3-(2-(tert-Butoxy)-2-oxoethyl)bicyclo[1.1.1]pentane-1-carboxylicacid

Base Information

• Chemical Name: 3-(2-(tert-Butoxy)-2-oxoethyl)bicyclo[1.1.1]pentane-1-carboxylicacid
• CAS No.: 1113001-76-5
• Molecular Formula: C₁₂H₁₈O₄
• Molecular Weight: 226.273
• Hs Code.: 2917200090
• Mol file: 1113001-76-5.mol

Synonyms:3-(tert-butoxycarbonylmethyl)bicyclo[1.1.1]pentane-1-carboxylic acid

Chemical Property of 3-(2-(tert-Butoxy)-2-oxoethyl)bicyclo[1.1.1]pentane-1-carboxylicacid

Chemical Property:

• Boiling Point: 316.6±15.0 °C(Predicted)
• PKA: 4.80±0.40(Predicted)
• Density: 1.266±0.06 g/cm3(Predicted)

Purity/Quality:

99% ^*data from raw suppliers

Bicyclo[1.1.1]pentane-1-aceticacid,3-carboxy-,1-(1,1-dimethylethyl)ester 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(2-(tert-Butoxy)-2-oxoethyl)bicyclo[1.1.1]pentane-1-carboxylicacid

There total 5 articles about 3-(2-(tert-Butoxy)-2-oxoethyl)bicyclo[1.1.1]pentane-1-carboxylicacid 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: 87.0%

methyl 3-(tert-butoxycarbonylmethyl)bicyclo[1.1.1]pentane-1-carboxylate (1113001-73-2) → 3-(tert-butoxycarbonylmethyl)bicyclo[1.1.1]pentane-1-carboxylic acid (1113001-76-5)

Guidance literature:

methyl 3-(tert-butoxycarbonylmethyl)bicyclo[1.1.1]pentane-1-carboxylate; With water; sodium hydroxide; In methanol; at 20 ℃; for 72h;

With citric acid; In water;

DOI:10.1016/j.bmc.2008.11.015

Reference yield:

3‐(methoxycarbonyl)bicyclo[1.1.1]pentane‐1‐carboxylic acid (83249-10-9) → 3-(tert-butoxycarbonylmethyl)bicyclo[1.1.1]pentane-1-carboxylic acid (1113001-76-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: chloroformic acid ethyl ester; triethylamine / tetrahydrofuran / 0.5 h / -15 °C / Inert atmosphere

1.2: 24.5 h / -4 - 0 °C

1.3: 0.5 h / 20 °C / Sonication

2.1: dmap; di-tert-butyl dicarbonate / 7 h / 20 °C

3.1: water; sodium hydroxide / methanol / 72 h / 20 °C

With dmap; di-tert-butyl dicarbonate; water; chloroformic acid ethyl ester; triethylamine; sodium hydroxide; In tetrahydrofuran; methanol; 1.1: Arndt-Eistert synthesis / 1.2: Arndt-Eistert synthesis / 1.3: Arndt-Eistert synthesis;

DOI:10.1016/j.bmc.2008.11.015

Reference yield:

C11H14O6 → 3-(tert-butoxycarbonylmethyl)bicyclo[1.1.1]pentane-1-carboxylic acid (1113001-76-5)

Guidance literature:

Multi-step reaction with 4 steps

1: tetrahydrofuran; acetonitrile / 24.5 h / -4 - 0 °C

2: water; silver benzoate; triethylamine / tetrahydrofuran / 0.5 h / 20 °C / Sonication

3: dmap; di-tert-butyl dicarbonate / 7 h / 20 °C

4: water; sodium hydroxide / methanol / 72 h / 20 °C

With dmap; di-tert-butyl dicarbonate; water; silver benzoate; triethylamine; sodium hydroxide; In tetrahydrofuran; methanol; acetonitrile; 2: Wolff rearrangement;

DOI:10.1016/j.bmc.2008.11.015

upstream raw materials:

C₉H₁₀N₂O₃

2-(3-methoxycarbonylbicyclo[1.1.1]pentane)acetic acid

methyl 3-(tert-butoxycarbonylmethyl)bicyclo[1.1.1]pentane-1-carboxylate

3‐(methoxycarbonyl)bicyclo[1.1.1]pentane‐1‐carboxylic acid

Downstream raw materials:

tert-butyl (3-(hydroxymethyl)bicyclo[1.1.1]pentyl)acetate

tert-butyl (3-formylbicyclo[1.1.1]pentane)acetate

C₂₁H₂₈N₂O₃

C₂₁H₂₈N₂O₃

Refernces