C₁₂H₁₉NO₃

Base Information

• Chemical Name: C₁₂H₁₉NO₃
• CAS No.: 1640998-93-1
• Molecular Formula: C₁₂H₁₉NO₃
• Molecular Weight: 225.288
• Mol file: 1640998-93-1.mol

Synonyms:

Chemical Property of C₁₂H₁₉NO₃

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₁₂H₁₉NO₃

There total 13 articles about C₁₂H₁₉NO₃ 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:

tert-butyl 1-(hydroxymethyl)-3-azabicyclo[3.1.1]heptane-3-carboxylate (1087784-78-8) → C12H19NO3 (1640998-93-1)

Guidance literature:

With Dess-Martin periodane; In dichloromethane; at 20 ℃; for 15h; Reflux;

DOI:10.1055/s-0033-1340322

Reference yield:

3,3-dimethoxycyclobutane-1,1-dicarboxylic acid diisopropyl ester (115118-68-8) → C12H19NO3 (1640998-93-1)

Guidance literature:

Multi-step reaction with 11 steps

1.1: hydrogenchloride / water

2.1: sodium hydride / mineral oil; tetrahydrofuran / 1 h / 15 °C

2.2: 20 °C

3.1: 5%-palladium/activated carbon; hydrogen / methanol / 50 °C / 37503.8 Torr

4.1: hydrazine hydrate / ethanol / 48 h / Reflux

5.1: hydrogenchloride; sodium nitrite / water; diethyl ether / 0.25 h / 0 °C

6.1: toluene / 2 h / 105 - 110 °C

6.2: 24 h / Reflux

7.1: hydrogenchloride / ethyl acetate / 20 °C

8.1: sodium methylate / methanol / 60 h / Reflux

8.2: κ?-2 resin / 0.5 h

9.1: dimethylsulfide borane complex / tetrahydrofuran / 36 h / Reflux

9.2: 0.5 h

10.1: dichloromethane / 1.5 h / 20 °C

11.1: Dess-Martin periodane / dichloromethane / 15 h / 20 °C / Reflux

With hydrogenchloride; dimethylsulfide borane complex; 5%-palladium/activated carbon; hydrogen; sodium methylate; sodium hydride; Dess-Martin periodane; hydrazine hydrate; sodium nitrite; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; water; ethyl acetate; toluene; mineral oil; 2.1: |Horner-Wadsworth-Emmons Olefination / 2.2: |Horner-Wadsworth-Emmons Olefination / 6.1: |Curtius Rearrangement / 6.2: |Curtius Rearrangement;

DOI:10.1055/s-0033-1340322

Reference yield:

dipropan-2-yl 3-oxocyclobutane-1,1-dicarboxylate (893724-10-2) → C12H19NO3 (1640998-93-1)

Guidance literature:

Multi-step reaction with 10 steps

1.1: sodium hydride / mineral oil; tetrahydrofuran / 1 h / 15 °C

1.2: 20 °C

2.1: 5%-palladium/activated carbon; hydrogen / methanol / 50 °C / 37503.8 Torr

3.1: hydrazine hydrate / ethanol / 48 h / Reflux

4.1: hydrogenchloride; sodium nitrite / water; diethyl ether / 0.25 h / 0 °C

5.1: toluene / 2 h / 105 - 110 °C

5.2: 24 h / Reflux

6.1: hydrogenchloride / ethyl acetate / 20 °C

7.1: sodium methylate / methanol / 60 h / Reflux

7.2: κ?-2 resin / 0.5 h

8.1: dimethylsulfide borane complex / tetrahydrofuran / 36 h / Reflux

8.2: 0.5 h

9.1: dichloromethane / 1.5 h / 20 °C

10.1: Dess-Martin periodane / dichloromethane / 15 h / 20 °C / Reflux

With hydrogenchloride; dimethylsulfide borane complex; 5%-palladium/activated carbon; hydrogen; sodium methylate; sodium hydride; Dess-Martin periodane; hydrazine hydrate; sodium nitrite; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; water; ethyl acetate; toluene; mineral oil; 1.1: |Horner-Wadsworth-Emmons Olefination / 1.2: |Horner-Wadsworth-Emmons Olefination / 5.1: |Curtius Rearrangement / 5.2: |Curtius Rearrangement;

DOI:10.1055/s-0033-1340322

upstream raw materials:

3,3-dimethoxycyclobutane-1,1-dicarboxylic acid diisopropyl ester

dipropan-2-yl 3-oxocyclobutane-1,1-dicarboxylate

diisopropyl 3-((methoxycarbonyl)methylidene)cyclobutane-1,1-dicarboxylate

diisopropyl 3-((methoxycarbonyl)methyl)cyclobutane-1,1-dicarboxylate

Downstream raw materials:

3-(tert-butoxycarbonyl)-3-azabicyclo[3.1.1]heptane-1-carboxylic acid