Z-D-Glu-OBzl

Base Information

• Chemical Name: Z-D-Glu-OBzl
• CAS No.: 65706-99-2
• Molecular Formula: C20H21NO6
• Molecular Weight: 371.39
• Hs Code.: 29242990
• European Community (EC) Number: 685-352-9
• Nikkaji Number: J1.141.429J
• Mol file: 65706-99-2.mol

Synonyms:Z-D-Glu-OBzl;65706-99-2;Cbz-D-Glu-Obzl;N-Cbz-D-glutamic acid alpha-benzyl ester;MFCD00069647;(4R)-5-oxo-5-phenylmethoxy-4-(phenylmethoxycarbonylamino)pentanoic acid;(R)-5-(Benzyloxy)-4-(((benzyloxy)carbonyl)amino)-5-oxopentanoic acid;1-Benzyl N-Carbobenzoxy-D-glutamate;Z-D-Glu-OBn;Cbz-D-Glu-OCH2Ph;Cbz-D-Glu(OH)-OBzl;Cbz-D-Glu(OH)-O-Bzl;1-Benzyl N-Cbz-D-glutamate;SCHEMBL2921260;VWHKODOUMSMUAF-QGZVFWFLSA-N;AMY25321;Cbz-D-glutamic acid 1-benzyl ester;AKOS015924084;CS-W011791;FD21463;HY-W011075;N-Cbz-D-glutamic Acid 1-Benzyl Ester;DS-15304;Z-D-Glu-OBzl, >=98.0% (TLC);B4281;N-Carbobenzoxy-D-glutamic Acid 1-Benzyl Ester;N-Benzyloxycarbonyl-D-glutamic acid 1-benzyl ester;J-300119;Q-101808;(R)-5-(benzyloxy)-4-(benzyloxycarbonylamino)-5-oxopentanoic acid;N-[(Phenylmethoxy)carbonyl]-D-glutamic Acid 1-(Phenylmethyl) Ester

Chemical Property of Z-D-Glu-OBzl

Chemical Property:

• Appearance/Colour: white powder
• Vapor Pressure: 5.72E-15mmHg at 25°C
• Melting Point: 594.3 °C at 760 mmHg
• Refractive Index: 1.575
• Boiling Point: 313.2 °C
• PKA: 4.47±0.10(Predicted)
• Flash Point: 313.2oC
• PSA: 101.93000
• Density: 1.268 g/cm³
• LogP: 3.28050
• Storage Temp.: −20°C
• Solubility.: Soluble in methanol and acetic acid.
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 11
• Exact Mass: 371.13688739
• Heavy Atom Count: 27
• Complexity: 483

Purity/Quality:

99% ^*data from raw suppliers

Z-D-glu-OBzl ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC(=O)C(CCC(=O)O)NC(=O)OCC2=CC=CC=C2
• Isomeric SMILES: C1=CC=C(C=C1)COC(=O)[C@@H](CCC(=O)O)NC(=O)OCC2=CC=CC=C2
• Uses: N-Cbz-D-glutamic acid alpha-benzyl ester is used as a reagent in the synthesis of acyl peptides that act as immunostimulants. This compound is used as a reagent in the synthesis of acyl peptides that act as immunostimulants.

Technology Process of Z-D-Glu-OBzl

There total 1 articles about Z-D-Glu-OBzl 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:

benzyl (R)-(2,6-dioxotetrahydro-2H-pyran-3-yl)carbamate (71869-80-2) + benzyl alcohol (100-51-6,185532-71-2) → 1-benzyl N-carbobenzoxy-L-glutamate (65706-99-2)

Guidance literature:

In diethyl ether;

Reference yield: 100.0%

H-D-Trp-O-cyclohexyl hydrochloride + 1-benzyl N-carbobenzoxy-L-glutamate (65706-99-2) → Cbz-D-Glu(D-Trp-O-cyclohexyl)-O-Bzl (1401720-10-2)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; at 20 ℃; Inert atmosphere;

Reference yield: 99.0%

tert.-butylhydroperoxide (75-91-2) + 1-benzyl N-carbobenzoxy-L-glutamate (65706-99-2) → (2R)-benzyl 2-(benzyloxycarbonylamino)-5-(tert-butylperoxy)-5-oxopentanoate (592532-30-4)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In decane; dichloromethane; acetonitrile; at -20 - 20 ℃; for 4h;

DOI:10.1021/ol802745n

upstream raw materials:

benzyl (R)-(2,6-dioxotetrahydro-2H-pyran-3-yl)carbamate

benzyl alcohol

Downstream raw materials:

2-Benzyloxycarbonylamino-pentanedioic acid 1-benzyl ester 5-[bis-(4-nitro-benzyloxy)-phosphorylmethyl] ester

2-Benzyloxycarbonylamino-pentanedioic acid 1-benzyl ester 5-[1-(bis-benzyloxy-phosphoryl)-3-methyl-butyl] ester

(2S,6R)-2-((R)-4-Benzyloxycarbonyl-4-benzyloxycarbonylamino-butyrylamino)-6-tert-butoxycarbonylamino-7-(N'-tert-butoxycarbonyl-hydrazino)-7-oxo-heptanoic acid

(3R)-3-(O-benzyl-N-benzyloxycarbonyl-D-γ-glutamyl-D-alanylamino)-3-methoxy-2-azetidinone

Refernces