tert-Butyl 3-[(1E)-3-ethoxy-3-oxoprop-1-en-1-yl]azetidine-1-carboxylate

Base Information

Chemical Name:tert-Butyl 3-[(1E)-3-ethoxy-3-oxoprop-1-en-1-yl]azetidine-1-carboxylate
CAS No.:193085-21-1
Molecular Formula:C13H21NO4
Molecular Weight:255.314
Hs Code.:
DSSTox Substance ID:DTXSID40444101
Wikidata:Q82262112
Mol file:193085-21-1.mol

Synonyms:193085-21-1;tert-Butyl 3-[(1E)-3-ethoxy-3-oxoprop-1-en-1-yl]azetidine-1-carboxylate;tert-butyl 3-[(E)-3-ethoxy-3-oxoprop-1-enyl]azetidine-1-carboxylate;SCHEMBL6320386;DTXSID40444101;MCCBAJUVDBBRKP-VOTSOKGWSA-N;EN300-345319;3-((E)-2-ethoxycarbonylvinyl)azetidine-1-carboxylic acid tert-butyl ester;3-((E)-2ethoxycarbonylvinyl)azetidine-1-carboxylic acid tert-butyl ester;tert-butyl 3-[(1Z)-3-ethoxy-3-oxoprop-1-en-1-yl]azetidine-1-carboxylate;tert-Butyl3-[(1E)-3-ethoxy-3-oxoprop-1-en-1-yl]azetidine-1-carboxylate

Suppliers and Price of tert-Butyl 3-[(1E)-3-ethoxy-3-oxoprop-1-en-1-yl]azetidine-1-carboxylate

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
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price

Total 1 raw suppliers

Chemical Property of tert-Butyl 3-[(1E)-3-ethoxy-3-oxoprop-1-en-1-yl]azetidine-1-carboxylate

Chemical Property:

XLogP3:1.7
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:6
Exact Mass:255.14705815
Heavy Atom Count:18
Complexity:337

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CCOC(=O)C=CC1CN(C1)C(=O)OC(C)(C)C
Isomeric SMILES:CCOC(=O)/C=C/C1CN(C1)C(=O)OC(C)(C)C

Technology Process of tert-Butyl 3-[(1E)-3-ethoxy-3-oxoprop-1-en-1-yl]azetidine-1-carboxylate

There total 2 articles about tert-Butyl 3-[(1E)-3-ethoxy-3-oxoprop-1-en-1-yl]azetidine-1-carboxylate 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: 42.0%

: 177947-96-5
tert-butyl 3-formylazetidine-1-carboxylate

: 867-13-0
diethoxyphosphoryl-acetic acid ethyl ester

: 193085-21-1
3-((E)-2-ethoxycarbonylvinyl)azetidine-1-carboxylic acid tert-butyl ester

Guidance literature:: diethoxyphosphoryl-acetic acid ethyl ester; With sodium hydride; In tetrahydrofuran; at 20 ℃; for 0.25h; Cooling with ice;

tert-butyl 3-formylazetidine-1-carboxylate; In tetrahydrofuran; at 20 ℃; for 1h;

Reference yield:

: 177947-96-5
tert-butyl 3-formylazetidine-1-carboxylate

: 1099-45-2
ethyl (triphenylphosphoranylidene)acetate

: 193085-21-1
3-((E)-2-ethoxycarbonylvinyl)azetidine-1-carboxylic acid tert-butyl ester

Guidance literature:: In dichloromethane; at 0 - 20 ℃;

Reference yield:

: 193085-21-1
3-((E)-2-ethoxycarbonylvinyl)azetidine-1-carboxylic acid tert-butyl ester

: 3-(azetidin-3-yl)-N-methyl-N-{(1R)-1-[N-methyl-N-((1R)-1-(methylcarbamoyl)-2-phenylethyl)carbamoyl]-2-(2-naphthyl)ethyl}acrylamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: 0.76 g / aq. LiOH / dioxane / 12 h / 20 °C

2.1: 1-hydroxy-7-azabenzotriazole; 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride / CH₂Cl₂; dimethylformamide

2.2: iPr₂NEt / CH₂Cl₂; dimethylformamide

3.1: TFA / CH₂Cl₂ / 0 °C

With lithium hydroxide; 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide; 1.1: Hydrolysis / 2.1: Esterification / 2.2: Acylation / 3.1: Hydrolysis;
DOI:10.1016/S0223-5234(99)80086-5