Z-DL-Gln-OH

Base Information

• Chemical Name: Z-DL-Gln-OH
• CAS No.: 932735-43-8
• Molecular Formula: C13H16N2O5
• Molecular Weight: 280.27654
• Mol file: 932735-43-8.mol

Synonyms:5-AMino-4-(((benzyloxy)carbonyl)aMino)-5-oxopentanoic acid

Chemical Property of Z-DL-Gln-OH

Chemical Property:

• PSA: 123.20000
• LogP: 1.98560
• Storage Temp.: 2-8°C

Purity/Quality:

98.5% ^*data from raw suppliers

5-Amino-4-(((benzyloxy)carbonyl)amino)-5-oxopentanoicacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Z-DL-Gln-OH

There total 11 articles about Z-DL-Gln-OH 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: 83.0%

(2S)-2-benzyloxycarbonylamino[4-13C]pentanedioic acid 5-ethyl ester → L-N-benzyloxycarbonyl-[4-13C]glutamine (932735-43-8)

Guidance literature:

With ammonium hydroxide; In water; at 20 ℃; for 5h;

DOI:10.1002/jlcr.3265

Reference yield: 62.0%

L-N-benzyloxycarbonyl-[4-13C]glutamic acid 5-methyl ester (932735-42-7) → L-N-benzyloxycarbonyl-[4-13C]glutamine (932735-43-8)

Guidance literature:

With ammonium hydroxide; at 20 ℃; for 4h;

DOI:10.1002/jlcr.1055

Reference yield:

(3S,5S)-tert-butyl 3-(3-ethoxy-3-oxo-[2-13C]propyl)-2-oxo-5-phenylmorpholine-4-carboxylate (932735-40-5) → L-N-benzyloxycarbonyl-[4-13C]glutamine (932735-43-8)

Guidance literature:

Multi-step reaction with 6 steps

1: HCl / 85 °C

2: H₂ / Pd(OH)2 / ethanol / 20 °C

3: 343 mg / aq. HCl / 12 h / 80 °C

4: 97 percent / 42 h / 20 °C

5: 67 percent / Na₂CO₃ / H₂O; acetonitrile / 2 h / 20 °C

6: 62 percent / NH₄OH / 4 h / 20 °C

With hydrogenchloride; ammonium hydroxide; hydrogen; sodium carbonate; palladium dihydroxide; In ethanol; water; acetonitrile;

DOI:10.1002/jlcr.1055

upstream raw materials:

L-N-benzyloxycarbonyl-[4-13C]glutamic acid 5-methyl ester

(3S,5S)-tert-butyl 3-(3-ethoxy-3-oxo-[2-13C]propyl)-2-oxo-5-phenylmorpholine-4-carboxylate

(3S,5S)-tert-butyl 3-(3-ethoxy-3-oxo-2-phenylsulfonyl-[2-13C]propyl)-2-oxo-5-phenylmorpholine-4-carboxylate

3-benzyl 4-methyl (4R)-2,2-dimethyloxazolidine-3,4-dicarboxylate

Refernces

• 1、 Takatori, Kazuhiko,Sakamoto, Takuya,Kajiwara, Masahiro. "Asymmetric synthesis of L-[4-13C]glutamic acid and glutamine". . p. 445 - 453. Retrieved 2007/10/03.