N⁴-<2-acetamido-4-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-3,6-di-O-acetyl-2-deoxy-β-D-glucopyranosyl>-N²-Cbz-Asn-Leu-Thr-NH2

Base Information

• Chemical Name: N⁴-<2-acetamido-4-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-3,6-di-O-acetyl-2-deoxy-β-D-glucopyranosyl>-N²-Cbz-Asn-Leu-Thr-NH2
• CAS No.: 142699-61-4
• Molecular Formula: C₄₈H₆₉N₇O₂₂
• Molecular Weight: 1096.11

Synonyms:

Chemical Property of N⁴-<2-acetamido-4-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-3,6-di-O-acetyl-2-deoxy-β-D-glucopyranosyl>-N²-Cbz-Asn-Leu-Thr-NH2

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N⁴-<2-acetamido-4-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-3,6-di-O-acetyl-2-deoxy-β-D-glucopyranosyl>-N²-Cbz-Asn-Leu-Thr-NH2

There total 4 articles about N⁴-<2-acetamido-4-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-3,6-di-O-acetyl-2-deoxy-β-D-glucopyranosyl>-N²-Cbz-Asn-Leu-Thr-NH2 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:

(S)-2-benzyloxycarbonylamino-succinic acid 1-tert-butyl ester (47307-26-6,149967-07-7) → N4-<2-acetamido-4-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-3,6-di-O-acetyl-2-deoxy-β-D-glucopyranosyl>-N2-Cbz-Asn-Leu-Thr-NH2 (142699-61-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 68 percent / ethyl 2-ethoxy-1,2-dihydroquinoline-1-carboxylate, Et₃N / CH₂Cl₂ / 48 h / Ambient temperature

2: 87 mg / CF₃COOH / CH₂Cl₂ / 0.5 h / Ambient temperature

3: 1) NMM, DCC, HOBt / 1) DMF, -10 deg C, 5 min, 2) DMF, r.t., 2 d

With 4-methyl-morpholine; benzotriazol-1-ol; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; triethylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; In dichloromethane;

DOI:10.1021/jo00041a015

Reference yield:

2-acetamido-4-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-3,6-di-O-acetyl-2-deoxy-β-D-glucopyranosylamine (29673-51-6) → N4-<2-acetamido-4-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-3,6-di-O-acetyl-2-deoxy-β-D-glucopyranosyl>-N2-Cbz-Asn-Leu-Thr-NH2 (142699-61-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 68 percent / ethyl 2-ethoxy-1,2-dihydroquinoline-1-carboxylate, Et₃N / CH₂Cl₂ / 48 h / Ambient temperature

2: 87 mg / CF₃COOH / CH₂Cl₂ / 0.5 h / Ambient temperature

3: 1) NMM, DCC, HOBt / 1) DMF, -10 deg C, 5 min, 2) DMF, r.t., 2 d

With 4-methyl-morpholine; benzotriazol-1-ol; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; triethylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; In dichloromethane;

DOI:10.1021/jo00041a015

Reference yield:

N4-<2-acetamido-4-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-3,6-di-O-acetyl-2-deoxy-β-D-glucopyranosyl>-N2-Cbz-L-aspartic acid α-tert-butyl ester (142699-60-3) → N4-<2-acetamido-4-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-3,6-di-O-acetyl-2-deoxy-β-D-glucopyranosyl>-N2-Cbz-Asn-Leu-Thr-NH2 (142699-61-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 mg / CF₃COOH / CH₂Cl₂ / 0.5 h / Ambient temperature

2: 1) NMM, DCC, HOBt / 1) DMF, -10 deg C, 5 min, 2) DMF, r.t., 2 d

With 4-methyl-morpholine; benzotriazol-1-ol; dicyclohexyl-carbodiimide; trifluoroacetic acid; In dichloromethane;

DOI:10.1021/jo00041a015

upstream raw materials:

H-Leu-Thr-NH₂*TFA

(S)-2-benzyloxycarbonylamino-succinic acid 1-tert-butyl ester

2-acetamido-4-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-3,6-di-O-acetyl-2-deoxy-β-D-glucopyranosylamine

N⁴-<2-acetamido-4-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-3,6-di-O-acetyl-2-deoxy-β-D-glucopyranosyl>-N²-Cbz-L-aspartic acid α-tert-butyl ester

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