3-benzylamino-3-(2,2-dimethyl-[1,3]dioxolan-4-yl)-propionic acid ethyl ester

Base Information

• Chemical Name: 3-benzylamino-3-(2,2-dimethyl-[1,3]dioxolan-4-yl)-propionic acid ethyl ester
• CAS No.: 165133-39-1
• Molecular Formula: C₁₇H₂₅NO₄
• Molecular Weight: 307.39
• Mol file: 165133-39-1.mol

Synonyms:3-benzylamino-3-(2,2-dimethyl-[1,3]dioxolan-4-yl)-propionic acid ethyl ester

Chemical Property of 3-benzylamino-3-(2,2-dimethyl-[1,3]dioxolan-4-yl)-propionic acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-benzylamino-3-(2,2-dimethyl-[1,3]dioxolan-4-yl)-propionic acid ethyl ester

There total 1 articles about 3-benzylamino-3-(2,2-dimethyl-[1,3]dioxolan-4-yl)-propionic acid ethyl ester 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: 75.0%

R-3-(2,2-dimethyl[1,3]dioxolan-4-yl)-acrylic acid ethyl ester (917877-01-1) + benzylamine (100-46-9) → 3-benzylamino-3-(2,2-dimethyl-[1,3]dioxolan-4-yl)-propionic acid ethyl ester (165133-39-1)

Guidance literature:

at -50 ℃; for 48h;

DOI:10.1021/jm060385h

Reference yield:

3-benzylamino-3-(2,2-dimethyl-[1,3]dioxolan-4-yl)-propionic acid ethyl ester (165133-39-1) → 2,6-dimethyl-benzoic acid 3-[2-(2-benzyloxycarbonylamino-4-tert-butoxycarbonyl-butyrylamino)-6-tert-butoxycarbonylamino-hexanoylamino]-4-ethoxycarbonyl-2-oxo-butyl ester (921771-34-8)

Guidance literature:

Multi-step reaction with 7 steps

1: 86 percent / H₂ / Pd/C / ethanol / 12 h / atmospheric pressure

2: 85 percent / CH₂Cl₂ / 12 h / 20 °C

3: 92 percent / H₂ / Pd/C / methanol / 4 h / atmospheric pressure

4: 81 percent / CH₂Cl₂ / 12 h / 20 °C

5: 70 percent / montmorillonite K₁₀ / ethanol; H₂O / 3 h / 75 °C

6: 72 percent / DMAP; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; pyridine / 72 h / 20 °C

7: 80 percent / Dess-Martin periodinane / CH₂Cl₂ / 4 h / 0 - 20 °C

With pyridine; dmap; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; Montmorillonite K₁₀; hydrogen; Dess-Martin periodane; palladium on activated charcoal; In methanol; ethanol; dichloromethane; water;

DOI:10.1021/jm060385h

Reference yield:

3-benzylamino-3-(2,2-dimethyl-[1,3]dioxolan-4-yl)-propionic acid ethyl ester (165133-39-1) → 3-(2-benzyloxycarbonylamino-6-tert-butoxycarbonylamino-hexanoylamino)-3-(2,2-dimethyl-[1,3]dioxolan-4-yl)-propionic acid ethyl ester (921771-29-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 86 percent / H₂ / Pd/C / ethanol / 12 h / atmospheric pressure

2: 85 percent / CH₂Cl₂ / 12 h / 20 °C

With hydrogen; palladium on activated charcoal; In ethanol; dichloromethane;

DOI:10.1021/jm060385h

upstream raw materials:

R-3-(2,2-dimethyl[1,3]dioxolan-4-yl)-acrylic acid ethyl ester

benzylamine

Downstream raw materials:

3-(2-benzyloxycarbonylamino-6-tert-butoxycarbonylamino-hexanoylamino)-3-(2,2-dimethyl-[1,3]dioxolan-4-yl)-propionic acid ethyl ester

3-[2-(2-benzyloxycarbonylamino-4-tert-butoxycarbonyl-butyrylamino)-6-tert-butoxycarbonylamino-hexanoylamino]-4,5-dihydroxy-pentanoic acid ethyl ester

2,6-dimethyl-benzoic acid 3-[6-amino-2-(2-benzyloxycarbonylamino-4-carboxy-butyrylamino)-hexanoylamino]-4-carboxy-2-oxo-butyl ester

4-benzyloxycarbonylamino-4-{5-tert-butoxycarbonylamino-1-[1-(2,2-dimethyl-[1,3]dioxolan-4-yl)-2-ethoxycarbonyl-ethylcarbamoyl]-pentylcarbamoyl}-butyric acid tert-butyl ester