α-ethyl D-N-carbobenzoxyglutamate

Base Information

• Chemical Name: α-ethyl D-N-carbobenzoxyglutamate
• CAS No.: 97996-97-9
• Molecular Formula: C₁₅H₁₉NO₆
• Molecular Weight: 309.319
• Mol file: 97996-97-9.mol

Synonyms:α-ethyl D-N-carbobenzoxyglutamate

Chemical Property of α-ethyl D-N-carbobenzoxyglutamate

Chemical Property:

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of α-ethyl D-N-carbobenzoxyglutamate

There total 1 articles about α-ethyl D-N-carbobenzoxyglutamate 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:

α-ethyl D-N-carbobenzoxyglutamate dicyclohexylamine salt (97997-00-7) → α-ethyl D-N-carbobenzoxyglutamate (97996-97-9)

Guidance literature:

DOI:10.1248/cpb.37.2417

Reference yield: 90.0%

α-ethyl D-N-carbobenzoxyglutamate (97996-97-9) + D-tryptophan (153-94-6,27732-43-0,80206-30-0,27813-82-7) → Cbz-D-Glu(D-Trp-OH)-O-Et (1382326-14-8)

Guidance literature:

α-ethyl D-N-carbobenzoxyglutamate; With 1-hydroxy-pyrrolidine-2,5-dione; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 20 ℃; Cooling with ice-water;

D-tryptophan; In N,N-dimethyl-formamide; at 20 ℃; Cooling with ice-water;

With hydrogenchloride; In water; N,N-dimethyl-formamide; Cooling with ice;

Reference yield:

α-ethyl D-N-carbobenzoxyglutamate (97996-97-9) → (2S,3aS,7aS)-1-(N-benzyloxycarbonyl-L-histidyl-γ-D-glutamyl)-octahydro-1H-indole-2-carboxylic acid (127413-73-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 34.1 g / triethylamine, EDC*HCl / CH₂Cl₂

2: 87 percent / H₂ / 10percent Pd/C / acetic acid; 2-methyl-propan-2-ol / 4 h

3: 0.7 g / EDC*HCl / tetrahydrofuran; CH₂Cl₂ / 6 h

4: 11 percent / 1N NaOH / dioxane / 4 h

With sodium hydroxide; hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; dichloromethane; acetic acid; tert-butyl alcohol;

DOI:10.1248/cpb.37.2417

upstream raw materials:

α-ethyl D-N-carbobenzoxyglutamate dicyclohexylamine salt

Downstream raw materials:

(2S,3aS,7aS)-1-((R)-4-Benzyloxycarbonylamino-4-ethoxycarbonyl-butyryl)-octahydro-indole-2-carboxylic acid ethyl ester

(S)-1-[(R)-4-((S)-2-Benzyloxycarbonylamino-propionylamino)-4-carboxy-butyryl]-2,3-dihydro-1H-indole-2-carboxylic acid

(S)-1-[(R)-4-((S)-5-Amino-2-benzyloxycarbonylamino-pentanoylamino)-4-carboxy-butyryl]-2,3-dihydro-1H-indole-2-carboxylic acid

1-(N-benzyloxycarbonyl-L-phenylalanyl-γ-D-glutamyl)indoline-2(S)-carboxylic acid