tert-Butyl-((2E,5Z)-(1S,4S)-1-{(S)-2-(2-methoxy-ethoxymethoxy)-1-[(4S,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-ethyl}-2,4-dimethyl-hepta-2,5-dienyloxy)-dimethyl-silane

Base Information

Chemical Name:tert-Butyl-((2E,5Z)-(1S,4S)-1-{(S)-2-(2-methoxy-ethoxymethoxy)-1-[(4S,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-ethyl}-2,4-dimethyl-hepta-2,5-dienyloxy)-dimethyl-silane
CAS No.:851676-63-6
Molecular Formula:C₃₃H₅₆O₇Si
Molecular Weight:592.889
Hs Code.:

tert-Butyl-((2E,5Z)-(1S,4S)-1-{(S)-2-(2-methoxy-ethoxymethoxy)-1-[(4S,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-ethyl}-2,4-dimethyl-hepta-2,5-dienyloxy)-dimethyl-silane

Synonyms:tert-Butyl-((2E,5Z)-(1S,4S)-1-{(S)-2-(2-methoxy-ethoxymethoxy)-1-[(4S,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-ethyl}-2,4-dimethyl-hepta-2,5-dienyloxy)-dimethyl-silane

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Chemical Property of tert-Butyl-((2E,5Z)-(1S,4S)-1-{(S)-2-(2-methoxy-ethoxymethoxy)-1-[(4S,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-ethyl}-2,4-dimethyl-hepta-2,5-dienyloxy)-dimethyl-silane

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Technology Process of tert-Butyl-((2E,5Z)-(1S,4S)-1-{(S)-2-(2-methoxy-ethoxymethoxy)-1-[(4S,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-ethyl}-2,4-dimethyl-hepta-2,5-dienyloxy)-dimethyl-silane

There total 15 articles about tert-Butyl-((2E,5Z)-(1S,4S)-1-{(S)-2-(2-methoxy-ethoxymethoxy)-1-[(4S,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-ethyl}-2,4-dimethyl-hepta-2,5-dienyloxy)-dimethyl-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: 76.0%

: 851676-72-7
(4E,7Z)-(2R,3S,6S)-1-(2-Methoxy-ethoxymethoxy)-2-[(4S,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-4,6-dimethyl-nona-4,7-dien-3-ol

: 69739-34-0
t-butyldimethylsiyl triflate

: 851676-63-6
tert-Butyl-((2E,5Z)-(1S,4S)-1-{(S)-2-(2-methoxy-ethoxymethoxy)-1-[(4S,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-ethyl}-2,4-dimethyl-hepta-2,5-dienyloxy)-dimethyl-silane

Guidance literature:: In dichloromethane; at 0 ℃;
DOI:10.1055/s-2005-862391

Reference yield:

: 851676-67-0
(4E,7Z)-(S)-3-Hydroxy-4,6-dimethyl-nona-4,7-dienoic acid ethyl ester

: 851676-63-6
tert-Butyl-((2E,5Z)-(1S,4S)-1-{(S)-2-(2-methoxy-ethoxymethoxy)-1-[(4S,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-ethyl}-2,4-dimethyl-hepta-2,5-dienyloxy)-dimethyl-silane

Guidance literature:: Multi-step reaction with 9 steps

1.1: 93 percent / DIBALH / tetrahydrofuran / -78 °C

2.1: 90 percent / imidazole / CH₂Cl₂

3.1: Dess-Martin reagent / CH₂Cl₂ / 0 °C

4.1: Cy₂BCl; Et₃N / 16 h / -5 °C

4.2: 16 h / -78 - -25 °C

5.1: 63 percent / DDQ; MS / CH₂Cl₂ / 0 °C

6.1: HF; pyridine / tetrahydrofuran / 20 °C

7.1: 82 percent / Zn(BH₄)2 / diethyl ether / -78 °C

8.1: NaH / tetrahydrofuran / 0 °C

8.2: 71 percent / tetrahydrofuran / 0 °C

9.1: 76 percent / CH₂Cl₂ / 0 °C

With pyridine; 1H-imidazole; zinc(II) tetrahydroborate; dicyclohexylboron chloride; hydrogen fluoride; sodium hydride; diisobutylaluminium hydride; Dess-Martin periodane; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; diethyl ether; dichloromethane; 3.1: Dess-Martin oxidation;
DOI:10.1055/s-2005-862391

Reference yield:

: C₂₅H₂₆O

: 851676-63-6
tert-Butyl-((2E,5Z)-(1S,4S)-1-{(S)-2-(2-methoxy-ethoxymethoxy)-1-[(4S,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-ethyl}-2,4-dimethyl-hepta-2,5-dienyloxy)-dimethyl-silane

Guidance literature:: Multi-step reaction with 15 steps

1.1: 78 percent / p-TsOH / methanol; CH₂Cl₂

2.1: Dess-Martin reagent / CH₂Cl₂ / 0 °C

3.1: DIBALH / tetrahydrofuran / -78 °C

4.1: 90 percent / MnO₂ / diethyl ether

5.1: 86 percent / LDA / tetrahydrofuran / -78 °C

6.1: 93 percent / DIBALH / tetrahydrofuran / -78 °C

7.1: 90 percent / imidazole / CH₂Cl₂

8.1: Dess-Martin reagent / CH₂Cl₂ / 0 °C

9.1: Cy₂BCl; Et₃N / 16 h / -5 °C

9.2: 16 h / -78 - -25 °C

10.1: 63 percent / DDQ; MS / CH₂Cl₂ / 0 °C

11.1: HF; pyridine / tetrahydrofuran / 20 °C

12.1: 82 percent / Zn(BH₄)2 / diethyl ether / -78 °C

13.1: NaH / tetrahydrofuran / 0 °C

13.2: 71 percent / tetrahydrofuran / 0 °C

14.1: 76 percent / CH₂Cl₂ / 0 °C

With pyridine; 1H-imidazole; manganese(IV) oxide; zinc(II) tetrahydroborate; dicyclohexylboron chloride; hydrogen fluoride; sodium hydride; diisobutylaluminium hydride; Dess-Martin periodane; toluene-4-sulfonic acid; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; lithium diisopropyl amide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; 2.1: Dess-Martin oxidation / 9.1: Dess-Martin oxidation;
DOI:10.1055/s-2005-862391