methyl (3RS,7R)-7-(t-butyldiphenylsilyloxy)-3-hydroxy-2-methyleneoctanoate

Base Information

Chemical Name:methyl (3RS,7R)-7-(t-butyldiphenylsilyloxy)-3-hydroxy-2-methyleneoctanoate
CAS No.:854612-91-2
Molecular Formula:C₂₆H₃₆O₄Si
Molecular Weight:440.655
Hs Code.:

Synonyms:methyl (3RS,7R)-7-(t-butyldiphenylsilyloxy)-3-hydroxy-2-methyleneoctanoate

Suppliers and Price of methyl (3RS,7R)-7-(t-butyldiphenylsilyloxy)-3-hydroxy-2-methyleneoctanoate

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Total 1 raw suppliers

Chemical Property of methyl (3RS,7R)-7-(t-butyldiphenylsilyloxy)-3-hydroxy-2-methyleneoctanoate

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of methyl (3RS,7R)-7-(t-butyldiphenylsilyloxy)-3-hydroxy-2-methyleneoctanoate

There total 9 articles about methyl (3RS,7R)-7-(t-butyldiphenylsilyloxy)-3-hydroxy-2-methyleneoctanoate 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: 86.0%

: 855256-87-0
(5R)-5-[1-(tert-butyl)-1,1-diphenylsilyl]oxyhexanal

: 292638-85-8,9003-21-8,96-33-3
acrylic acid methyl ester

: 854612-91-2
methyl (3RS,7R)-7-(t-butyldiphenylsilyloxy)-3-hydroxy-2-methyleneoctanoate

Guidance literature:: With 1,4-diaza-bicyclo[2.2.2]octane; In methanol; for 120h;
DOI:10.1021/ol050763x

Reference yield:

: 561038-05-9
(R)-2-(tert-butyldiphenylsilanyloxy)propionic acid methyl ester

: 854612-91-2
methyl (3RS,7R)-7-(t-butyldiphenylsilyloxy)-3-hydroxy-2-methyleneoctanoate

Guidance literature:: Multi-step reaction with 8 steps

1.1: DIBAL-H / toluene / 1.5 h / -78 °C

2.1: 30.0 g / LiCl; DBU / acetonitrile / 1 h

3.1: H₂ / Pd/C / ethanol / 23 h

4.1: 21.0 g / DIBAL-H / CH₂Cl₂; toluene / 2 h / -18 °C

5.1: 100 percent / PPh₃; I₂; imidazole / acetonitrile; tetrahydrofuran / 1 h / 0 °C

6.1: 95 percent / dimethylsulfoxide / 5.5 h / 0 °C

7.1: DIBAL-H / toluene / 2 h / -78 °C

7.2: 95 percent / HCl; NH₄Cl / H₂O / -78 - 20 °C

8.1: 86 percent / DABCO / methanol / 120 h

With 1,4-diaza-bicyclo[2.2.2]octane; 1H-imidazole; hydrogen; iodine; diisobutylaluminium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triphenylphosphine; lithium chloride; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; dimethyl sulfoxide; toluene; acetonitrile; 2.1: Horner-Emmons olefination / 8.1: Morita-Baylis-Hillman reaction;
DOI:10.1021/ol050763x

Reference yield:

: 854612-89-8
ethyl (2E,4R)-4-(t-butyldiphenylsilyloxy)-2-pentenoate

: 854612-91-2
methyl (3RS,7R)-7-(t-butyldiphenylsilyloxy)-3-hydroxy-2-methyleneoctanoate

Guidance literature:: Multi-step reaction with 6 steps

1.1: H₂ / Pd/C / ethanol / 23 h

2.1: 21.0 g / DIBAL-H / CH₂Cl₂; toluene / 2 h / -18 °C

3.1: 100 percent / PPh₃; I₂; imidazole / acetonitrile; tetrahydrofuran / 1 h / 0 °C

4.1: 95 percent / dimethylsulfoxide / 5.5 h / 0 °C

5.1: DIBAL-H / toluene / 2 h / -78 °C

5.2: 95 percent / HCl; NH₄Cl / H₂O / -78 - 20 °C

6.1: 86 percent / DABCO / methanol / 120 h

With 1,4-diaza-bicyclo[2.2.2]octane; 1H-imidazole; hydrogen; iodine; diisobutylaluminium hydride; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; dimethyl sulfoxide; toluene; acetonitrile; 6.1: Morita-Baylis-Hillman reaction;
DOI:10.1021/ol050763x