(2R,3R,4S)-2-benzyl-3-(tert-butyldimethylsilanyloxy)-4-hydroxypentanoic acid benzyl ester

Base Information

Chemical Name:(2R,3R,4S)-2-benzyl-3-(tert-butyldimethylsilanyloxy)-4-hydroxypentanoic acid benzyl ester
CAS No.:210300-08-6
Molecular Formula:C₂₅H₃₆O₄Si
Molecular Weight:428.644
Hs Code.:

Synonyms:(2R,3R,4S)-2-benzyl-3-(tert-butyldimethylsilanyloxy)-4-hydroxypentanoic acid benzyl ester

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Chemical Property of (2R,3R,4S)-2-benzyl-3-(tert-butyldimethylsilanyloxy)-4-hydroxypentanoic acid benzyl ester

Chemical Property:

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Technology Process of (2R,3R,4S)-2-benzyl-3-(tert-butyldimethylsilanyloxy)-4-hydroxypentanoic acid benzyl ester

There total 6 articles about (2R,3R,4S)-2-benzyl-3-(tert-butyldimethylsilanyloxy)-4-hydroxypentanoic acid benzyl ester 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:

: 215798-09-7
(2R,3R,4S)-2-benzyl-3-(tert-butyldimethylsilanyloxy)-4-(4-methoxybenzyloxy)-pentanoic acid benzyl ester

: 210300-08-6
(2R,3R,4S)-2-benzyl-3-(tert-butyldimethylsilanyloxy)-4-hydroxypentanoic acid benzyl ester

Guidance literature:: With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In water;
DOI:10.1016/S0040-4039(98)00796-5

Reference yield:

: 96837-44-4
(R)-4-isopropyl-3-(3-phenylpropanoyl)oxazolidin-2-one

: 210300-08-6
(2R,3R,4S)-2-benzyl-3-(tert-butyldimethylsilanyloxy)-4-hydroxypentanoic acid benzyl ester

Guidance literature:: Multi-step reaction with 5 steps

2: aq. H₂O₂, LiOH / 12 h / 25 °C

3: 89 percent / triphenylphosphine, DIAD / tetrahydrofuran / 0.67 h / 25 °C

4: 99 percent / imidazole / dimethylformamide / 17 h / 60 °C

5: 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / CH₂Cl₂; H₂O / 0.5 h / 25 °C

With 1H-imidazole; lithium hydroxide; di-isopropyl azodicarboxylate; dihydrogen peroxide; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(98)00777-7

Reference yield:

: 645-45-4
hydrocinnamic acid chloride

: 210300-08-6
(2R,3R,4S)-2-benzyl-3-(tert-butyldimethylsilanyloxy)-4-hydroxypentanoic acid benzyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 78 percent / n-butyllithium / tetrahydrofuran / 3 h / -78 °C

3: aq. H₂O₂, LiOH / 12 h / 25 °C

4: 89 percent / triphenylphosphine, DIAD / tetrahydrofuran / 0.67 h / 25 °C

5: 99 percent / imidazole / dimethylformamide / 17 h / 60 °C

6: 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / CH₂Cl₂; H₂O / 0.5 h / 25 °C

With 1H-imidazole; lithium hydroxide; n-butyllithium; di-isopropyl azodicarboxylate; dihydrogen peroxide; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(98)00777-7