6R,9R)-

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Chemical Property of 1,3-Dioxaspiro[4.5]dec-7-en-4-one, 2-(1,1-dimethylethyl)-8-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]-6-[( 1E)-3-hydroxy-2-methyl-1-propenyl]-9-methyl-, (2R,5S,6R,9R)-

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Technology Process of 1,3-Dioxaspiro[4.5]dec-7-en-4-one, 2-(1,1-dimethylethyl)-8-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]-6-[( 1E)-3-hydroxy-2-methyl-1-propenyl]-9-methyl-, (2R,5S,6R,9R)-

There total 1 articles about 1,3-Dioxaspiro[4.5]dec-7-en-4-one, 2-(1,1-dimethylethyl)-8-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]-6-[( 1E)-3-hydroxy-2-methyl-1-propenyl]-9-methyl-, (2R,5S,6R,9R)- 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%

: 146983-25-7
(E)-3-[(2R,5S,6S,9R)-2-tert-Butyl-8-(tert-butyl-diphenyl-silanyloxymethyl)-9-methyl-4-oxo-1,3-dioxa-spiro[4.5]dec-7-en-6-yl]-2-methyl-acrylic acid ethyl ester

: 496917-89-6
(2R,2R',4S,5R)-spiro-1-[(tert-butyldiphenylsilyloxy)methyl]-2-methyl-5-(2-methylpropen-1-ol)cyclohex-1-ene-(4,5')-2'-tert-butyl-1',3'-dioxolan-4'-one

Guidance literature:: With L-Selectride; In tetrahydrofuran; at -78 ℃; for 1h;
DOI:10.3987/com-02-s(m)17

Reference yield: 89.0%

: 496917-89-6
(2R,2R',4S,5R)-spiro-1-[(tert-butyldiphenylsilyloxy)methyl]-2-methyl-5-(2-methylpropen-1-ol)cyclohex-1-ene-(4,5')-2'-tert-butyl-1',3'-dioxolan-4'-one

: 496917-91-0
(E)-3-[(2R,5S,6S,9R)-2-tert-Butyl-8-(tert-butyl-diphenyl-silanyloxymethyl)-9-methyl-4-oxo-1,3-dioxa-spiro[4.5]dec-7-en-6-yl]-2-methyl-propenal

Guidance literature:: With pyridine-SO₃ complex; dimethyl sulfoxide; triethylamine; In dichloromethane; at 20 ℃;
DOI:10.3987/com-02-s(m)17

Reference yield:

: 496917-89-6
(2R,2R',4S,5R)-spiro-1-[(tert-butyldiphenylsilyloxy)methyl]-2-methyl-5-(2-methylpropen-1-ol)cyclohex-1-ene-(4,5')-2'-tert-butyl-1',3'-dioxolan-4'-one

: 496918-23-1
(2R,5S,6S,9R)-2-tert-Butyl-6-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-5,6-dihydroxy-2-methyl-hex-1-enyl]-8-(tert-butyl-diphenyl-silanyloxymethyl)-9-methyl-1,3-dioxa-spiro[4.5]dec-7-en-4-one

Guidance literature:: Multi-step reaction with 4 steps

1: 89 percent / SO₃*pyridine; Et₃N; DMSO / CH₂Cl₂ / 20 °C

2: toluene / 5 h / -78 °C

3: 99 percent / 2,6-lutidine / CH₂Cl₂ / 0.25 h / 0 °C

4: 71 percent / (DHQD)2-PHAL; Ad-mix β; OsO4 / 2-methyl-propan-2-ol; H2O; toluene / 24 h

With 2,6-dimethylpyridine; osmium(VIII) oxide; pyridine-SO₃ complex; dimethyl sulfoxide; 1,4-bis(9-O-dihydroquinidine)phthalazine; triethylamine; In dichloromethane; water; toluene; tert-butyl alcohol; 1: Parikh-Doering reaction / 4: Sharpless dihydroxylation;
DOI:10.3987/com-02-s(m)17