(2S)-2,5-bis-(tert-butyldimethylsilyloxy)-1-(4-methoxybenzyloxy)pentane

Base Information

Chemical Name:(2S)-2,5-bis-(tert-butyldimethylsilyloxy)-1-(4-methoxybenzyloxy)pentane
CAS No.:301346-35-0
Molecular Formula:C₂₅H₄₈O₄Si₂
Molecular Weight:468.825
Hs Code.:

Synonyms:(2S)-2,5-bis-(tert-butyldimethylsilyloxy)-1-(4-methoxybenzyloxy)pentane

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Chemical Property of (2S)-2,5-bis-(tert-butyldimethylsilyloxy)-1-(4-methoxybenzyloxy)pentane

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Technology Process of (2S)-2,5-bis-(tert-butyldimethylsilyloxy)-1-(4-methoxybenzyloxy)pentane

There total 4 articles about (2S)-2,5-bis-(tert-butyldimethylsilyloxy)-1-(4-methoxybenzyloxy)pentane 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: 99.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 301346-20-3
(4S)-5-(4-methoxybenzyloxy)-1,4-pentanediol

: 301346-35-0
(2S)-2,5-bis-(tert-butyldimethylsilyloxy)-1-(4-methoxybenzyloxy)pentane

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; for 7.5h;
DOI:10.1021/jo000327i

Reference yield:

: 32780-06-6
(5S)-5-(hydroxymethyl)-2-oxo-tetrahydrofuran

: 301346-35-0
(2S)-2,5-bis-(tert-butyldimethylsilyloxy)-1-(4-methoxybenzyloxy)pentane

Guidance literature:: Multi-step reaction with 3 steps

1: 81 percent / TfOH / diethyl ether / 1 h

2: 93 percent / LiAlH₄ / tetrahydrofuran / 2 h / 0 °C

3: 99 percent / imidazole / dimethylformamide / 7.5 h

With 1H-imidazole; lithium aluminium tetrahydride; trifluorormethanesulfonic acid; In tetrahydrofuran; diethyl ether; N,N-dimethyl-formamide; 1: Substitution / 2: Reduction / 3: Substitution;
DOI:10.1021/jo000327i

Reference yield:

: 6893-26-1,21675-62-7,23009-64-5,25104-13-6,84960-48-5,25513-46-6
D-Glutamic acid

: 301346-35-0
(2S)-2,5-bis-(tert-butyldimethylsilyloxy)-1-(4-methoxybenzyloxy)pentane

Guidance literature:: Multi-step reaction with 4 steps

1.1: NaNO₂; HCl / H₂O

1.2: Me₂S*BH₃

2.1: 81 percent / TfOH / diethyl ether / 1 h

3.1: 93 percent / LiAlH₄ / tetrahydrofuran / 2 h / 0 °C

4.1: 99 percent / imidazole / dimethylformamide / 7.5 h

With 1H-imidazole; hydrogenchloride; lithium aluminium tetrahydride; trifluorormethanesulfonic acid; sodium nitrite; In tetrahydrofuran; diethyl ether; water; N,N-dimethyl-formamide; 1.1: Diazotization / 1.2: Cyclization / 2.1: Substitution / 3.1: Reduction / 4.1: Substitution;
DOI:10.1021/jo000327i