Z-THR-SER-OME

Base Information

• Chemical Name: Z-THR-SER-OME
• CAS No.: 2488-24-6
• Molecular Formula: C16H22 N2 O7
• Molecular Weight: 354.36
• Mol file: 2488-24-6.mol

Synonyms:L-Serine,N-[N-[(phenylmethoxy)carbonyl]-L-threonyl]-, methyl ester; Serine, N-(N-carboxy-L-threonyl)-,N-benzyl methyl ester (7CI); Serine, N-(N-carboxy-L-threonyl)-, N-benzyl methylester, L- (8CI); Benzyloxycarbonyl-L-threonyl-L-serine methyl ester; NSC 333742

Chemical Property of Z-THR-SER-OME

Chemical Property:

• Vapor Pressure: 2.31E-17mmHg at 25°C
• Melting Point: 136-137 °C(Solv: acetonitrile (75-05-8); water (7732-18-5))
• Boiling Point: 642°Cat760mmHg
• PKA: 10.89±0.46(Predicted)
• Flash Point: 342.1°C
• PSA: 134.19000
• Density: 1.302g/cm³
• LogP: 0.09410

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Z-THR-SER-OME

There total 7 articles about Z-THR-SER-OME 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: 68.0%

N-benzyloxycarbonyl-L-treonine (19728-63-3) + methyl (2S)-2-amino-3-hydroxypropanoate hydrochloride (5680-80-8) → Z-threonyl-serine methyl ester (2488-24-6)

Guidance literature:

With N-ethylmorpholine;; benzotriazol-1-ol; In dichloromethane; 1) 2 h, -20 deg C, 2) 6 h, 0 deg C; overnight, r.t.;

Reference yield:

→ N-(benzyloxycarbonyl)-L-threonine p-nitrobenzyl ester (16879-84-8) + Z-threonyl-serine methyl ester (2488-24-6)

Guidance literature:

Reference yield:

(S)-serine methyl ester (2788-84-3) + N-benzyloxycarbonyl-L-treonine (19728-63-3) → N-Benzyloxycarbonyl-L-threonyl-L-serin-methylester (2488-24-6)

Guidance literature:

Multistep reaction; (i) THF, (ii) DCC, THF, (iii) AcOEt;

DOI:10.1021/ja01081a041

upstream raw materials:

(S)-serine methyl ester

N-benzyloxycarbonyl-L-treonine

N-[(phenylmethoxy)carbonyl]-L-threonine

methyl (2S)-2-amino-3-hydroxypropanoate hydrochloride

Downstream raw materials:

H-Ser(Bzl)-Ser-Thr-Ser-Ala-Ala-OBzl

Boc-Ser(Bzl)-Ser-Thr-Ser-Ala-Ala-OBzl

Boc-Ser(Bzl)-Ser-Thr-Ser-N₃

Boc-Ser(Bzl)-Ser-Thr-Ser-NHNH₂

Refernces

• 1、 Appel, Rolf,Glaesel, Ursula,Glaesel, Volker Ingo. " Chlorosulfite, a Versatile and Mild Condensation Reagent for the Synthesis of Peptides". . p. 1542 - 1545. Retrieved 2007/10/02.
• 2、 HOFMANN,HAAS,SMITHERS,ZANETTI. "STUDIES ON POLYPEPTIDES. XXXI. SYNTHETIC PEPTIDES RELATED TO THE". . p. 631 - 639. Retrieved 2007/10/05.