(E)-(3R,5R,6R)-3,5-bis(tert-butyldimethylsilanyloxy)-6-(tert-butyldiphenylsilanyl-oxy)-9-(tert-butylmethoxyphenylsilanyloxy)-8-methyl-non-7-enal

Base Information

Chemical Name:(E)-(3R,5R,6R)-3,5-bis(tert-butyldimethylsilanyloxy)-6-(tert-butyldiphenylsilanyl-oxy)-9-(tert-butylmethoxyphenylsilanyloxy)-8-methyl-non-7-enal
CAS No.:303158-58-9
Molecular Formula:C₄₉H₈₀O₆Si₄
Molecular Weight:877.513
Hs Code.:

(E)-(3R,5R,6R)-3,5-bis(tert-butyldimethylsilanyloxy)-6-(tert-butyldiphenylsilanyl-oxy)-9-(tert-butylmethoxyphenylsilanyloxy)-8-methyl-non-7-enal

Synonyms:(E)-(3R,5R,6R)-3,5-bis(tert-butyldimethylsilanyloxy)-6-(tert-butyldiphenylsilanyl-oxy)-9-(tert-butylmethoxyphenylsilanyloxy)-8-methyl-non-7-enal

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Chemical Property of (E)-(3R,5R,6R)-3,5-bis(tert-butyldimethylsilanyloxy)-6-(tert-butyldiphenylsilanyl-oxy)-9-(tert-butylmethoxyphenylsilanyloxy)-8-methyl-non-7-enal

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Technology Process of (E)-(3R,5R,6R)-3,5-bis(tert-butyldimethylsilanyloxy)-6-(tert-butyldiphenylsilanyl-oxy)-9-(tert-butylmethoxyphenylsilanyloxy)-8-methyl-non-7-enal

There total 6 articles about (E)-(3R,5R,6R)-3,5-bis(tert-butyldimethylsilanyloxy)-6-(tert-butyldiphenylsilanyl-oxy)-9-(tert-butylmethoxyphenylsilanyloxy)-8-methyl-non-7-enal 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: 95.0%

: 3,5-bis-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-diphenyl-silanyloxy)-9-(tert-butyl-methoxy-phenyl-silanyloxy)-8-methyl-non-7-en-1-ol

: 303158-58-9
(E)-(3R,5R,6R)-3,5-bis(tert-butyldimethylsilanyloxy)-6-(tert-butyldiphenylsilanyl-oxy)-9-(tert-butylmethoxyphenylsilanyloxy)-8-methyl-non-7-enal

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane;
DOI:10.1021/ol0063656

Reference yield:

: 303158-67-0
2,2-Dimethyl-propionic acid (E)-(5R,6R)-6-(tert-butyl-diphenyl-silanyloxy)-5-hydroxy-9-methoxymethoxy-8-methyl-3-oxo-non-7-enyl ester

: 303158-58-9
(E)-(3R,5R,6R)-3,5-bis(tert-butyldimethylsilanyloxy)-6-(tert-butyldiphenylsilanyl-oxy)-9-(tert-butylmethoxyphenylsilanyloxy)-8-methyl-non-7-enal

Guidance literature:: Multi-step reaction with 6 steps

1: 97 percent / Me₄NBH(OAc)3 / acetic acid; acetonitrile

2: 95 percent / collidine / CH₂Cl₂ / 0 °C

3: 83 percent / BF₃*OEt₂; DMS

4: 98 percent / Et₃N / CH₂Cl₂

5: 88 percent / DIBAL / CH₂Cl₂ / 0 °C

6: 95 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂

With 2,3,5-trimethyl-pyridine; oxalyl dichloride; 2,3-dimercapto-succinic acid; boron trifluoride diethyl etherate; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; tetramethylammonium triacetoxyborohydride; In dichloromethane; acetic acid; acetonitrile; 1: Reduction / 2: silylation / 3: ether cleavage / 4: silylation / 5: Reduction / 6: Oxidation;
DOI:10.1021/ol0063656

Reference yield:

: 2,2-Dimethyl-propionic acid (E)-(3S,5R,6R)-6-(tert-butyl-diphenyl-silanyloxy)-3,5-dihydroxy-9-methoxymethoxy-8-methyl-non-7-enyl ester

: 303158-58-9
(E)-(3R,5R,6R)-3,5-bis(tert-butyldimethylsilanyloxy)-6-(tert-butyldiphenylsilanyl-oxy)-9-(tert-butylmethoxyphenylsilanyloxy)-8-methyl-non-7-enal

Guidance literature:: Multi-step reaction with 5 steps

1: 95 percent / collidine / CH₂Cl₂ / 0 °C

2: 83 percent / BF₃*OEt₂; DMS

3: 98 percent / Et₃N / CH₂Cl₂

4: 88 percent / DIBAL / CH₂Cl₂ / 0 °C

5: 95 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂

With 2,3,5-trimethyl-pyridine; oxalyl dichloride; 2,3-dimercapto-succinic acid; boron trifluoride diethyl etherate; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; In dichloromethane; 1: silylation / 2: ether cleavage / 3: silylation / 4: Reduction / 5: Oxidation;
DOI:10.1021/ol0063656