tert-butyl ((1R,2S)-2-(4-chlorophenyl)cyclopropyl)carbamate

Base Information

Chemical Name:tert-butyl ((1R,2S)-2-(4-chlorophenyl)cyclopropyl)carbamate
CAS No.:1612143-68-6
Molecular Formula:C₁₄H₁₈ClNO₂
Molecular Weight:267.755
Hs Code.:

Synonyms:

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

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Chemical Property of tert-butyl ((1R,2S)-2-(4-chlorophenyl)cyclopropyl)carbamate

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

Safty Information:

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Technology Process of tert-butyl ((1R,2S)-2-(4-chlorophenyl)cyclopropyl)carbamate

There total 9 articles about tert-butyl ((1R,2S)-2-(4-chlorophenyl)cyclopropyl)carbamate 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:

: 35086-79-4,95602-71-4
cinnamoyl chloride

: 1612143-68-6
tert-butyl ((1R,2S)-2-(4-chlorophenyl)cyclopropyl)carbamate

Guidance literature:: Multi-step reaction with 8 steps

1.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 °C

1.2: 0 - 20 °C

2.1: palladium diacetate / dichloromethane / 10 h

3.1: titanium(IV) isopropylate / 0.5 h / 150 °C

4.1: lithium hydroxide; water / methanol / 2 h / 20 °C

5.1: triethylamine / acetone / 2 h / 0 °C

6.1: sodium azide / acetone / 1 h

7.1: toluene / 3 h / 90 °C

8.1: 16 h / Reflux

With titanium(IV) isopropylate; sodium azide; water; palladium diacetate; sodium hydride; triethylamine; lithium hydroxide; In tetrahydrofuran; methanol; dichloromethane; acetone; toluene; mineral oil; 7.1: |Curtius Rearrangement;
DOI:10.1021/jm401798r

Reference yield:

: 1615-02-7,940-62-5
3-(4-chlorophenyl)prop-2-enoic acid

: 1612143-68-6
tert-butyl ((1R,2S)-2-(4-chlorophenyl)cyclopropyl)carbamate

Guidance literature:: Multi-step reaction with 9 steps

1.1: thionyl chloride / 2 h / 20 °C

2.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 °C

2.2: 0 - 20 °C

3.1: palladium diacetate / dichloromethane / 10 h

4.1: titanium(IV) isopropylate / 0.5 h / 150 °C

5.1: lithium hydroxide; water / methanol / 2 h / 20 °C

6.1: triethylamine / acetone / 2 h / 0 °C

7.1: sodium azide / acetone / 1 h

8.1: toluene / 3 h / 90 °C

9.1: 16 h / Reflux

With titanium(IV) isopropylate; thionyl chloride; sodium azide; water; palladium diacetate; sodium hydride; triethylamine; lithium hydroxide; In tetrahydrofuran; methanol; dichloromethane; acetone; toluene; mineral oil; 8.1: |Curtius Rearrangement;
DOI:10.1021/jm401798r

Reference yield:

: (E)-3-(4-chlorophenyl)-1-((3aR,6S,7aS)-8,8-dimethyl-2,2-dioxidohexahydro-1H-3a,6-methanobenzo[c]isothiazol-1-yl)prop-2-en-1-one

: 1612143-68-6
tert-butyl ((1R,2S)-2-(4-chlorophenyl)cyclopropyl)carbamate

Guidance literature:: Multi-step reaction with 7 steps

1: palladium diacetate / dichloromethane / 10 h

2: titanium(IV) isopropylate / 0.5 h / 150 °C

3: lithium hydroxide; water / methanol / 2 h / 20 °C

4: triethylamine / acetone / 2 h / 0 °C

5: sodium azide / acetone / 1 h

6: toluene / 3 h / 90 °C

7: 16 h / Reflux

With titanium(IV) isopropylate; sodium azide; water; palladium diacetate; triethylamine; lithium hydroxide; In methanol; dichloromethane; acetone; toluene; 6: |Curtius Rearrangement;
DOI:10.1021/jm401798r