(2R,3R)-1-<(tert-butyldimethylsilyl)oxy>-3-<(tert-butoxycarbonyl)amino>-3-phenyl-2-propanol

Base Information

Chemical Name:(2R,3R)-1-<(tert-butyldimethylsilyl)oxy>-3-<(tert-butoxycarbonyl)amino>-3-phenyl-2-propanol
CAS No.:153704-74-6
Molecular Formula:C₂₀H₃₅NO₄Si
Molecular Weight:381.588
Hs Code.:

Synonyms:(2R,3R)-1-<(tert-butyldimethylsilyl)oxy>-3-<(tert-butoxycarbonyl)amino>-3-phenyl-2-propanol

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Chemical Property of (2R,3R)-1-<(tert-butyldimethylsilyl)oxy>-3-<(tert-butoxycarbonyl)amino>-3-phenyl-2-propanol

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Technology Process of (2R,3R)-1-<(tert-butyldimethylsilyl)oxy>-3-<(tert-butoxycarbonyl)amino>-3-phenyl-2-propanol

There total 5 articles about (2R,3R)-1-<(tert-butyldimethylsilyl)oxy>-3-<(tert-butoxycarbonyl)amino>-3-phenyl-2-propanol 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: 90.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 125414-45-1
(2R,3R)-3-<(tert-butoxycarbonyl)amino>-3-phenyl-1,2-propanediol

: 153704-74-6
(2R,3R)-1-<(tert-butyldimethylsilyl)oxy>-3-<(tert-butoxycarbonyl)amino>-3-phenyl-2-propanol

Guidance literature:: With dmap; triethylamine; In dichloromethane; for 16h; Ambient temperature;
DOI:10.1016/S0040-4020(01)88039-X

Reference yield:

: 104196-23-8
(2S,3S)-2,3-epoxy-3-phenyl-1-propanol

: 153704-74-6
(2R,3R)-1-<(tert-butyldimethylsilyl)oxy>-3-<(tert-butoxycarbonyl)amino>-3-phenyl-2-propanol

Guidance literature:: Multi-step reaction with 4 steps

1: NaN₃, NH₄Cl / methanol; H₂O / 10 h / 70 °C

2: HCO₂NH₄ / 10 percent Pd-C / methanol / 2 h / Ambient temperature

3: 93 percent / sat. aq. NaHCO₃ / dioxane / 8 h / Ambient temperature

4: 90 percent / Et₃N, DMAP / CH₂Cl₂ / 16 h / Ambient temperature

With dmap; sodium azide; ammonium formate; sodium hydrogencarbonate; ammonium chloride; triethylamine; palladium on activated charcoal; In 1,4-dioxane; methanol; dichloromethane; water;
DOI:10.1016/S0040-4020(01)88039-X

Reference yield:

: 121745-57-1
(2R,3R)-3-azido-3-phenyl-propane-1,2diol

: 153704-74-6
(2R,3R)-1-<(tert-butyldimethylsilyl)oxy>-3-<(tert-butoxycarbonyl)amino>-3-phenyl-2-propanol

Guidance literature:: Multi-step reaction with 3 steps

1: HCO₂NH₄ / 10 percent Pd-C / methanol / 2 h / Ambient temperature

2: 93 percent / sat. aq. NaHCO₃ / dioxane / 8 h / Ambient temperature

3: 90 percent / Et₃N, DMAP / CH₂Cl₂ / 16 h / Ambient temperature

With dmap; ammonium formate; sodium hydrogencarbonate; triethylamine; palladium on activated charcoal; In 1,4-dioxane; methanol; dichloromethane;
DOI:10.1016/S0040-4020(01)88039-X