[1S-(1α,2β,3β)]-2-acetamido-1-(3-(R)-isobutylsuccinimido)-3-(4-methoxyphenyl)cyclopropane

Base Information

Chemical Name:[1S-(1α,2β,3β)]-2-acetamido-1-(3-(R)-isobutylsuccinimido)-3-(4-methoxyphenyl)cyclopropane
CAS No.:443149-89-1
Molecular Formula:C₂₀H₂₆N₂O₄
Molecular Weight:358.437
Hs Code.:

Synonyms:[1S-(1α,2β,3β)]-2-acetamido-1-(3-(R)-isobutylsuccinimido)-3-(4-methoxyphenyl)cyclopropane

Suppliers and Price of [1S-(1α,2β,3β)]-2-acetamido-1-(3-(R)-isobutylsuccinimido)-3-(4-methoxyphenyl)cyclopropane

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
Packaging
price

Total 0 raw suppliers

Chemical Property of [1S-(1α,2β,3β)]-2-acetamido-1-(3-(R)-isobutylsuccinimido)-3-(4-methoxyphenyl)cyclopropane

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of [1S-(1α,2β,3β)]-2-acetamido-1-(3-(R)-isobutylsuccinimido)-3-(4-methoxyphenyl)cyclopropane

There total 12 articles about [1S-(1α,2β,3β)]-2-acetamido-1-(3-(R)-isobutylsuccinimido)-3-(4-methoxyphenyl)cyclopropane 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: 84.0%

: 108-24-7
acetic anhydride

: 443149-88-0
[1S-(1α,2β,3β)]-2-allyloxycarbonylamino-1-(3-(R)-isobutylsuccinimido)-3-(4-methoxyphenyl)cyclopropane

: 443149-89-1
[1S-(1α,2β,3β)]-2-acetamido-1-(3-(R)-isobutylsuccinimido)-3-(4-methoxyphenyl)cyclopropane

Guidance literature:: With tri-n-butyl-tin hydride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In dichloromethane; at 20 ℃; for 0.25h;
DOI:10.1021/jo0110698

Reference yield:

: 37614-59-8
4-(4-methoxyphenyl)prop-2-yn-1-ol

: 443149-89-1
[1S-(1α,2β,3β)]-2-acetamido-1-(3-(R)-isobutylsuccinimido)-3-(4-methoxyphenyl)cyclopropane

Guidance literature:: Multi-step reaction with 12 steps

1.1: 84 percent / NaOH; H₂; ethylenediamine / Ni(OAc)2*4H₂O; NaBH₄ / ethanol / 72 h / 760.05 Torr

2.1: N,N-dimethylaniline / CH₂Cl₂ / 0.17 h / 0 °C

2.2: 65 percent / triethylamine / CH₂Cl₂ / 20 °C

3.1: Rh₂[5(S)-MEPY]4 / CH₂Cl₂ / 18 h / Heating

3.2: Me₃Al / hexane; CH₂Cl₂ / 20 °C

3.3: 2,6-lutidine / CH₂Cl₂; H₂O / 2 h / 0 °C

4.1: t-BuOK / diethyl ether / 0 - 20 °C

4.2: H₂O / diethyl ether / 0.25 h / 20 °C

5.1: ethyl chloroformate; Et₃N / acetone; H₂O / 0.5 h / 0 °C

5.2: NaN₃ / H₂O; acetone / 2 h / 0 °C

5.3: toluene / 3 h / Heating

6.1: 84 percent / Bu₃SnH / (Ph₃P)4Pd / CH₂Cl₂ / Heating

7.1: 1 h / 20 °C

8.1: AcCl / 1 h / Heating

8.2: 286 mg / methanol / 1 h / Heating

9.1: 96 percent / Dess-Martin periodinate / CH₂Cl₂ / 0.5 h / 20 °C

10.1: 96 percent / NaClO₂; 30percent H₂O₂; NaH₂PO₄ / H₂O; acetonitrile / 3.5 h / 0 °C

11.1: Et₃N; ethyl chloroformate / acetone; H₂O / 0.5 h / 0 °C

11.2: sodium azide / acetone; H₂O / 2 h / 0 °C

11.3: 81 percent / toluene / 4 h / Heating

12.1: 84 percent / Bu₃SnH / (Ph₃P)4Pd / CH₂Cl₂ / 0.25 h / 20 °C

With sodium hydroxide; sodium chlorite; sodium dihydrogenphosphate; potassium tert-butylate; hydrogen; tri-n-butyl-tin hydride; chloroformic acid ethyl ester; Dess-Martin periodane; N,N-dimethyl-aniline; ethylenediamine; triethylamine; acetyl chloride; sodium tetrahydroborate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; Rh₂[(2S)-5-hydroxypyrrolidine-2-COOMe]4; nickel diacetate; In diethyl ether; ethanol; dichloromethane; water; acetone; acetonitrile; 2.2: Corey-Myers reaction / 3.2: Weinreb reaction / 5.3: Curtius reaction / 6.1: Speckamp reaction / 11.3: Curtius reaction / 12.1: Speckamp reaction;
DOI:10.1021/jo0110698

Reference yield:

: 173542-65-9
(Z)-3-(4-methoxyphenyl)prop-2-en-1-ol

: 443149-89-1
[1S-(1α,2β,3β)]-2-acetamido-1-(3-(R)-isobutylsuccinimido)-3-(4-methoxyphenyl)cyclopropane

Guidance literature:: Multi-step reaction with 11 steps

1.1: N,N-dimethylaniline / CH₂Cl₂ / 0.17 h / 0 °C

1.2: 65 percent / triethylamine / CH₂Cl₂ / 20 °C

2.1: Rh₂[5(S)-MEPY]4 / CH₂Cl₂ / 18 h / Heating

2.2: Me₃Al / hexane; CH₂Cl₂ / 20 °C

2.3: 2,6-lutidine / CH₂Cl₂; H₂O / 2 h / 0 °C

3.1: t-BuOK / diethyl ether / 0 - 20 °C

3.2: H₂O / diethyl ether / 0.25 h / 20 °C

4.1: ethyl chloroformate; Et₃N / acetone; H₂O / 0.5 h / 0 °C

4.2: NaN₃ / H₂O; acetone / 2 h / 0 °C

4.3: toluene / 3 h / Heating

5.1: 84 percent / Bu₃SnH / (Ph₃P)4Pd / CH₂Cl₂ / Heating

6.1: 1 h / 20 °C

7.1: AcCl / 1 h / Heating

7.2: 286 mg / methanol / 1 h / Heating

8.1: 96 percent / Dess-Martin periodinate / CH₂Cl₂ / 0.5 h / 20 °C

9.1: 96 percent / NaClO₂; 30percent H₂O₂; NaH₂PO₄ / H₂O; acetonitrile / 3.5 h / 0 °C

10.1: Et₃N; ethyl chloroformate / acetone; H₂O / 0.5 h / 0 °C

10.2: sodium azide / acetone; H₂O / 2 h / 0 °C

10.3: 81 percent / toluene / 4 h / Heating

11.1: 84 percent / Bu₃SnH / (Ph₃P)4Pd / CH₂Cl₂ / 0.25 h / 20 °C

With sodium chlorite; sodium dihydrogenphosphate; potassium tert-butylate; tri-n-butyl-tin hydride; chloroformic acid ethyl ester; Dess-Martin periodane; N,N-dimethyl-aniline; triethylamine; acetyl chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; Rh₂[(2S)-5-hydroxypyrrolidine-2-COOMe]4; In diethyl ether; dichloromethane; water; acetone; acetonitrile; 1.2: Corey-Myers reaction / 2.2: Weinreb reaction / 4.3: Curtius reaction / 5.1: Speckamp reaction / 10.3: Curtius reaction / 11.1: Speckamp reaction;
DOI:10.1021/jo0110698