(4R,6S)-methyl 4,6-bis(tert-butyldimethylsilyloxy)-10-phenyldecanoate

Base Information

Chemical Name:(4R,6S)-methyl 4,6-bis(tert-butyldimethylsilyloxy)-10-phenyldecanoate
CAS No.:1351993-05-9
Molecular Formula:C₂₉H₅₄O₄Si₂
Molecular Weight:522.916
Hs Code.:

Synonyms:(4R,6S)-methyl 4,6-bis(tert-butyldimethylsilyloxy)-10-phenyldecanoate

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Chemical Property of (4R,6S)-methyl 4,6-bis(tert-butyldimethylsilyloxy)-10-phenyldecanoate

Chemical Property:

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Technology Process of (4R,6S)-methyl 4,6-bis(tert-butyldimethylsilyloxy)-10-phenyldecanoate

There total 9 articles about (4R,6S)-methyl 4,6-bis(tert-butyldimethylsilyloxy)-10-phenyldecanoate 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:

: 1351993-02-6
(S)-methyl 4-hydroxy-8-phenyloctanoate

: 1351993-05-9
(4R,6S)-methyl 4,6-bis(tert-butyldimethylsilyloxy)-10-phenyldecanoate

Guidance literature:: Multi-step reaction with 6 steps

1: 1H-imidazole / dichloromethane / 0 - 20 °C / Inert atmosphere

2: diisobutylaluminium hydride / dichloromethane / -78 °C / Inert atmosphere

3: D-Prolin / dimethyl sulfoxide / 1 h / 25 °C / Inert atmosphere

4: 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride / dimethyl sulfoxide / 1 h / 0 - 20 °C / Inert atmosphere

5: palladium 10% on activated carbon; hydrogen / ethyl acetate / 8 h

6: 1H-imidazole / dichloromethane / 0 - 20 °C / Inert atmosphere

With 1H-imidazole; palladium 10% on activated carbon; hydrogen; diisobutylaluminium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; D-Prolin; lithium chloride; In dichloromethane; dimethyl sulfoxide; ethyl acetate; 4: Horner-Wadsworth-Emmons olefination;
DOI:10.1016/j.tetasy.2011.09.017

Reference yield:

: 1351993-03-7
(S)-methyl 4-(tert-butyldimethylsilyloxy)-8-phenyloctanoate

: 1351993-05-9
(4R,6S)-methyl 4,6-bis(tert-butyldimethylsilyloxy)-10-phenyldecanoate

Guidance literature:: Multi-step reaction with 5 steps

1: diisobutylaluminium hydride / dichloromethane / -78 °C / Inert atmosphere

2: D-Prolin / dimethyl sulfoxide / 1 h / 25 °C / Inert atmosphere

3: 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride / dimethyl sulfoxide / 1 h / 0 - 20 °C / Inert atmosphere

4: palladium 10% on activated carbon; hydrogen / ethyl acetate / 8 h

5: 1H-imidazole / dichloromethane / 0 - 20 °C / Inert atmosphere

With 1H-imidazole; palladium 10% on activated carbon; hydrogen; diisobutylaluminium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; D-Prolin; lithium chloride; In dichloromethane; dimethyl sulfoxide; ethyl acetate; 3: Horner-Wadsworth-Emmons olefination;
DOI:10.1016/j.tetasy.2011.09.017

Reference yield:

: C₂₁H₂₅NO₃

: 1351993-05-9
(4R,6S)-methyl 4,6-bis(tert-butyldimethylsilyloxy)-10-phenyldecanoate

Guidance literature:: Multi-step reaction with 7 steps

1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 8 h

2: 1H-imidazole / dichloromethane / 0 - 20 °C / Inert atmosphere

3: diisobutylaluminium hydride / dichloromethane / -78 °C / Inert atmosphere

4: D-Prolin / dimethyl sulfoxide / 1 h / 25 °C / Inert atmosphere

5: 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride / dimethyl sulfoxide / 1 h / 0 - 20 °C / Inert atmosphere

6: palladium 10% on activated carbon; hydrogen / ethyl acetate / 8 h

7: 1H-imidazole / dichloromethane / 0 - 20 °C / Inert atmosphere

With 1H-imidazole; palladium 10% on activated carbon; hydrogen; diisobutylaluminium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; D-Prolin; lithium chloride; In dichloromethane; dimethyl sulfoxide; ethyl acetate; 5: Horner-Wadsworth-Emmons olefination;
DOI:10.1016/j.tetasy.2011.09.017