(3R,4R)-1-Benzyl-3-benzyloxy-4-[(R)-1-(tert-butyl-diphenyl-silanyloxy)-2-methyl-propyl]-azetidin-2-one

Base Information

Chemical Name:(3R,4R)-1-Benzyl-3-benzyloxy-4-[(R)-1-(tert-butyl-diphenyl-silanyloxy)-2-methyl-propyl]-azetidin-2-one
CAS No.:178207-98-2
Molecular Formula:C₃₇H₄₃NO₃Si
Molecular Weight:577.839
Hs Code.:

Synonyms:(3R,4R)-1-Benzyl-3-benzyloxy-4-[(R)-1-(tert-butyl-diphenyl-silanyloxy)-2-methyl-propyl]-azetidin-2-one

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Chemical Property of (3R,4R)-1-Benzyl-3-benzyloxy-4-[(R)-1-(tert-butyl-diphenyl-silanyloxy)-2-methyl-propyl]-azetidin-2-one

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Technology Process of (3R,4R)-1-Benzyl-3-benzyloxy-4-[(R)-1-(tert-butyl-diphenyl-silanyloxy)-2-methyl-propyl]-azetidin-2-one

There total 2 articles about (3R,4R)-1-Benzyl-3-benzyloxy-4-[(R)-1-(tert-butyl-diphenyl-silanyloxy)-2-methyl-propyl]-azetidin-2-one 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: 59.0%

: 19810-31-2
Benzyloxyacetyl chloride

: Benzyl-[(R)-2-(tert-butyl-diphenyl-silanyloxy)-3-methyl-but-(E)-ylidene]-amine

: 178207-98-2
(3R,4R)-1-Benzyl-3-benzyloxy-4-[(R)-1-(tert-butyl-diphenyl-silanyloxy)-2-methyl-propyl]-azetidin-2-one

Guidance literature:: With triethylamine; In dichloromethane; at -78 - 20 ℃; for 20h;
DOI:10.1021/jo952178n

Reference yield:

: 19810-31-2
Benzyloxyacetyl chloride

: Benzyl-[(R)-2-(tert-butyl-diphenyl-silanyloxy)-3-methyl-but-(Z)-ylidene]-amine

: 178207-98-2
(3R,4R)-1-Benzyl-3-benzyloxy-4-[(R)-1-(tert-butyl-diphenyl-silanyloxy)-2-methyl-propyl]-azetidin-2-one

Guidance literature:: With triethylamine; In dichloromethane; for 20h;
DOI:10.1039/cc9960000161

Reference yield:

: 178207-98-2
(3R,4R)-1-Benzyl-3-benzyloxy-4-[(R)-1-(tert-butyl-diphenyl-silanyloxy)-2-methyl-propyl]-azetidin-2-one

: 175793-29-0
(S)-2-[(2S,3R)-2-Benzylamino-3-(tert-butyl-diphenyl-silanyloxy)-4-methyl-pentanoylamino]-4-methyl-pentanoic acid benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: NH₄HCO₂ / Pd/C / propan-2-ol / 1 h / Heating

2: Me₂SO, P₂O₅ / 20 h

3: 81 percent / MCPBA / CH₂Cl₂ / 1 h / -40 °C

4: CH₂Cl₂ / 15 h

With ammonium formate; phosphorus pentoxide; dimethyl sulfoxide; 3-chloro-benzenecarboperoxoic acid; palladium on activated charcoal; In dichloromethane; isopropyl alcohol;
DOI:10.1039/cc9960000161