1-Azetidinecarboxylic acid, 3-ethylidene-, 1,1-diMethylethyl ester

Base Information

• Chemical Name: 1-Azetidinecarboxylic acid, 3-ethylidene-, 1,1-diMethylethyl ester
• CAS No.: 934665-46-0
• Molecular Formula: C₁₀H₁₇NO₂
• Molecular Weight: 183.25
• Hs Code.: 2933998090
• Mol file: 934665-46-0.mol

Synonyms:1,1-dimethylethyl 3-ethylideneazetidine-1-carboxylate

Chemical Property of 1-Azetidinecarboxylic acid, 3-ethylidene-, 1,1-diMethylethyl ester

Chemical Property:

Purity/Quality:

99%, ^*data from raw suppliers

tert-Butyl3-ethylideneazetidine-1-carboxylate ^*data from reagent suppliers

Safty Information:

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Technology Process of 1-Azetidinecarboxylic acid, 3-ethylidene-, 1,1-diMethylethyl ester

There total 4 articles about 1-Azetidinecarboxylic acid, 3-ethylidene-, 1,1-diMethylethyl 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: 49.0%

tert-butyl 3-oxoazetidine-1-carboxylate (398489-26-4) + ethyltriphenylphosphonium bromide (1530-32-1) → 1,1-dimethylethyl 3-ethylideneazetidine-1-carboxylate (934665-46-0)

Guidance literature:

ethyltriphenylphosphonium bromide; With potassium tert-butylate; In diethyl ether; at 20 ℃; for 1h;

tert-butyl 3-oxoazetidine-1-carboxylate; In diethyl ether; at 35 ℃; for 4.5h;

Reference yield: 49.0%

tert-butyl 3-oxoazetidine-1-carboxylate (398489-26-4) → 1,1-dimethylethyl 3-ethylideneazetidine-1-carboxylate (934665-46-0)

Guidance literature:

ethyltriphenylphosphonium bromide; With potassium tert-butylate; In diethyl ether; at 20 ℃; for 1h;

tert-butyl 3-oxoazetidine-1-carboxylate; In diethyl ether; at 35 ℃; for 4.5h;

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → 1,1-dimethylethyl 3-ethylideneazetidine-1-carboxylate (934665-46-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydrogencarbonate / 1,4-dioxane; water / 15 h / 20 °C

2.1: oxalyl dichloride; dimethyl sulfoxide; triethylamine / dichloromethane / 15 h / -78 - 20 °C

3.1: potassium tert-butylate / diethyl ether / 1 h / 20 °C

3.2: 4.5 h / 35 °C

With oxalyl dichloride; potassium tert-butylate; sodium hydrogencarbonate; dimethyl sulfoxide; triethylamine; In 1,4-dioxane; diethyl ether; dichloromethane; water;

DOI:10.1021/ml300049d

upstream raw materials:

tert-butyl 3-oxoazetidine-1-carboxylate

ethyltriphenylphosphonium bromide

di-tert-butyl dicarbonate

tert-butyl 3-hydroxyazetidine-1-carboxylate

Downstream raw materials:

C₁₃H₁₇NO₄

phenylmethyl 3-[(1S)-1-({[(1,1-dimethylethyl)oxy]carbonyl}amino)ethyl]-3-hydroxyazetidine-1-carboxylate

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