{(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

Base Information

Chemical Name:{(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
CAS No.:725250-98-6
Molecular Formula:C₄₁H₆₄O₆Si
Molecular Weight:681.041
Hs Code.:

{(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

Synonyms:{(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

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Chemical Property of {(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

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Technology Process of {(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

There total 11 articles about {(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 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: 88.0%

: 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

: 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

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; at -78 ℃;
DOI:10.1016/j.tetlet.2004.04.159

Reference yield:

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

: 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

Guidance literature:: Multi-step reaction with 11 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

With 1H-imidazole; barium dihydroxide; 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

: 725250-98-6
{(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

Guidance literature:: Multi-step reaction with 6 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

With barium dihydroxide; 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