(2S,3S)-3-tert-butoxycarbonylamino-4-O-tert-butyldiphenylsilyl-1,2,4-butanetriol

Base Information

Chemical Name:(2S,3S)-3-tert-butoxycarbonylamino-4-O-tert-butyldiphenylsilyl-1,2,4-butanetriol
CAS No.:136537-06-9
Molecular Formula:C₂₅H₃₇NO₅Si
Molecular Weight:459.658
Hs Code.:

Synonyms:(2S,3S)-3-tert-butoxycarbonylamino-4-O-tert-butyldiphenylsilyl-1,2,4-butanetriol

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Chemical Property of (2S,3S)-3-tert-butoxycarbonylamino-4-O-tert-butyldiphenylsilyl-1,2,4-butanetriol

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Technology Process of (2S,3S)-3-tert-butoxycarbonylamino-4-O-tert-butyldiphenylsilyl-1,2,4-butanetriol

There total 8 articles about (2S,3S)-3-tert-butoxycarbonylamino-4-O-tert-butyldiphenylsilyl-1,2,4-butanetriol 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: 95.0%

: 136537-05-8
(2S,3S)-3-tert-butoxycarbonylamino-4-O-tert-butyldiphenylsilyl-1,2-O-isopropylidene-1,2,4-butanetriol

: 136537-06-9
(2S,3S)-3-tert-butoxycarbonylamino-4-O-tert-butyldiphenylsilyl-1,2,4-butanetriol

Guidance literature:: With resin Amberlyst-15 H⁺-form; In methanol; for 28h; Ambient temperature;

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 136537-06-9
(2S,3S)-3-tert-butoxycarbonylamino-4-O-tert-butyldiphenylsilyl-1,2,4-butanetriol

Guidance literature:: Multi-step reaction with 4 steps

1: 96 percent / H₂ / Pd/C / methanol / 20 °C

2: 100 percent / lithium aluminium hydride / tetrahydrofuran / 20 °C

3: 90 percent / imidazole / CH₂Cl₂ / 20 °C

4: 73 percent / Amb_. 15 H(+)-form / methanol / 20 °C

With 1H-imidazole; lithium aluminium tetrahydride; Amb_. 15 H(+)-form; hydrogen; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1002/ejoc.200400734

Reference yield:

: 136537-03-6
(2S,3S)-3-azido-4-O-tert-butyldiphenylsilyl-1,2-O-isopropylidene-1,2,4-butanetriol

: 136537-06-9
(2S,3S)-3-tert-butoxycarbonylamino-4-O-tert-butyldiphenylsilyl-1,2,4-butanetriol

Guidance literature:: Multi-step reaction with 3 steps

1: 100 percent / H₂ / PtO₂ / ethanol / 24 h / 760 Torr / Ambient temperature

2: 92 percent / CH₂Cl₂ / 1 h / Ambient temperature

3: 95 percent / resin Amberlyst-15 H⁺-form / methanol / 28 h / Ambient temperature

With resin Amberlyst-15 H⁺-form; hydrogen; platinum(IV) oxide; In methanol; ethanol; dichloromethane;