2-[(2S,3R,4R,5S)-3,4,5-Tris-benzyloxy-2-(tert-butyl-diphenyl-silanyloxymethyl)-piperidin-1-yl]-ethylamine

Base Information

Chemical Name:2-[(2S,3R,4R,5S)-3,4,5-Tris-benzyloxy-2-(tert-butyl-diphenyl-silanyloxymethyl)-piperidin-1-yl]-ethylamine
CAS No.:441310-88-9
Molecular Formula:C₄₅H₅₄N₂O₄Si
Molecular Weight:715.02
Hs Code.:

Synonyms:2-[(2S,3R,4R,5S)-3,4,5-Tris-benzyloxy-2-(tert-butyl-diphenyl-silanyloxymethyl)-piperidin-1-yl]-ethylamine

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Chemical Property of 2-[(2S,3R,4R,5S)-3,4,5-Tris-benzyloxy-2-(tert-butyl-diphenyl-silanyloxymethyl)-piperidin-1-yl]-ethylamine

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Technology Process of 2-[(2S,3R,4R,5S)-3,4,5-Tris-benzyloxy-2-(tert-butyl-diphenyl-silanyloxymethyl)-piperidin-1-yl]-ethylamine

There total 9 articles about 2-[(2S,3R,4R,5S)-3,4,5-Tris-benzyloxy-2-(tert-butyl-diphenyl-silanyloxymethyl)-piperidin-1-yl]-ethylamine 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: 72.0%

: 107-15-3,85404-18-8
ethylenediamine

: 441310-83-4
Methanesulfonic acid (1R,2S,3R,4S)-2,3,4-tris-benzyloxy-1-(tert-butyl-diphenyl-silanyloxymethyl)-5-methanesulfonyloxy-pentyl ester

: 441310-88-9
2-[(2S,3R,4R,5S)-3,4,5-Tris-benzyloxy-2-(tert-butyl-diphenyl-silanyloxymethyl)-piperidin-1-yl]-ethylamine

Guidance literature:: at 70 ℃; for 46h;
DOI:10.1016/S0040-4039(02)00250-2

Reference yield:

: 100-39-0
benzyl bromide

: 441310-88-9
2-[(2S,3R,4R,5S)-3,4,5-Tris-benzyloxy-2-(tert-butyl-diphenyl-silanyloxymethyl)-piperidin-1-yl]-ethylamine

Guidance literature:: Multi-step reaction with 5 steps

1: 85 percent / NaH; 18-crown-6 / tetrahydrofuran / 19 h / 70 °C

2: 70 percent / NBS / acetonitrile; H₂O / 2 h

3: 92 percent / NaBH₄ / ethanol / 20 h

4: 80 percent / Et₃N; DMAP / CH₂Cl₂ / 3 h / -15 °C

5: 72 percent / 46 h / 70 °C

With dmap; sodium tetrahydroborate; N-Bromosuccinimide; 18-crown-6 ether; sodium hydride; triethylamine; In tetrahydrofuran; ethanol; dichloromethane; water; acetonitrile;
DOI:10.1016/S0040-4039(02)00250-2

Reference yield:

: 182074-52-8
pent-4-enyl α,β-D-glucopyranoside

: 441310-88-9
2-[(2S,3R,4R,5S)-3,4,5-Tris-benzyloxy-2-(tert-butyl-diphenyl-silanyloxymethyl)-piperidin-1-yl]-ethylamine

Guidance literature:: Multi-step reaction with 6 steps

1: 94 percent / DBU / tetrahydrofuran / 22 h

2: 85 percent / NaH; 18-crown-6 / tetrahydrofuran / 19 h / 70 °C

3: 70 percent / NBS / acetonitrile; H₂O / 2 h

4: 92 percent / NaBH₄ / ethanol / 20 h

5: 80 percent / Et₃N; DMAP / CH₂Cl₂ / 3 h / -15 °C

6: 72 percent / 46 h / 70 °C

With dmap; sodium tetrahydroborate; N-Bromosuccinimide; 18-crown-6 ether; sodium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In tetrahydrofuran; ethanol; dichloromethane; water; acetonitrile;
DOI:10.1016/S0040-4039(02)00250-2