(1R,2S)-N,N-dibenzyl-1-[2-(tert-butyldimethylsilyloxy)ethyl]-2-methoxymethoxybutylamine

Base Information

Chemical Name:(1R,2S)-N,N-dibenzyl-1-[2-(tert-butyldimethylsilyloxy)ethyl]-2-methoxymethoxybutylamine
CAS No.:908599-14-4
Molecular Formula:C₂₈H₄₅NO₃Si
Molecular Weight:471.756
Hs Code.:

Synonyms:(1R,2S)-N,N-dibenzyl-1-[2-(tert-butyldimethylsilyloxy)ethyl]-2-methoxymethoxybutylamine

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Chemical Property of (1R,2S)-N,N-dibenzyl-1-[2-(tert-butyldimethylsilyloxy)ethyl]-2-methoxymethoxybutylamine

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Technology Process of (1R,2S)-N,N-dibenzyl-1-[2-(tert-butyldimethylsilyloxy)ethyl]-2-methoxymethoxybutylamine

There total 6 articles about (1R,2S)-N,N-dibenzyl-1-[2-(tert-butyldimethylsilyloxy)ethyl]-2-methoxymethoxybutylamine 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: 79.0%

: 908599-13-3
(3S,4R)-4-dibenzylamino-6-(tert-butyldimethylsilyloxy)hexan-3-ol

: 107-30-2
chloromethyl methyl ether

: 908599-14-4
(1R,2S)-N,N-dibenzyl-1-[2-(tert-butyldimethylsilyloxy)ethyl]-2-methoxymethoxybutylamine

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 5h;
DOI:10.1021/jm0601809

Reference yield:

: (R)-2-Dibenzylamino-succinic acid

: 908599-14-4
(1R,2S)-N,N-dibenzyl-1-[2-(tert-butyldimethylsilyloxy)ethyl]-2-methoxymethoxybutylamine

Guidance literature:: Multi-step reaction with 5 steps

1: LiAlH₄ / tetrahydrofuran / 0 °C

2: 42 percent / imidazole / CH₂Cl₂ / 0 °C

3: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - 0 °C

4: 2.76 g / tetrahydrofuran / -78 - 20 °C

5: 79 percent / iPr₂NEt / CH₂Cl₂ / 5 h / 20 °C

With 1H-imidazole; lithium aluminium tetrahydride; oxalyl dichloride; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jm0601809

Reference yield:

: 100-39-0
benzyl bromide

: 908599-14-4
(1R,2S)-N,N-dibenzyl-1-[2-(tert-butyldimethylsilyloxy)ethyl]-2-methoxymethoxybutylamine

Guidance literature:: Multi-step reaction with 6 steps

1: K₂CO₃; NaOH / methanol; H₂O / Heating

2: LiAlH₄ / tetrahydrofuran / 0 °C

3: 42 percent / imidazole / CH₂Cl₂ / 0 °C

4: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - 0 °C

5: 2.76 g / tetrahydrofuran / -78 - 20 °C

6: 79 percent / iPr₂NEt / CH₂Cl₂ / 5 h / 20 °C

With 1H-imidazole; sodium hydroxide; lithium aluminium tetrahydride; oxalyl dichloride; potassium carbonate; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane; water;
DOI:10.1021/jm0601809