(S)-methyl 5-(tert-butyldimethylsilyloxy)-2-(tert-butyldiphenylsilyloxy)pentanoate

Base Information

Chemical Name:(S)-methyl 5-(tert-butyldimethylsilyloxy)-2-(tert-butyldiphenylsilyloxy)pentanoate
CAS No.:1372620-67-1
Molecular Formula:C₂₈H₄₄O₄Si₂
Molecular Weight:500.826
Hs Code.:

Synonyms:(S)-methyl 5-(tert-butyldimethylsilyloxy)-2-(tert-butyldiphenylsilyloxy)pentanoate

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

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Chemical Property of (S)-methyl 5-(tert-butyldimethylsilyloxy)-2-(tert-butyldiphenylsilyloxy)pentanoate

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Technology Process of (S)-methyl 5-(tert-butyldimethylsilyloxy)-2-(tert-butyldiphenylsilyloxy)pentanoate

There total 6 articles about (S)-methyl 5-(tert-butyldimethylsilyloxy)-2-(tert-butyldiphenylsilyloxy)pentanoate 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: 100.0%

: 958447-87-5
(S)-methyl 2-(tert-butyldiphenylsilyloxy)-5-hydroxypentanoate

: 18162-48-6
tert-butyldimethylsilyl chloride

: 1372620-67-1
(S)-methyl 5-(tert-butyldimethylsilyloxy)-2-(tert-butyldiphenylsilyloxy)pentanoate

Guidance literature:: With 1H-imidazole; In dichloromethane; at 20 ℃; for 5h;
DOI:10.3762/bjoc.7.158

Reference yield:

: 56-86-0,21675-62-7,23009-64-5,25104-13-6,84960-48-5,25513-46-6
L-glutamic acid

: 1372620-67-1
(S)-methyl 5-(tert-butyldimethylsilyloxy)-2-(tert-butyldiphenylsilyloxy)pentanoate

Guidance literature:: Multi-step reaction with 6 steps

1.1: sulfuric acid / diethyl ether

1.2: 20 °C

1.3: 1 h / Cooling with ice

2.1: water; acetic acid; sodium nitrite / 6 h / 20 °C

3.1: 1H-imidazole / dichloromethane / 0.25 h / 0 °C

3.2: 3 h / 20 °C

4.1: palladium 10% on activated carbon; hydrogen / methanol / 12 h

5.1: borane-THF / tetrahydrofuran / 3.17 h / -5 - 20 °C

6.1: 1H-imidazole / dichloromethane / 5 h / 20 °C

With 1H-imidazole; borane-THF; sulfuric acid; palladium 10% on activated carbon; water; hydrogen; acetic acid; sodium nitrite; In tetrahydrofuran; methanol; diethyl ether; dichloromethane;
DOI:10.3762/bjoc.7.158

Reference yield:

: 958447-77-3
(S)-5-benzyl 1-methyl 2-(tert-butyldiphenylsilyloxy)pentanedioate

: 1372620-67-1
(S)-methyl 5-(tert-butyldimethylsilyloxy)-2-(tert-butyldiphenylsilyloxy)pentanoate

Guidance literature:: Multi-step reaction with 3 steps

1: palladium 10% on activated carbon; hydrogen / methanol / 12 h

2: borane-THF / tetrahydrofuran / 3.17 h / -5 - 20 °C

3: 1H-imidazole / dichloromethane / 5 h / 20 °C

With 1H-imidazole; borane-THF; palladium 10% on activated carbon; hydrogen; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.3762/bjoc.7.158