2-{(4R,5R,6R)-6-[(E)-(1R,4S,8R,10R)-11-(tert-Butyl-diphenyl-silanyloxy)-4,10-dimethoxy-1,5,8-trimethyl-undec-5-enyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-ethanol

Base Information

Chemical Name:2-{(4R,5R,6R)-6-[(E)-(1R,4S,8R,10R)-11-(tert-Butyl-diphenyl-silanyloxy)-4,10-dimethoxy-1,5,8-trimethyl-undec-5-enyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-ethanol
CAS No.:725250-97-5
Molecular Formula:C₄₁H₆₆O₆Si
Molecular Weight:683.057
Hs Code.:

Synonyms:2-{(4R,5R,6R)-6-[(E)-(1R,4S,8R,10R)-11-(tert-Butyl-diphenyl-silanyloxy)-4,10-dimethoxy-1,5,8-trimethyl-undec-5-enyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-ethanol

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Chemical Property of 2-{(4R,5R,6R)-6-[(E)-(1R,4S,8R,10R)-11-(tert-Butyl-diphenyl-silanyloxy)-4,10-dimethoxy-1,5,8-trimethyl-undec-5-enyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-ethanol

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Technology Process of 2-{(4R,5R,6R)-6-[(E)-(1R,4S,8R,10R)-11-(tert-Butyl-diphenyl-silanyloxy)-4,10-dimethoxy-1,5,8-trimethyl-undec-5-enyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-ethanol

There total 9 articles about 2-{(4R,5R,6R)-6-[(E)-(1R,4S,8R,10R)-11-(tert-Butyl-diphenyl-silanyloxy)-4,10-dimethoxy-1,5,8-trimethyl-undec-5-enyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-ethanol 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:

: 671782-79-9
3,4-dimethoxybenzoic acid (2R)-2-methyl-3-oxopentyl ester

: 725250-97-5
2-{(4R,5R,6R)-6-[(E)-(1R,4S,8R,10R)-11-(tert-Butyl-diphenyl-silanyloxy)-4,10-dimethoxy-1,5,8-trimethyl-undec-5-enyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-ethanol

Guidance literature:: Multi-step reaction with 10 steps

1.1: cHex₂BCl; Et₃N / diethyl ether / 0 °C

1.2: 81 percent / diethyl ether / -78 °C

2.1: NaBH(OAc)3 / acetonitrile; acetic acid / -40 °C

3.1: PPTS

4.1: K₂CO₃ / methanol

5.1: I₂; PPh₃; imidazole / CH₂Cl₂

6.1: 84 percent / tetrahydrofuran / 0 °C

7.1: 78 percent / Ba(OH)2 / tetrahydrofuran / 20 °C

8.1: BH₃*DMS; CBS catalyst / tetrahydrofuran / 0 °C

9.1: NaH / tetrahydrofuran

10.1: 96 percent / lithium 4,4'-di-t-butylbiphenylate / tetrahydrofuran / -78 °C

With 1H-imidazole; barium dihydroxide; dimethylsulfide borane complex; CBS catalyst; dicyclohexylboron chloride; iodine; pyridinium p-toluenesulfonate; sodium tris(acetoxy)borohydride; sodium hydride; lithium 4,4′-di-tert-butylbiphenylide; potassium carbonate; triethylamine; triphenylphosphine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; acetic acid; acetonitrile; 7.1: Horner-Wadsworth-Emmons / 8.1: Corey-Itsuno reduction;
DOI:10.1016/j.tetlet.2004.04.159

Reference yield:

: 725250-91-9
(4R,5R,6S)-4-(2-Benzyloxy-ethyl)-6-((S)-2-iodo-1-methyl-ethyl)-2,2,5-trimethyl-[1,3]dioxane

: 725250-97-5
2-{(4R,5R,6R)-6-[(E)-(1R,4S,8R,10R)-11-(tert-Butyl-diphenyl-silanyloxy)-4,10-dimethoxy-1,5,8-trimethyl-undec-5-enyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-ethanol

Guidance literature:: Multi-step reaction with 5 steps

1: 84 percent / tetrahydrofuran / 0 °C

2: 78 percent / Ba(OH)2 / tetrahydrofuran / 20 °C

3: BH₃*DMS; CBS catalyst / tetrahydrofuran / 0 °C

4: NaH / tetrahydrofuran

5: 96 percent / lithium 4,4'-di-t-butylbiphenylate / tetrahydrofuran / -78 °C

With barium dihydroxide; dimethylsulfide borane complex; CBS catalyst; sodium hydride; lithium 4,4′-di-tert-butylbiphenylide; In tetrahydrofuran; 2: Horner-Wadsworth-Emmons / 3: Corey-Itsuno reduction;
DOI:10.1016/j.tetlet.2004.04.159

Reference yield:

: 725250-94-2
(2S,4R)-5-(tert-Butyl-diphenyl-silanyloxy)-4-methoxy-2-methyl-pentanal

: 725250-97-5
2-{(4R,5R,6R)-6-[(E)-(1R,4S,8R,10R)-11-(tert-Butyl-diphenyl-silanyloxy)-4,10-dimethoxy-1,5,8-trimethyl-undec-5-enyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-ethanol

Guidance literature:: Multi-step reaction with 5 steps

1.1: tetrahydrofuran / 0 °C

1.2: HCl / CH₂Cl₂; tetrahydrofuran

2.1: 78 percent / Ba(OH)2 / tetrahydrofuran / 20 °C

3.1: BH₃*DMS; CBS catalyst / tetrahydrofuran / 0 °C

4.1: NaH / tetrahydrofuran

5.1: 96 percent / lithium 4,4'-di-t-butylbiphenylate / tetrahydrofuran / -78 °C

With barium dihydroxide; dimethylsulfide borane complex; CBS catalyst; sodium hydride; lithium 4,4′-di-tert-butylbiphenylide; In tetrahydrofuran; 2.1: Horner-Wadsworth-Emmons / 3.1: Corey-Itsuno reduction;
DOI:10.1016/j.tetlet.2004.04.159