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

Base Information

• Chemical Name: [1S-(1α,2β,3α)]-2-(3-(R)-isobutylsuccinimido)-3-(4-methoxyphenyl)cyclopropane carboxaldehyde
• CAS No.: 443150-00-3
• Molecular Formula: C₁₉H₂₃NO₄
• Molecular Weight: 329.396

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 9 articles about [1S-(1α,2β,3α)]-2-(3-(R)-isobutylsuccinimido)-3-(4-methoxyphenyl)cyclopropane carboxaldehyde 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: 96.0%

[1S-(1α,2β,3β)]-1-(3-(R)-isobutylsuccinimido)-2-hydroxymethyl-3-(4-methoxyphenyl)cyclopropane (443149-86-8) → [1S-(1α,2β,3α)]-2-(3-(R)-isobutylsuccinimido)-3-(4-methoxyphenyl)cyclopropane carboxaldehyde (443150-00-3)

Guidance literature:

With Dess-Martin periodane; In dichloromethane; at 20 ℃; for 0.5h;

DOI:10.1021/jo0110698

Reference yield:

4-(4-methoxyphenyl)prop-2-yn-1-ol (37614-59-8) → [1S-(1α,2β,3α)]-2-(3-(R)-isobutylsuccinimido)-3-(4-methoxyphenyl)cyclopropane carboxaldehyde (443150-00-3)

Guidance literature:

Multi-step reaction with 9 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

With sodium hydroxide; 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; 2.2: Corey-Myers reaction / 3.2: Weinreb reaction / 5.3: Curtius reaction / 6.1: Speckamp reaction;

DOI:10.1021/jo0110698

Reference yield:

(Z)-3-(4-methoxyphenyl)prop-2-en-1-ol (173542-65-9) → [1S-(1α,2β,3α)]-2-(3-(R)-isobutylsuccinimido)-3-(4-methoxyphenyl)cyclopropane carboxaldehyde (443150-00-3)

Guidance literature:

Multi-step reaction with 8 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

With 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; 1.2: Corey-Myers reaction / 2.2: Weinreb reaction / 4.3: Curtius reaction / 5.1: Speckamp reaction;

DOI:10.1021/jo0110698

upstream raw materials:

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

4-(4-methoxyphenyl)prop-2-yn-1-ol

(Z)-3-(4-methoxyphenyl)prop-2-en-1-ol

3-(4-methoxyphenyl)-(2Z)-propenyl diazoacetate

Downstream raw materials:

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

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

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

Post a RFQ

Cas No.:

Product Name:

Quantity:

Please select Metric Ton KG G Pound L ML

Email:

Company name:

Valid Period:

Detailed Requirements:

• Sample
• MOQ
• GMP
• FDA
• Price
  FOB CIF CFR EXW
• Urgent purchase

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

Remove

Submit

1

What can I do for you?
Get Best Price

Get Best Price for 443150-00-3 [1S-(1α,2β,3α)]-2-(3-(R)-isobutylsuccinimido)-3-(4-methoxyphenyl)cyclopropane carboxaldehyde

Send

Send

Metric Ton KG G Pound L ML

Send

Send