benzyloxycarbonyl-D-glutamic acid diamide

Base Information

• Chemical Name: benzyloxycarbonyl-D-glutamic acid diamide
• CAS No.: 76491-40-2
• Molecular Formula: C₁₃H₁₇N₃O₄
• Molecular Weight: 279.296
• Mol file: 76491-40-2.mol

Synonyms:benzyloxycarbonyl-D-glutamic acid diamide

Chemical Property of benzyloxycarbonyl-D-glutamic acid diamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyloxycarbonyl-D-glutamic acid diamide

There total 16 articles about benzyloxycarbonyl-D-glutamic acid diamide 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: 90.0%

Z-Gln-Ser-OMe (32668-18-1) → Cbz-L-Gln-NH2 (76491-40-2,92043-67-9,2650-66-0)

Guidance literature:

With ruthenium trichloride; sodium periodate; In tetrachloromethane; acetonitrile; for 1.5h; Ambient temperature; pH 3;

DOI:10.1021/ja00094a008

Reference yield: 90.0%

benzyloxycarbonylglutamic acid dimethyl ester (67436-17-3) → benzyloxycarbonyl-D-glutamic acid diamide (76491-40-2)

Guidance literature:

With ammonia; In methanol; for 72h; Ambient temperature;

Reference yield: 77.0%

N-carbobenzoxy-D-glutamine (13139-52-1) → benzyloxycarbonyl-D-glutamic acid diamide (76491-40-2)

Guidance literature:

N-carbobenzoxy-D-glutamine; With chloroformic acid ethyl ester; triethylamine; In tetrahydrofuran; at 0 ℃; for 0.5h;

With ammonium chloride; In tetrahydrofuran; water; at 0 ℃; for 0.5h;

DOI:10.1016/j.tetasy.2017.10.015

upstream raw materials:

dimethyl (S)-N-(benzyloxycarbonyl)glutamate

(S)-4-Benzyloxycarbonylamino-4-ethylsulfanylcarbonyl-butyric acid methyl ester

Cbz-L-Gln

N-benzyloxycarbonyl-L-glutamic acid

Downstream raw materials:

1-O-benzyl-4,6-O-benzylidene-N-acetylmuramyl-alanyl-D-glutamic acid diamide

benzyloxycarbonylalanyl-D-glutamic acid diamide

(S)-2-Amino-pentanedioic acid diamide; compound with toluene-4-sulfonic acid

Refernces

• 1、 Noguchi, Takuya,Sekine, Masahiro,Yokoo, Yuki,Jung, Seunghee,Imai, Nobuyuki. "Convenient preparation of primary amides via activation of carboxylic acids with ethyl chloroformate and triethylamine under mild conditions". . p. 580 - 582. Retrieved 2013/07/05.
• 2、 Kim,Patel. "'BOP' as a reagent for mild and efficient preparation of esters". . p. 5603 - 5606. Retrieved 2007/10/02.