Z-Thr-OBzl

Base Information

• Chemical Name: Z-Thr-OBzl
• CAS No.: 16597-50-5
• Molecular Formula: C₁₉H₂₁NO₅
• Molecular Weight: 343.379
• Hs Code.: 29224999
• European Community (EC) Number: 605-424-5
• DSSTox Substance ID: DTXSID801194670
• Nikkaji Number: J1.158.084J
• Mol file: 16597-50-5.mol

Synonyms:Z-Thr-OBzl;16597-50-5;Z-L-threonine benzyl ester;N-Carbobenzoxy-L-threonine Benzyl Ester;L-Threonine, N-[(phenylmethoxy)carbonyl]-, phenylmethyl ester;N-Cbz-L-threonine Benzyl Ester;Z-L-Threonine alpha-benzyl ester;benzyl (2S,3R)-3-hydroxy-2-(phenylmethoxycarbonylamino)butanoate;cbz-l-threonine benzyl ester;N-Benzyloxycarbonyl-L-threonine benzyl ester;SCHEMBL2678260;DTXSID801194670;MFCD00077041;AKOS015839309;AKOS015889722;AM82255;CS-W008556;DS-15046;Benzyl ((benzyloxy)carbonyl)-L-threoninate;N-(Benzyloxycarbonyl)threonine benzyl ester;C2285;A810684;Q-101848;N-[(Phenylmethoxy)carbonyl]-L-threonine phenylmethyl ester;(2S,3R)-benzyl 2-(benzyloxycarbonylamino)-3-hydroxybutanoate;N-alpha-BenZyloxycarbonyl-L-threonine benZyl ester (CbZ-L-Thr-OBZl)

Chemical Property of Z-Thr-OBzl

Chemical Property:

• Vapor Pressure: 2.36E-12mmHg at 25°C
• Melting Point: 78-82 °C
• Refractive Index: 1.572
• Boiling Point: 536.8 °C at 760 mmHg
• PKA: 10.76±0.46(Predicted)
• Flash Point: 278.4 °C
• PSA: 84.86000
• Density: 1.228 g/cm³
• LogP: 2.79650
• Storage Temp.: Store at RT.
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 9
• Exact Mass: 343.14197277
• Heavy Atom Count: 25
• Complexity: 416

Purity/Quality:

min 98.0% ^*data from raw suppliers

Z-L-threonine alpha-benzyl ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C(C(=O)OCC1=CC=CC=C1)NC(=O)OCC2=CC=CC=C2)O
• Isomeric SMILES: C[C@H]([C@@H](C(=O)OCC1=CC=CC=C1)NC(=O)OCC2=CC=CC=C2)O

Technology Process of Z-Thr-OBzl

There total 6 articles about Z-Thr-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: 82.0%

(2S,3R)-2-Benzyloxycarbonylamino-3-tert-butoxy-butyric acid benzyl ester (212632-22-9) → N-benzyloxycarbonyl-L-threonine benzyl ester (84500-41-4,85995-50-2,85995-51-3,126401-06-7,16597-50-5)

Guidance literature:

With phosphoric acid; In dichloromethane; at 20 ℃; for 14h;

DOI:10.1021/jo061377b

Reference yield:

N-benzyloxycarbonyl-L-treonine (19728-63-3) + benzyl bromide (100-39-0) → N-benzyloxycarbonyl-L-threonine benzyl ester (84500-41-4,85995-50-2,85995-51-3,126401-06-7,16597-50-5)

Guidance literature:

With N-cyclohexyl-cyclohexanamine;

DOI:10.1016/S0040-4039(00)75465-7

Reference yield:

2-benzyloxycarbonylamino-3-hydroxy-butyric acid (5618-95-1,19728-63-3,41151-16-0,80384-27-6,85995-53-5,119221-16-8) + benzyl bromide (100-39-0) → 2-benzyloxycarbonylamino-3-hydroxy-butyric acid benzyl ester (16597-50-5,84500-41-4,85995-50-2,85995-51-3,126401-06-7)

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; for 48h;

DOI:10.1007/s00726-015-1967-4

upstream raw materials:

2-benzyloxycarbonylamino-3-hydroxy-butyric acid

benzyl bromide

N-benzyloxycarbonyl-L-treonine

(2S,3R)-2-Benzyloxycarbonylamino-3-tert-butoxy-butyric acid benzyl ester

Downstream raw materials:

N-benzyloxycarbonyl-O-[bis-(2-chloro-ethyl)-carbamoyl-DL]-threonine benzyl ester

N-benzyloxycarbonyl-O-(3-benzyloxycarbonyl-hydrazinocarbonyl)-threonine benzyl ester

N-benzyloxycarbonyl-O-carbamoyl-DL-threonine benzyl ester

N-(Benzyloxycarbonyl)-3-O-(3,4,6-tri-O-acetyl-2-azido-2-desoxy-α-D-galactopyranosyl)-L-threoninbenzylester

Refernces

• 1、 Waliczek, Mateusz,Kijewska, Monika,Stefanowicz, Piotr,Szewczuk, Zbigniew. "Site-selective solid phase synthesis of carbonylated peptides". . p. 1353 - 1365. Retrieved 2015/06/16.