Acetic acid (1S,2R)-2-(benzyl-benzyloxycarbonyl-amino)-3-(tert-butyl-dimethyl-silanyloxy)-1-oxiranylmethyl-propyl ester

Base Information

Chemical Name:Acetic acid (1S,2R)-2-(benzyl-benzyloxycarbonyl-amino)-3-(tert-butyl-dimethyl-silanyloxy)-1-oxiranylmethyl-propyl ester
CAS No.:337975-51-6
Molecular Formula:C₂₉H₄₁NO₆Si
Molecular Weight:527.733
Hs Code.:

Synonyms:Acetic acid (1S,2R)-2-(benzyl-benzyloxycarbonyl-amino)-3-(tert-butyl-dimethyl-silanyloxy)-1-oxiranylmethyl-propyl ester

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Chemical Property of Acetic acid (1S,2R)-2-(benzyl-benzyloxycarbonyl-amino)-3-(tert-butyl-dimethyl-silanyloxy)-1-oxiranylmethyl-propyl ester

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Technology Process of Acetic acid (1S,2R)-2-(benzyl-benzyloxycarbonyl-amino)-3-(tert-butyl-dimethyl-silanyloxy)-1-oxiranylmethyl-propyl ester

There total 1 articles about Acetic acid (1S,2R)-2-(benzyl-benzyloxycarbonyl-amino)-3-(tert-butyl-dimethyl-silanyloxy)-1-oxiranylmethyl-propyl ester 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%

: 108-24-7
acetic anhydride

: Benzyl-[(1R,2S)-1-(tert-butyl-dimethyl-silanyloxymethyl)-2-hydroxy-3-oxiranyl-propyl]-carbamic acid benzyl ester

: 337975-51-6
Acetic acid (1S,2R)-2-(benzyl-benzyloxycarbonyl-amino)-3-(tert-butyl-dimethyl-silanyloxy)-1-oxiranylmethyl-propyl ester

Guidance literature:: With pyridine; dmap; at 20 ℃;
DOI:10.1016/S0040-4039(01)00071-5

Reference yield:

: 337975-51-6
Acetic acid (1S,2R)-2-(benzyl-benzyloxycarbonyl-amino)-3-(tert-butyl-dimethyl-silanyloxy)-1-oxiranylmethyl-propyl ester

: 95863-88-0
(2S,4S,5R)-4-Hydroxy-5-hydroxymethyl-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: H₂ / Pd/C / methanol / 20 °C

2: 65 percent / aq. NaHCO₃ / CH₂Cl₂ / 20 °C

3: 80 percent / NaIO₄ / RuCl₃ / acetonitrile; CCl₄; H₂O / 0 °C

4: 88 percent / aq. HCl / tetrahydrofuran / Heating

With hydrogenchloride; sodium periodate; hydrogen; sodium hydrogencarbonate; ruthenium trichloride; palladium on activated charcoal; In tetrahydrofuran; methanol; tetrachloromethane; dichloromethane; water; acetonitrile;
DOI:10.1016/S0040-4039(01)00071-5

Reference yield:

: 337975-51-6
Acetic acid (1S,2R)-2-(benzyl-benzyloxycarbonyl-amino)-3-(tert-butyl-dimethyl-silanyloxy)-1-oxiranylmethyl-propyl ester

: 337975-50-5
benzyl (2R,3S,5S)-3-acetoxy-2-((tert-butyldimethylsilyloxy)methyl)-5-(hydroxymethyl)pyrrolidine-1-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: H₂ / Pd/C / methanol / 20 °C

2: 65 percent / aq. NaHCO₃ / CH₂Cl₂ / 20 °C

With hydrogen; sodium hydrogencarbonate; palladium on activated charcoal; In methanol; dichloromethane;
DOI:10.1016/S0040-4039(01)00071-5