(2R,3R)-3-tert-butoxycarbonylamino-1-tert-butyldimethylsilyloxy-2-methoxymethyloxy-3-phenylpropane

Base Information

Chemical Name:(2R,3R)-3-tert-butoxycarbonylamino-1-tert-butyldimethylsilyloxy-2-methoxymethyloxy-3-phenylpropane
CAS No.:146499-46-9
Molecular Formula:C₂₂H₃₉NO₅Si
Molecular Weight:425.641
Hs Code.:

Synonyms:(2R,3R)-3-tert-butoxycarbonylamino-1-tert-butyldimethylsilyloxy-2-methoxymethyloxy-3-phenylpropane

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Chemical Property of (2R,3R)-3-tert-butoxycarbonylamino-1-tert-butyldimethylsilyloxy-2-methoxymethyloxy-3-phenylpropane

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Technology Process of (2R,3R)-3-tert-butoxycarbonylamino-1-tert-butyldimethylsilyloxy-2-methoxymethyloxy-3-phenylpropane

There total 4 articles about (2R,3R)-3-tert-butoxycarbonylamino-1-tert-butyldimethylsilyloxy-2-methoxymethyloxy-3-phenylpropane 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: 92.0%

: 107-30-2
chloromethyl methyl ether

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

: 146499-46-9
(2R,3R)-3-tert-butoxycarbonylamino-1-tert-butyldimethylsilyloxy-2-methoxymethyloxy-3-phenylpropane

Guidance literature:: With i-PrNEt; In dichloromethane; at 50 ℃; for 20h;
DOI:10.1016/S0040-4020(01)88039-X

Reference yield:

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

: 146499-46-9
(2R,3R)-3-tert-butoxycarbonylamino-1-tert-butyldimethylsilyloxy-2-methoxymethyloxy-3-phenylpropane

Guidance literature:: Multi-step reaction with 5 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

5: 92 percent / i-PrNEt / CH₂Cl₂ / 20 h / 50 °C

With dmap; sodium azide; i-PrNEt; 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

: 146499-46-9
(2R,3R)-3-tert-butoxycarbonylamino-1-tert-butyldimethylsilyloxy-2-methoxymethyloxy-3-phenylpropane

Guidance literature:: Multi-step reaction with 4 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

4: 92 percent / i-PrNEt / CH₂Cl₂ / 20 h / 50 °C

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