(2R,3S)-1-(tert-Butyl-dimethyl-silanyloxy)-2-dibenzylamino-4-methyl-pentan-3-ol

Base Information

Chemical Name:(2R,3S)-1-(tert-Butyl-dimethyl-silanyloxy)-2-dibenzylamino-4-methyl-pentan-3-ol
CAS No.:188802-09-7
Molecular Formula:C₂₆H₄₁NO₂Si
Molecular Weight:427.703
Hs Code.:

Synonyms:(2R,3S)-1-(tert-Butyl-dimethyl-silanyloxy)-2-dibenzylamino-4-methyl-pentan-3-ol

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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 (2R,3S)-1-(tert-Butyl-dimethyl-silanyloxy)-2-dibenzylamino-4-methyl-pentan-3-ol

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Technology Process of (2R,3S)-1-(tert-Butyl-dimethyl-silanyloxy)-2-dibenzylamino-4-methyl-pentan-3-ol

There total 4 articles about (2R,3S)-1-(tert-Butyl-dimethyl-silanyloxy)-2-dibenzylamino-4-methyl-pentan-3-ol 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: 88.0%

: 1068-55-9
isopropylmagnesium chloride

: 188840-00-8
(R)-3-(tert-Butyl-dimethyl-silanyloxy)-2-dibenzylamino-propionaldehyde

: 188802-09-7
(2R,3S)-1-(tert-Butyl-dimethyl-silanyloxy)-2-dibenzylamino-4-methyl-pentan-3-ol

Guidance literature:: In tetrahydrofuran; diethyl ether; at -78 ℃; for 1h;
DOI:10.1021/jo971468w

Reference yield:

: 188802-06-4
(R)-3-(tert-Butyl-dimethyl-silanyloxy)-2-dibenzylamino-propionic acid methyl ester

: 188802-09-7
(2R,3S)-1-(tert-Butyl-dimethyl-silanyloxy)-2-dibenzylamino-4-methyl-pentan-3-ol

Guidance literature:: Multi-step reaction with 3 steps

1: 99 percent / LiBH₄ / diethyl ether; methanol / 3 h / Heating

2: 1.) (COCl)2, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C, 15 min, 2.) CH₂Cl₂, -78 deg C, 15 min

3: 88 percent / diethyl ether; tetrahydrofuran / 1 h / -78 °C

With lithium borohydride; oxalyl dichloride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; methanol; diethyl ether;
DOI:10.1021/jo971468w

Reference yield:

: 100-39-0
benzyl bromide

: 188802-09-7
(2R,3S)-1-(tert-Butyl-dimethyl-silanyloxy)-2-dibenzylamino-4-methyl-pentan-3-ol

Guidance literature:: Multi-step reaction with 5 steps

1: NaHCO₃ / tetrahydrofuran; dimethylsulfoxide / 15 h / Heating

2: 90 percent / imidazole / dimethylformamide / 15 h / Ambient temperature

3: 99 percent / LiBH₄ / diethyl ether; methanol / 3 h / Heating

4: 1.) (COCl)2, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C, 15 min, 2.) CH₂Cl₂, -78 deg C, 15 min

5: 88 percent / diethyl ether; tetrahydrofuran / 1 h / -78 °C

With 1H-imidazole; lithium borohydride; oxalyl dichloride; sodium hydrogencarbonate; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; methanol; diethyl ether; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1021/jo971468w