((2S,3R,4S)-1-(tert-butyldimethylsilyloxy)-2,4-dimethyldecan-3-yl) (S)-2-(benzyloxycarbonylamino)propanoate

Base Information

Chemical Name:((2S,3R,4S)-1-(tert-butyldimethylsilyloxy)-2,4-dimethyldecan-3-yl) (S)-2-(benzyloxycarbonylamino)propanoate
CAS No.:1034401-88-1
Molecular Formula:C₂₉H₅₁NO₅Si
Molecular Weight:521.813
Hs Code.:

Synonyms:((2S,3R,4S)-1-(tert-butyldimethylsilyloxy)-2,4-dimethyldecan-3-yl) (S)-2-(benzyloxycarbonylamino)propanoate

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Chemical Property of ((2S,3R,4S)-1-(tert-butyldimethylsilyloxy)-2,4-dimethyldecan-3-yl) (S)-2-(benzyloxycarbonylamino)propanoate

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Technology Process of ((2S,3R,4S)-1-(tert-butyldimethylsilyloxy)-2,4-dimethyldecan-3-yl) (S)-2-(benzyloxycarbonylamino)propanoate

There total 8 articles about ((2S,3R,4S)-1-(tert-butyldimethylsilyloxy)-2,4-dimethyldecan-3-yl) (S)-2-(benzyloxycarbonylamino)propanoate 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: 75.0%

: 1034401-86-9
(2S,3R,4S)-1-(tert-butyldimethylsilyloxy)-2,4-dimethyldecan-3-ol

: 1142-20-7
N-Cbz-Ala

: 1034401-88-1
((2S,3R,4S)-1-(tert-butyldimethylsilyloxy)-2,4-dimethyldecan-3-yl) (S)-2-(benzyloxycarbonylamino)propanoate

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; at 0 - 20 ℃; for 5h;
DOI:10.1016/j.tetlet.2008.03.107

Reference yield:

: (2R,3R,4S,5S)-6-(4-Methoxy-benzyloxy)-3,5-dimethyl-hexane-1,2,4-triol

: 1034401-88-1
((2S,3R,4S)-1-(tert-butyldimethylsilyloxy)-2,4-dimethyldecan-3-yl) (S)-2-(benzyloxycarbonylamino)propanoate

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium periodate / tetrahydrofuran; water / 2 h / 0 - 20 °C

2.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.5 h / -78 °C

2.2: 0.5 h / 0 °C

3.1: palladium 10% on activated carbon; hydrogen / methanol / 2 h / 760.05 Torr

4.1: 1H-imidazole / tetrahydrofuran / 8 h / 0 °C

5.1: dicyclohexyl-carbodiimide; dmap / dichloromethane / 5 h / 0 - 20 °C

With 1H-imidazole; dmap; sodium periodate; palladium 10% on activated carbon; hydrogen; sodium hexamethyldisilazane; dicyclohexyl-carbodiimide; In tetrahydrofuran; methanol; dichloromethane; water; 2.1: |Wittig Olefination / 2.2: |Wittig Olefination;
DOI:10.1016/j.tetasy.2013.07.012

Reference yield:

: C₂₀H₃₂O₃

: 1034401-88-1
((2S,3R,4S)-1-(tert-butyldimethylsilyloxy)-2,4-dimethyldecan-3-yl) (S)-2-(benzyloxycarbonylamino)propanoate

Guidance literature:: Multi-step reaction with 3 steps

1: palladium 10% on activated carbon; hydrogen / methanol / 2 h / 760.05 Torr

2: 1H-imidazole / tetrahydrofuran / 8 h / 0 °C

3: dicyclohexyl-carbodiimide; dmap / dichloromethane / 5 h / 0 - 20 °C

With 1H-imidazole; dmap; palladium 10% on activated carbon; hydrogen; dicyclohexyl-carbodiimide; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/j.tetasy.2013.07.012