Fmoc1-2,3,4,6-tetra-O-acetyl-β-glcp>Glu-Phe-Phe-Gly-Leu-Met-OMe

Base Information

• Chemical Name: Fmoc1-2,3,4,6-tetra-O-acetyl-β-glcp>Glu-Phe-Phe-Gly-Leu-Met-OMe
• CAS No.: 122350-63-4
• Molecular Formula: C₆₆H₈₁N₇O₁₉S
• Molecular Weight: 1308.47

Synonyms:

Chemical Property of Fmoc1-2,3,4,6-tetra-O-acetyl-β-glcp>Glu-Phe-Phe-Gly-Leu-Met-OMe

Chemical Property:

Purity/Quality:

Safty Information:

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Useful:

Technology Process of Fmoc1-2,3,4,6-tetra-O-acetyl-β-glcp>Glu-Phe-Phe-Gly-Leu-Met-OMe

There total 5 articles about Fmoc1-2,3,4,6-tetra-O-acetyl-β-glcp>Glu-Phe-Phe-Gly-Leu-Met-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:

2,3,4,6-tetra-O-acetyl-D-glucosyl-1-amine (41355-50-4,51642-81-0,58484-22-3,70128-27-7,70145-20-9,94482-21-0,98300-76-6) → Fmoc1-2,3,4,6-tetra-O-acetyl-β-glcp>Glu-Phe-Phe-Gly-Leu-Met-OMe (122350-63-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 72 percent / 1-hydroxybenzotriazole, N,N-dicyclohexylcarbodiimide / tetrahydrofuran / -15 deg C, 1 h then R_.T_., overnight

2: 2.) N-methylmorpholine, isobutylchlorocarbonate / 2.) DMF, -15 deg C, 1 h then R_.T_., 2 h

With 4-methyl-morpholine; benzotriazol-1-ol; dicyclohexyl-carbodiimide; isobutyl chloroformate; In tetrahydrofuran;

DOI:10.1016/S0040-4020(01)89802-1

Reference yield:

(4S)-5-benzyloxy-4-(9H-fluoren-9-ylmethoxycarbonylamino)-5-oxopentanoic acid (122350-52-1) → Fmoc1-2,3,4,6-tetra-O-acetyl-β-glcp>Glu-Phe-Phe-Gly-Leu-Met-OMe (122350-63-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 72 percent / 1-hydroxybenzotriazole, N,N-dicyclohexylcarbodiimide / tetrahydrofuran / -15 deg C, 1 h then R_.T_., overnight

2: 2.) N-methylmorpholine, isobutylchlorocarbonate / 2.) DMF, -15 deg C, 1 h then R_.T_., 2 h

With 4-methyl-morpholine; benzotriazol-1-ol; dicyclohexyl-carbodiimide; isobutyl chloroformate; In tetrahydrofuran;

DOI:10.1016/S0040-4020(01)89802-1

Reference yield:

(S)-4-(9H-Fluoren-9-ylmethoxycarbonylamino)-4-{(S)-1-[(S)-1-(methoxycarbonylmethyl-carbamoyl)-2-phenyl-ethylcarbamoyl]-2-phenyl-ethylcarbamoyl}-butyric acid (122350-53-2) → Fmoc1-2,3,4,6-tetra-O-acetyl-β-glcp>Glu-Phe-Phe-Gly-Leu-Met-OMe (122350-63-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 50 percent / 1-hydroxybenzotriazole, N,N-dicyclohexylcarbodiimide / tetrahydrofuran / -15 deg C, 1 h then R_.T_., overnight

2: 1-hydroxybenzotriazole, N,N -dicyclohexylcarbodiimide / 2.) THF, -15 deg C, 1 h then R_.T_., overnight

With benzotriazol-1-ol; dicyclohexyl-carbodiimide; In tetrahydrofuran;

DOI:10.1016/S0040-4020(01)89802-1

upstream raw materials:

N-9-fluorenylmethyloxycarbonyl-1 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl> glutamic acid benzyl ester

Phe-Phe-Gly-Leu-Met-OMe

N-9-fluorenylmethyloxycarbonyl-1 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl> glutamyl, phenylalanyl, phenylalanyl, glycine methyl ester

H-Leu-Met-OCH₃

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