(2R)-1-(tert-butyloxycarbonyl)-2-((tert-butyldiphenylsilyl)oxymethyl)-3-azetidinone

Base Information

Chemical Name:(2R)-1-(tert-butyloxycarbonyl)-2-((tert-butyldiphenylsilyl)oxymethyl)-3-azetidinone
CAS No.:150943-17-2
Molecular Formula:C₂₅H₃₃NO₄Si
Molecular Weight:439.627
Hs Code.:

Synonyms:(2R)-1-(tert-butyloxycarbonyl)-2-((tert-butyldiphenylsilyl)oxymethyl)-3-azetidinone

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Chemical Property of (2R)-1-(tert-butyloxycarbonyl)-2-((tert-butyldiphenylsilyl)oxymethyl)-3-azetidinone

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Technology Process of (2R)-1-(tert-butyloxycarbonyl)-2-((tert-butyldiphenylsilyl)oxymethyl)-3-azetidinone

There total 6 articles about (2R)-1-(tert-butyloxycarbonyl)-2-((tert-butyldiphenylsilyl)oxymethyl)-3-azetidinone 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: 67.0%

: 150943-16-1
(3R)-1-diazo-3-(N-tert-butyloxycarbonylamino)-4-(tert-butyldiphenylsilyloxy)-2-butanone

: 150943-17-2
(2R)-1-(tert-butyloxycarbonyl)-2-((tert-butyldiphenylsilyl)oxymethyl)-3-azetidinone

Guidance literature:: dirhodium tetraacetate; In dichloromethane; for 18h; -95 deg C to RT;
DOI:10.1016/S0040-4039(00)60516-6

Reference yield: 67.0%

: 150943-16-1
(3R)-1-diazo-3-(N-tert-butyloxycarbonylamino)-4-(tert-butyldiphenylsilyloxy)-2-butanone

: 150943-17-2
(2R)-1-(tert-butyloxycarbonyl)-2-((tert-butyldiphenylsilyl)oxymethyl)-3-azetidinone

: 406220-17-5
(2R)-2-(tert-butyloxycarbonylamino)-4-oxacyclopentanone

: (+/-)-2-(tert-butyldiphenylsilyloxymethyl)-3-aza-5-oxa-1,4-cyclohexanedione

Guidance literature:: dirhodium tetraacetate; In dichloromethane; at -95 - 20 ℃; for 15h;
DOI:10.1139/v01-171

Reference yield:

: N-Boc-O-TBDPS-(R)-serine

: 150943-17-2
(2R)-1-(tert-butyloxycarbonyl)-2-((tert-butyldiphenylsilyl)oxymethyl)-3-azetidinone

Guidance literature:: Multi-step reaction with 2 steps

1.1: isobutyl chloroformate; 4-methylmorpholine / CH₂Cl₂ / 0.75 h / -10 °C

1.2: 97 percent / CH₂Cl₂; diethyl ether / 7 h / 20 °C

2.1: 67 percent / Rh₂(OAc)4 / CH₂Cl₂ / 15 h / -95 - 20 °C

With 4-methyl-morpholine; isobutyl chloroformate; dirhodium tetraacetate; In dichloromethane;
DOI:10.1139/v01-171