Z-Ala-Gly-Ala-OMe

Base Information

• Chemical Name: Z-Ala-Gly-Ala-OMe
• CAS No.: 511303-01-8
• Molecular Formula: C₁₇H₂₃N₃O₆
• Molecular Weight: 365.386
• Mol file: 511303-01-8.mol

Synonyms:Z-Ala-Gly-Ala-OMe

Chemical Property of Z-Ala-Gly-Ala-OMe

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of Z-Ala-Gly-Ala-OMe

There total 1 articles about Z-Ala-Gly-Ala-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: 83.0%

N-benzyloxycarbonyl-L-alanylglycine (2503-31-3,3235-17-4,34286-66-3) + L-alanine methyl ester hydrochloride (2491-20-5) → Z-Ala-Gly-Ala-OMe (511303-01-8)

Guidance literature:

With 2-isobutoxy-1-isobutoxycarbonyl-1,2-dihydroquinoline; triethylaminemp; In chloroform; at 0 - 20 ℃;

DOI:10.1002/1099-0682(200212)2002:12<3156::AID-EJIC3156>3.0.CO;2-6

Reference yield:

bis(η5-cyclopentadienyl)(tetrahydrofuran)titanium tetraphenylborate + Z-Ala-Gly-Ala-OMe (511303-01-8) → κ(2)(O1,O4),κN2-Cp2Ti(PhCH2OC(O)-(NCH(CH3)CO-Gly-Ala-OMe)BPh4 + κ(2)(O4,O7),κN5-Cp2Ti(PhCH2OC(O)-Ala-NCH2CO-Ala-OMe)BPh4

Guidance literature:

In dichloromethane; under Ar, 1 equiv. of Ti-compd. in CH2Cl2 was added to tripeptide soln. in CH2Cl2 at -20 °C, mixt. was allowed to stand for overnight; solvent was removed in vac., solid was twice washed with pentane, dried in vac., elem. anal.; κ(2)(O1,O4):κ(2)(O4,O7) isomer ratio was 1:2; summarized yield was 97 %;

DOI:10.1002/1099-0682(200212)2002:12<3156::AID-EJIC3156>3.0.CO;2-6

Reference yield:

bis(η5-cyclopentadienyl)(tetrahydrofuran)titanium tetraphenylborate + Z-Ala-Gly-Ala-OMe (511303-01-8) → κ(2)(O7,O10),κN8-Cp2Ti(PhCH2OC(O)-(Ala-Gly-NCH(Me)CO-OMe)BPh4 + κ(2)(O1,O4),κN2-Cp2Ti(PhCH2OC(O)-(NCH(CH3)CO-Gly-Ala-OMe)BPh4 + κ(2)(O4,O7),κN5-Cp2Ti(PhCH2OC(O)-Ala-NCH2CO-Ala-OMe)BPh4

Guidance literature:

In dichloromethane-d2; byproducts: CH4; under Ar, 1 equiv. of Ti-compd., -20 °C, stirring for 10 min, storage at room temp. for 12 h; not isolated, monitored by NMR; κ(2)(O1,O4):κ(2)(O4,O7) isomer ratio was 1:2;

DOI:10.1002/1099-0682(200212)2002:12<3156::AID-EJIC3156>3.0.CO;2-6

upstream raw materials:

N-benzyloxycarbonyl-L-alanylglycine

L-alanine methyl ester hydrochloride

Refernces