Tert-butyl n-[(benzyloxy)carbonyl]alanylglycinate

Base Information

• Chemical Name: Tert-butyl n-[(benzyloxy)carbonyl]alanylglycinate
• CAS No.: 13512-48-6
• Molecular Formula: C17H24 N2 O5
• Molecular Weight: 336.388
• NSC Number: 96698
• DSSTox Substance ID: DTXSID60294448
• Mol file: 13512-48-6.mol

Synonyms:13512-48-6;tert-butyl n-[(benzyloxy)carbonyl]alanylglycinate;NSC96698;SCHEMBL20529479;DTXSID60294448;NSC-96698

Chemical Property of Tert-butyl n-[(benzyloxy)carbonyl]alanylglycinate

Chemical Property:

• Vapor Pressure: 1.5E-10mmHg at 25°C
• Boiling Point: 510.8°C at 760 mmHg
• Flash Point: 262.7°C
• Density: 1.148g/cm³
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 9
• Exact Mass: 336.16852187
• Heavy Atom Count: 24
• Complexity: 439

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C(=O)NCC(=O)OC(C)(C)C)NC(=O)OCC1=CC=CC=C1

Technology Process of Tert-butyl n-[(benzyloxy)carbonyl]alanylglycinate

There total 2 articles about Tert-butyl n-[(benzyloxy)carbonyl]alanylglycinate 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: 100.0%

Glycine tert-butyl ester (6456-74-2) + (N-benzyloxycarbonyl)-L-alanine N-hydroxysuccinimide ester (3401-36-3) → tert-butyl ((benzyloxy)carbonyl)-L-alanylglycinate (13512-48-6)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 2h; Inert atmosphere;

Reference yield: 75.0%

Glycine tert-butyl ester (6456-74-2) + N-Cbz-Ala (1142-20-7) → tert-butyl ((benzyloxy)carbonyl)-L-alanylglycinate (13512-48-6)

Guidance literature:

With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In dichloromethane;

DOI:10.1002/cjoc.202000132

Reference yield: 40.0%

tert-butyl ((benzyloxy)carbonyl)-L-alanylglycinate (13512-48-6) + (trifluoromethyl)trimethylsilane (81290-20-2) → tert-butyl N-((benzyloxycarbonyl)-L-alanyl)-N-(trifluoromethyl)glycinate

Guidance literature:

With 2-fluoropyridine; silver trifluoromethanesulfonate; Selectfluor; cesium fluoride; In dichloromethane; chlorobenzene; at 20 ℃; for 24h; chemoselective reaction; Schlenk technique; Inert atmosphere; Glovebox;

DOI:10.1002/cjoc.202000132

upstream raw materials:

Glycine tert-butyl ester

N-Cbz-Ala

(N-benzyloxycarbonyl)-L-alanine N-hydroxysuccinimide ester