2,6-dimethyl-benzoic acid 3-[2-(2-benzyloxycarbonylamino-4-tert-butoxycarbonyl-butyrylamino)-6-tert-butoxycarbonylamino-hexanoylamino]-4-ethoxycarbonyl-2-hydroxy-butyl ester

Base Information

• Chemical Name: 2,6-dimethyl-benzoic acid 3-[2-(2-benzyloxycarbonylamino-4-tert-butoxycarbonyl-butyrylamino)-6-tert-butoxycarbonylamino-hexanoylamino]-4-ethoxycarbonyl-2-hydroxy-butyl ester
• CAS No.: 921771-33-7
• Molecular Formula: C₄₄H₆₄N₄O₁₃
• Molecular Weight: 857.011
• Mol file: 921771-33-7.mol

Synonyms:2,6-dimethyl-benzoic acid 3-[2-(2-benzyloxycarbonylamino-4-tert-butoxycarbonyl-butyrylamino)-6-tert-butoxycarbonylamino-hexanoylamino]-4-ethoxycarbonyl-2-hydroxy-butyl ester

Chemical Property of 2,6-dimethyl-benzoic acid 3-[2-(2-benzyloxycarbonylamino-4-tert-butoxycarbonyl-butyrylamino)-6-tert-butoxycarbonylamino-hexanoylamino]-4-ethoxycarbonyl-2-hydroxy-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,6-dimethyl-benzoic acid 3-[2-(2-benzyloxycarbonylamino-4-tert-butoxycarbonyl-butyrylamino)-6-tert-butoxycarbonylamino-hexanoylamino]-4-ethoxycarbonyl-2-hydroxy-butyl ester

There total 7 articles about 2,6-dimethyl-benzoic acid 3-[2-(2-benzyloxycarbonylamino-4-tert-butoxycarbonyl-butyrylamino)-6-tert-butoxycarbonylamino-hexanoylamino]-4-ethoxycarbonyl-2-hydroxy-butyl 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: 72.0%

3-[2-(2-benzyloxycarbonylamino-4-tert-butoxycarbonyl-butyrylamino)-6-tert-butoxycarbonylamino-hexanoylamino]-4,5-dihydroxy-pentanoic acid ethyl ester (921771-32-6) + 2,6-dimethylbenzoyl chloride (21900-37-8) → 2,6-dimethyl-benzoic acid 3-[2-(2-benzyloxycarbonylamino-4-tert-butoxycarbonyl-butyrylamino)-6-tert-butoxycarbonylamino-hexanoylamino]-4-ethoxycarbonyl-2-hydroxy-butyl ester (921771-33-7)

Guidance literature:

With pyridine; dmap; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; at 20 ℃; for 72h;

DOI:10.1021/jm060385h

Reference yield:

R-3-(2,2-dimethyl[1,3]dioxolan-4-yl)-acrylic acid ethyl ester (917877-01-1) → 2,6-dimethyl-benzoic acid 3-[2-(2-benzyloxycarbonylamino-4-tert-butoxycarbonyl-butyrylamino)-6-tert-butoxycarbonylamino-hexanoylamino]-4-ethoxycarbonyl-2-hydroxy-butyl ester (921771-33-7)

Guidance literature:

Multi-step reaction with 7 steps

1: 75 percent / 48 h / -50 °C

2: 86 percent / H₂ / Pd/C / ethanol / 12 h / atmospheric pressure

3: 85 percent / CH₂Cl₂ / 12 h / 20 °C

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

5: 81 percent / CH₂Cl₂ / 12 h / 20 °C

6: 70 percent / montmorillonite K₁₀ / ethanol; H₂O / 3 h / 75 °C

7: 72 percent / DMAP; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; pyridine / 72 h / 20 °C

With pyridine; dmap; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; Montmorillonite K₁₀; hydrogen; 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) → 2,6-dimethyl-benzoic acid 3-[2-(2-benzyloxycarbonylamino-4-tert-butoxycarbonyl-butyrylamino)-6-tert-butoxycarbonylamino-hexanoylamino]-4-ethoxycarbonyl-2-hydroxy-butyl ester (921771-33-7)

Guidance literature:

Multi-step reaction with 6 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

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

DOI:10.1021/jm060385h

upstream raw materials:

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

2,6-dimethylbenzoyl chloride

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

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

Downstream raw materials:

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

2,6-dimethyl-benzoic acid 3-[2-(2-benzyloxycarbonylamino-4-tert-butoxycarbonyl-butyrylamino)-6-tert-butoxycarbonylamino-hexanoylamino]-4-ethoxycarbonyl-2-oxo-butyl ester