Z-Ala-D-Gln-O-n-Bu

Base Information

• Chemical Name: Z-Ala-D-Gln-O-n-Bu
• CAS No.: 74817-58-6
• Molecular Formula: C₂₀H₂₉N₃O₆
• Molecular Weight: 407.467
• DSSTox Substance ID: DTXSID201160558
• Mol file: 74817-58-6.mol

Synonyms:Z-Ala-D-Gln-O-n-Bu;KXDINVWODDJWSM-GOEBONIOSA-N;DTXSID201160558;D-Glutamine, N2-[N-[(phenylmethoxy)carbonyl]-L-alanyl]-, butyl ester;74817-58-6

Chemical Property of Z-Ala-D-Gln-O-n-Bu

Chemical Property:

• XLogP3: 1.6
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 14
• Exact Mass: 407.20563565
• Heavy Atom Count: 29
• Complexity: 548

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCCCOC(=O)C(CCC(=O)N)NC(=O)C(C)NC(=O)OCC1=CC=CC=C1
• Isomeric SMILES: CCCCOC(=O)[C@@H](CCC(=O)N)NC(=O)[C@H](C)NC(=O)OCC1=CC=CC=C1

Technology Process of Z-Ala-D-Gln-O-n-Bu

There total 3 articles about Z-Ala-D-Gln-O-n-Bu 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:

D-Glutamin (5959-95-5,26700-71-0) → Cbz-L-Ala-D-Gln-O-n-C4H9 (74817-58-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) Et₃N, 2.) dimethylaminopropylamine / 1.) THF, H₂O, 4 deg C, 24 h, 2.) THF, H₂O, 1 h

2: 1.) aq. Cs₂CO₃ / 1.) THF, 2.) DMF, RT, 48 h

With caesium carbonate; triethylamine; 1-amino-3-(dimethylamino)propane;

DOI:10.1021/jm00343a018

Reference yield:

(N-benzyloxycarbonyl)-L-alanine N-hydroxysuccinimide ester (3401-36-3) → Cbz-L-Ala-D-Gln-O-n-C4H9 (74817-58-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) Et₃N, 2.) dimethylaminopropylamine / 1.) THF, H₂O, 4 deg C, 24 h, 2.) THF, H₂O, 1 h

2: 1.) aq. Cs₂CO₃ / 1.) THF, 2.) DMF, RT, 48 h

With caesium carbonate; triethylamine; 1-amino-3-(dimethylamino)propane;

DOI:10.1021/jm00343a018

Reference yield:

1-bromo-butane (109-65-9) + Cbz-L-Ala-D-Gln (74842-54-9) → Cbz-L-Ala-D-Gln-O-n-C4H9 (74817-58-6)

Guidance literature:

With caesium carbonate; Yield given. Multistep reaction; 1.) THF, 2.) DMF, RT, 48 h;

DOI:10.1021/jm00343a018

upstream raw materials:

1-bromo-butane

Cbz-L-Ala-D-Gln

D-Glutamin

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

Downstream raw materials:

1-α-O-benzyl-4,6-O-benzylidene-N-acetylmuramyl-L-alanyl-D-glutamine n-butyl ester