[(1S,2S,3R)-2,3-Bis-benzyloxy-4-(tert-butyl-diphenyl-silanyloxy)-1-methoxymethyl-butyl]-dimethyl-amine

Base Information

Chemical Name:[(1S,2S,3R)-2,3-Bis-benzyloxy-4-(tert-butyl-diphenyl-silanyloxy)-1-methoxymethyl-butyl]-dimethyl-amine
CAS No.:180780-67-0
Molecular Formula:C₃₈H₄₉NO₄Si
Molecular Weight:611.897
Hs Code.:

Synonyms:[(1S,2S,3R)-2,3-Bis-benzyloxy-4-(tert-butyl-diphenyl-silanyloxy)-1-methoxymethyl-butyl]-dimethyl-amine

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Chemical Property of [(1S,2S,3R)-2,3-Bis-benzyloxy-4-(tert-butyl-diphenyl-silanyloxy)-1-methoxymethyl-butyl]-dimethyl-amine

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Technology Process of [(1S,2S,3R)-2,3-Bis-benzyloxy-4-(tert-butyl-diphenyl-silanyloxy)-1-methoxymethyl-butyl]-dimethyl-amine

There total 1 articles about [(1S,2S,3R)-2,3-Bis-benzyloxy-4-(tert-butyl-diphenyl-silanyloxy)-1-methoxymethyl-butyl]-dimethyl-amine 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: 83.0%

: 50-00-0,30525-89-4,61233-19-0
formaldehyd

: 180780-66-9
(1S,2S,3R)-2,3-Bis-benzyloxy-4-(tert-butyl-diphenyl-silanyloxy)-1-methoxymethyl-butylamine

: 180780-67-0
[(1S,2S,3R)-2,3-Bis-benzyloxy-4-(tert-butyl-diphenyl-silanyloxy)-1-methoxymethyl-butyl]-dimethyl-amine

Guidance literature:: With sodium cyanoborohydride; acetic acid; In water; acetonitrile; for 0.25h; Ambient temperature;
DOI:10.1021/jo960315q

Reference yield: 96.0%

: 180780-67-0
[(1S,2S,3R)-2,3-Bis-benzyloxy-4-(tert-butyl-diphenyl-silanyloxy)-1-methoxymethyl-butyl]-dimethyl-amine

: 180780-68-1
(2R,3S,4S)-2,3-Bis-benzyloxy-4-dimethylamino-5-methoxy-pentan-1-ol

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 8h; Ambient temperature;
DOI:10.1021/jo960315q

Reference yield:

: 180780-67-0
[(1S,2S,3R)-2,3-Bis-benzyloxy-4-(tert-butyl-diphenyl-silanyloxy)-1-methoxymethyl-butyl]-dimethyl-amine

: C₅₁H₈₃N₃O₁₂Si

Guidance literature:: Multi-step reaction with 7 steps

1: 96 percent / TBAF / tetrahydrofuran / 8 h / Ambient temperature

2: 38 percent / CrO₃, H₂SO₄ / acetone / 5 h

3: 97 percent / aq. HCl / CH₂Cl₂; hexane

4: 1.) HCl, 2.) Me₃Al / 1) EtOAc, 0 deg C, 15 min; 2) CH₂Cl₂, toluene, 25 min; 3) CH₂Cl₂, toluene, 35 deg C, 9.5 h

5: 70 percent / dimethylformamide / 3 h / 70 °C

6: 68 percent / aq. HCl, H₂ / pd-C / methanol / 10 h / Ambient temperature

7: 1.) LDA, 2.) LDA / 1) DMF, THF, 0 deg C, 10 min; 2) DMF, THF, 0 deg C, 1.5 h

With chromium(VI) oxide; hydrogenchloride; sulfuric acid; tetrabutyl ammonium fluoride; hydrogen; trimethylaluminum; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; methanol; hexane; dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jo960315q