1-[(N-methyl-N-benzyloxycarbonyl)-amino]-3-benzyl-3-[(tert-butoxycarbonyl)-amino]-2-azetidinone

Base Information

Chemical Name:1-[(N-methyl-N-benzyloxycarbonyl)-amino]-3-benzyl-3-[(tert-butoxycarbonyl)-amino]-2-azetidinone
CAS No.:869190-14-7
Molecular Formula:C₂₄H₂₉N₃O₅
Molecular Weight:439.511
Hs Code.:

Synonyms:1-[(N-methyl-N-benzyloxycarbonyl)-amino]-3-benzyl-3-[(tert-butoxycarbonyl)-amino]-2-azetidinone

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Chemical Property of 1-[(N-methyl-N-benzyloxycarbonyl)-amino]-3-benzyl-3-[(tert-butoxycarbonyl)-amino]-2-azetidinone

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Technology Process of 1-[(N-methyl-N-benzyloxycarbonyl)-amino]-3-benzyl-3-[(tert-butoxycarbonyl)-amino]-2-azetidinone

There total 9 articles about 1-[(N-methyl-N-benzyloxycarbonyl)-amino]-3-benzyl-3-[(tert-butoxycarbonyl)-amino]-2-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: 85.0%

: 869190-15-8
N'-(2-tert-butoxycarbonylamino-2-hydroxymethyl-3-phenyl-propionyl)-N-methyl-hydrazinecarboxylic acid benzyl ester

: 869190-14-7
1-[(N-methyl-N-benzyloxycarbonyl)-amino]-3-benzyl-3-[(tert-butoxycarbonyl)-amino]-2-azetidinone

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran;
DOI:10.1016/j.tet.2005.08.029

Reference yield:

: 833484-36-9
(3-benzyl-2-oxo-oxetan-3-yl)-carbamic acid tert-butyl ester

: 869190-14-7
1-[(N-methyl-N-benzyloxycarbonyl)-amino]-3-benzyl-3-[(tert-butoxycarbonyl)-amino]-2-azetidinone

Guidance literature:: Multi-step reaction with 2 steps

1.1: AlMe₃ / CH₂Cl₂; toluene / 1 h / 20 °C

1.2: 68 percent / CH₂Cl₂; toluene / 20 °C

2.1: 85 percent / Ph₃P; diethyl azodicarboxylate / tetrahydrofuran

With trimethylaluminum; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; toluene; 2.1: Mitsunobu reaction;
DOI:10.1016/j.tet.2005.08.029

Reference yield:

: 833484-32-5
N-(tert-butoxycarbonyl)-α-hydroxymethyl-DL-phenylalanine

: 869190-14-7
1-[(N-methyl-N-benzyloxycarbonyl)-amino]-3-benzyl-3-[(tert-butoxycarbonyl)-amino]-2-azetidinone

Guidance literature:: Multi-step reaction with 3 steps

1.1: 72 percent / Ph₃P; diethyl azodicarboxylate / tetrahydrofuran / -78 - 20 °C

2.1: AlMe₃ / CH₂Cl₂; toluene / 1 h / 20 °C

2.2: 68 percent / CH₂Cl₂; toluene / 20 °C

3.1: 85 percent / Ph₃P; diethyl azodicarboxylate / tetrahydrofuran

With trimethylaluminum; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; toluene; 1.1: Mitsunobu reaction / 3.1: Mitsunobu reaction;
DOI:10.1016/j.tet.2005.08.029