(E)-2-Benzenesulfonyl-1-[(4R,5S)-2,2-dimethyl-5-((2S,4S)-2-methyl-4-triisopropylsilanyloxy-pentyl)-[1,3]dioxolan-4-yl]-7-(4-methoxy-benzyloxy)-6-methyl-hept-5-en-1-one

Base Information

Chemical Name:(E)-2-Benzenesulfonyl-1-[(4R,5S)-2,2-dimethyl-5-((2S,4S)-2-methyl-4-triisopropylsilanyloxy-pentyl)-[1,3]dioxolan-4-yl]-7-(4-methoxy-benzyloxy)-6-methyl-hept-5-en-1-one
CAS No.:224623-18-1
Molecular Formula:C₄₂H₆₆O₈SSi
Molecular Weight:759.133
Hs Code.:

(E)-2-Benzenesulfonyl-1-[(4R,5S)-2,2-dimethyl-5-((2S,4S)-2-methyl-4-triisopropylsilanyloxy-pentyl)-[1,3]dioxolan-4-yl]-7-(4-methoxy-benzyloxy)-6-methyl-hept-5-en-1-one

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Chemical Property of (E)-2-Benzenesulfonyl-1-[(4R,5S)-2,2-dimethyl-5-((2S,4S)-2-methyl-4-triisopropylsilanyloxy-pentyl)-[1,3]dioxolan-4-yl]-7-(4-methoxy-benzyloxy)-6-methyl-hept-5-en-1-one

Chemical Property:

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Technology Process of (E)-2-Benzenesulfonyl-1-[(4R,5S)-2,2-dimethyl-5-((2S,4S)-2-methyl-4-triisopropylsilanyloxy-pentyl)-[1,3]dioxolan-4-yl]-7-(4-methoxy-benzyloxy)-6-methyl-hept-5-en-1-one

There total 9 articles about (E)-2-Benzenesulfonyl-1-[(4R,5S)-2,2-dimethyl-5-((2S,4S)-2-methyl-4-triisopropylsilanyloxy-pentyl)-[1,3]dioxolan-4-yl]-7-(4-methoxy-benzyloxy)-6-methyl-hept-5-en-1-one 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:

: 115-18-4
2-methyl-3-buten-2-ol

: 224623-18-1
(E)-2-Benzenesulfonyl-1-[(4R,5S)-2,2-dimethyl-5-((2S,4S)-2-methyl-4-triisopropylsilanyloxy-pentyl)-[1,3]dioxolan-4-yl]-7-(4-methoxy-benzyloxy)-6-methyl-hept-5-en-1-one

Guidance literature:: Multi-step reaction with 9 steps

1: 75 percent / C₆H₁₁COOH / Heating

2: SeO₂ / Heating

3: NaBH₄ / ethanol / 0 °C

4: CSA

5: DIBAL / CH₂Cl₂

6: Et₃N / CH₂Cl₂ / 0 °C

7: NaH / tetrahydrofuran / Ambient temperature

8: (PhSe)2, H₂O₂

9: 1.) n-BuLi / 1.) THF, 15 min, 2.) THF, -78 deg C to room t., 1 h

With sodium tetrahydroborate; n-butyllithium; selenium(IV) oxide; C₆H₁₁COOH; diphenyl diselenide; camphor-10-sulfonic acid; dihydrogen peroxide; sodium hydride; diisobutylaluminium hydride; triethylamine; In tetrahydrofuran; ethanol; dichloromethane;
DOI:10.1016/S0040-4039(99)00206-3

Reference yield:

: 42272-93-5
ethyl 5-methyl-4-hexenoate

: 224623-18-1
(E)-2-Benzenesulfonyl-1-[(4R,5S)-2,2-dimethyl-5-((2S,4S)-2-methyl-4-triisopropylsilanyloxy-pentyl)-[1,3]dioxolan-4-yl]-7-(4-methoxy-benzyloxy)-6-methyl-hept-5-en-1-one

Guidance literature:: Multi-step reaction with 8 steps

1: SeO₂ / Heating

2: NaBH₄ / ethanol / 0 °C

3: CSA

4: DIBAL / CH₂Cl₂

5: Et₃N / CH₂Cl₂ / 0 °C

6: NaH / tetrahydrofuran / Ambient temperature

7: (PhSe)2, H₂O₂

8: 1.) n-BuLi / 1.) THF, 15 min, 2.) THF, -78 deg C to room t., 1 h

With sodium tetrahydroborate; n-butyllithium; selenium(IV) oxide; diphenyl diselenide; camphor-10-sulfonic acid; dihydrogen peroxide; sodium hydride; diisobutylaluminium hydride; triethylamine; In tetrahydrofuran; ethanol; dichloromethane;
DOI:10.1016/S0040-4039(99)00206-3

Reference yield:

: (E)-5-Methyl-6-oxo-hex-4-enoic acid ethyl ester

: 224623-18-1
(E)-2-Benzenesulfonyl-1-[(4R,5S)-2,2-dimethyl-5-((2S,4S)-2-methyl-4-triisopropylsilanyloxy-pentyl)-[1,3]dioxolan-4-yl]-7-(4-methoxy-benzyloxy)-6-methyl-hept-5-en-1-one

Guidance literature:: Multi-step reaction with 7 steps

1: NaBH₄ / ethanol / 0 °C

2: CSA

3: DIBAL / CH₂Cl₂

4: Et₃N / CH₂Cl₂ / 0 °C

5: NaH / tetrahydrofuran / Ambient temperature

6: (PhSe)2, H₂O₂

7: 1.) n-BuLi / 1.) THF, 15 min, 2.) THF, -78 deg C to room t., 1 h

With sodium tetrahydroborate; n-butyllithium; diphenyl diselenide; camphor-10-sulfonic acid; dihydrogen peroxide; sodium hydride; diisobutylaluminium hydride; triethylamine; In tetrahydrofuran; ethanol; dichloromethane;
DOI:10.1016/S0040-4039(99)00206-3