(2E,4E)-6-{(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}-hexa-2,4-dienoic acid methyl ester

Base Information

Chemical Name:(2E,4E)-6-{(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}-hexa-2,4-dienoic acid methyl ester
CAS No.:725250-99-7
Molecular Formula:C₄₆H₇₀O₇Si
Molecular Weight:763.143
Hs Code.:

(2E,4E)-6-{(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}-hexa-2,4-dienoic acid methyl ester

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Chemical Property of (2E,4E)-6-{(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}-hexa-2,4-dienoic acid methyl ester

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Technology Process of (2E,4E)-6-{(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}-hexa-2,4-dienoic acid methyl ester

There total 12 articles about (2E,4E)-6-{(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}-hexa-2,4-dienoic acid methyl ester 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: 69.0%

: 76566-95-5
methyl 4-(dimethylphosphono)crotonate

: 725250-98-6
{(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}-acetaldehyde

: (2E,4Z)-6-{(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}-hexa-2,4-dienoic acid methyl ester

: 725250-99-7
(2E,4E)-6-{(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}-hexa-2,4-dienoic acid methyl ester

Guidance literature:: With lithium hydroxide; In tetrahydrofuran;
DOI:10.1016/j.tetlet.2004.04.159

Reference yield:

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

: 725250-99-7
(2E,4E)-6-{(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}-hexa-2,4-dienoic acid methyl ester

Guidance literature:: Multi-step reaction with 12 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

11.1: 88 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 °C

12.1: 69 percent / LiOH / tetrahydrofuran

With 1H-imidazole; barium dihydroxide; lithium hydroxide; oxalyl dichloride; 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; dimethyl sulfoxide; 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

: 725250-99-7
(2E,4E)-6-{(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}-hexa-2,4-dienoic acid methyl ester

Guidance literature:: Multi-step reaction with 7 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

6: 88 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 °C

7: 69 percent / LiOH / tetrahydrofuran

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