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

Base Information

Chemical Name:(1S,2S,3R)-2,3-Bis-benzyloxy-4-(tert-butyl-diphenyl-silanyloxy)-1-methoxymethyl-butylamine
CAS No.:180780-66-9
Molecular Formula:C₃₆H₄₅NO₄Si
Molecular Weight:583.843
Hs Code.:

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

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

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

There total 7 articles about (1S,2S,3R)-2,3-Bis-benzyloxy-4-(tert-butyl-diphenyl-silanyloxy)-1-methoxymethyl-butylamine 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: 58.0%

: 180780-65-8
((2R,3S,4S)-4-Azido-2,3-bis-benzyloxy-5-methoxy-pentyloxy)-tert-butyl-diphenyl-silane

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

Guidance literature:: With lithium aluminium tetrahydride; In tetrahydrofuran; for 7h; Ambient temperature;
DOI:10.1021/jo960315q

Reference yield:

: 128821-26-1
methyl 2,3-di-O-benzyl-α-D-lyxofuranoside

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

Guidance literature:: Multi-step reaction with 6 steps

1: 81 percent / NaH / dimethylformamide / 12 h / Ambient temperature

2: 1.) aq. HCl, 2.) NaBH₄ / 1) AcOH, 70 deg C, 21 h; 2) EtOH, 30 min

3: 100 percent / imidazole / dimethylformamide / 12 h / Ambient temperature

4: Et₃N / CH₂Cl₂ / 0.5 h / Ambient temperature

5: NaN₃ / dimethylformamide / 19 h / 100 °C

6: 58 percent / LiAlH₄ / tetrahydrofuran / 7 h / Ambient temperature

With 1H-imidazole; hydrogenchloride; sodium tetrahydroborate; lithium aluminium tetrahydride; sodium azide; sodium hydride; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo960315q

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

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

Guidance literature:: Multi-step reaction with 4 steps

1: 100 percent / imidazole / dimethylformamide / 12 h / Ambient temperature

2: Et₃N / CH₂Cl₂ / 0.5 h / Ambient temperature

3: NaN₃ / dimethylformamide / 19 h / 100 °C

4: 58 percent / LiAlH₄ / tetrahydrofuran / 7 h / Ambient temperature

With 1H-imidazole; lithium aluminium tetrahydride; sodium azide; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo960315q