Cyclobutanecarboxylic acid, 1-[[(1,1-dimethylethoxy)carbonyl]amino]-2-phenyl-, ethyl ester, (1R,2S)-

Base Information

Chemical Name:Cyclobutanecarboxylic acid, 1-[[(1,1-dimethylethoxy)carbonyl]amino]-2-phenyl-, ethyl ester, (1R,2S)-
CAS No.:874907-15-0
Molecular Formula:C18H25NO4
Molecular Weight:319.401
Hs Code.:

Synonyms:

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Chemical Property of Cyclobutanecarboxylic acid, 1-[[(1,1-dimethylethoxy)carbonyl]amino]-2-phenyl-, ethyl ester, (1R,2S)-

Chemical Property:

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Technology Process of Cyclobutanecarboxylic acid, 1-[[(1,1-dimethylethoxy)carbonyl]amino]-2-phenyl-, ethyl ester, (1R,2S)-

There total 10 articles about Cyclobutanecarboxylic acid, 1-[[(1,1-dimethylethoxy)carbonyl]amino]-2-phenyl-, ethyl ester, (1R,2S)- 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:

: 63082-55-3
diethyl (E)-cinnamyl malonate

: 874907-15-0
(1R,2S)-1-tert-Butoxycarbonylamino-2-phenyl-cyclobutanecarboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 9 steps

1.1: 98 percent / hydrogen / palladium on carbon / ethanol / 15 h / 20 °C

2.1: 90 percent / N-bromosuccinimide; benzoyl peroxide / CH₂Cl₂ / 15 h / Heating

3.1: 85 percent / sodium hydride / tetrahydrofuran / 20 °C

4.1: 86 percent / sodium hydroxide / ethanol; H₂O / 24 h / Heating

5.1: PCl₅ / diethyl ether / 1.5 h / 20 °C

6.1: sodium azide / acetone; H₂O / 90 h

7.1: 184 mg / toluene / Heating

8.1: hydrochloric acid / tetrahydrofuran

8.2: 90 mg / triethylamine / CH₂Cl₂ / 24 h / 20 °C

With hydrogenchloride; sodium hydroxide; N-Bromosuccinimide; sodium azide; phosphorus pentachloride; hydrogen; sodium hydride; dibenzoyl peroxide; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; water; acetone; toluene; 7.1: Curtius rearrangement;
DOI:10.1016/j.tetasy.2005.10.015

Reference yield:

: 17714-42-0
1,3-dibromo-1-phenylpropane

: 874907-15-0
(1R,2S)-1-tert-Butoxycarbonylamino-2-phenyl-cyclobutanecarboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 9 steps

1.1: 21 percent / sodium hydride / tetrahydrofuran / Heating

2.1: 90 percent / N-bromosuccinimide; benzoyl peroxide / CH₂Cl₂ / 15 h / Heating

3.1: 85 percent / sodium hydride / tetrahydrofuran / 20 °C

4.1: 86 percent / sodium hydroxide / ethanol; H₂O / 24 h / Heating

5.1: PCl₅ / diethyl ether / 1.5 h / 20 °C

6.1: sodium azide / acetone; H₂O / 90 h

7.1: 184 mg / toluene / Heating

8.1: hydrochloric acid / tetrahydrofuran

8.2: 90 mg / triethylamine / CH₂Cl₂ / 24 h / 20 °C

With hydrogenchloride; sodium hydroxide; N-Bromosuccinimide; sodium azide; phosphorus pentachloride; sodium hydride; dibenzoyl peroxide; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; water; acetone; toluene; 7.1: Curtius rearrangement;
DOI:10.1016/j.tetasy.2005.10.015

Reference yield:

: 1-(ethoxycarbonyl)-2-phenylcyclobutane-1-carboxylic acid

: 874907-15-0
(1R,2S)-1-tert-Butoxycarbonylamino-2-phenyl-cyclobutanecarboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: PCl₅ / diethyl ether / 1.5 h / 20 °C

2.1: sodium azide / acetone; H₂O / 90 h

3.1: 184 mg / toluene / Heating

4.1: hydrochloric acid / tetrahydrofuran

4.2: 90 mg / triethylamine / CH₂Cl₂ / 24 h / 20 °C

With hydrogenchloride; sodium azide; phosphorus pentachloride; In tetrahydrofuran; diethyl ether; water; acetone; toluene; 3.1: Curtius rearrangement;
DOI:10.1016/j.tetasy.2005.10.015