Glycine, N-L-alanyl-, 1,1-dimethylethyl ester

Base Information

• Chemical Name: Glycine, N-L-alanyl-, 1,1-dimethylethyl ester
• CAS No.: 66880-74-8
• Molecular Formula: C9H18N2O3
• Molecular Weight: 202.254

Synonyms:L-alanyl-glycine tert-butyl ester;((S)-2-Amino-propionylamino)-acetic acid tert-butyl ester;H-Ala-Gly-OtBu;

Chemical Property of Glycine, N-L-alanyl-, 1,1-dimethylethyl ester

Chemical Property:

• PSA: 81.42000
• LogP: 0.88270

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Glycine, N-L-alanyl-, 1,1-dimethylethyl ester

There total 1 articles about Glycine, N-L-alanyl-, 1,1-dimethylethyl ester 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: 91.0%

[(S)-2-((2S,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxycarbonylamino)-propionylamino]-acetic acid tert-butyl ester → D-Glucose (2280-44-6) + L-Alanylglycine tert-butyl ester (66880-74-8)

Guidance literature:

With acetate buffer; β-glucosidase; In methanol; at 37 ℃; pH 5.0;

DOI:10.1016/S0008-6215(97)00224-3

Reference yield:

L-Alanylglycine tert-butyl ester (66880-74-8) → {(2S,3R)-2-[(S)-2-[2-(4-{2-[(S)-2-((S)-2-Amino-3-methyl-butyrylamino)-propionylamino]-acetoxymethyl}-7-methyl-1,3-dioxo-1,3,3a,4,7,7a-hexahydro-isoindol-2-yl)-acetylamino]-3-(4-hydroxy-phenyl)-propionylamino]-3-hydroxy-butyrylamino}-acetic acid

Guidance literature:

Multi-step reaction with 5 steps

1: 88 percent / triethylamine; N-hydroxybenzotriazole; EDC / CH₂Cl₂ / 19 h / 20 °C

2: trifluoroacetic acid / CH₂Cl₂ / 1 h / 20 °C

3: 385 mg / triethylamine; N-hydroxybenzotriazole; EDC / CH₂Cl₂; dimethylformamide / 18 h / 20 °C

4: 73 percent / piperidine / dimethylformamide / 0.5 h / 20 °C

5: 87 percent / H₂O; methanol / 20 h / 20 °C

With piperidine; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; trifluoroacetic acid; In methanol; dichloromethane; water; N,N-dimethyl-formamide; 5: Diels-Alder reaction;

DOI:10.1002/chem.200600148

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