(5S,8S,9S)-1-Benzyl-10-methyl-8,9-dihydroxy-4,7-dioxo-5-methyl-3,6-diazadecanedicarboxylate

Base Information

• Chemical Name: (5S,8S,9S)-1-Benzyl-10-methyl-8,9-dihydroxy-4,7-dioxo-5-methyl-3,6-diazadecanedicarboxylate
• CAS No.: 263550-19-2
• Molecular Formula: C₁₇H₂₂N₂O₈
• Molecular Weight: 382.37

Synonyms:(5S,8S,9S)-1-Benzyl-10-methyl-8,9-dihydroxy-4,7-dioxo-5-methyl-3,6-diazadecanedicarboxylate

Chemical Property of (5S,8S,9S)-1-Benzyl-10-methyl-8,9-dihydroxy-4,7-dioxo-5-methyl-3,6-diazadecanedicarboxylate

Chemical Property:

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Technology Process of (5S,8S,9S)-1-Benzyl-10-methyl-8,9-dihydroxy-4,7-dioxo-5-methyl-3,6-diazadecanedicarboxylate

There total 3 articles about (5S,8S,9S)-1-Benzyl-10-methyl-8,9-dihydroxy-4,7-dioxo-5-methyl-3,6-diazadecanedicarboxylate 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: 79.0%

(5S,8S,9S)-1-Benzyl-10-methyl-8,9-(phenylmethylenedioxy)-4,7-dioxo-5-methyl-3,6-diazadecanedicarboxylate → (5S,8S,9S)-1-Benzyl-10-methyl-8,9-dihydroxy-4,7-dioxo-5-methyl-3,6-diazadecanedicarboxylate (263550-19-2)

Guidance literature:

With trifluoroacetic acid; at 0 ℃; for 0.0833333h;

DOI:10.1002/(SICI)1521-3765(20000117)6:2<247::AID-CHEM247>3.0.CO;2-M

Reference yield:

(4S,5S)-2-Phenyl-[1,3]dioxolane-4,5-dicarboxylic acid monomethyl ester → (5S,8S,9S)-1-Benzyl-10-methyl-8,9-dihydroxy-4,7-dioxo-5-methyl-3,6-diazadecanedicarboxylate (263550-19-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 47 percent / DCC; Et₃N / CH₂Cl₂ / 0 - 20 °C

2: 79 percent / aq. TFA / 0.08 h / 0 °C

With triethylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; In dichloromethane; 1: Acylation / 2: Hydrolysis;

DOI:10.1002/(SICI)1521-3765(20000117)6:2<247::AID-CHEM247>3.0.CO;2-M

Reference yield:

((S)-2-Amino-propionylamino)-acetic acid benzyl ester; hydrobromide → (5S,8S,9S)-1-Benzyl-10-methyl-8,9-dihydroxy-4,7-dioxo-5-methyl-3,6-diazadecanedicarboxylate (263550-19-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 47 percent / DCC; Et₃N / CH₂Cl₂ / 0 - 20 °C

2: 79 percent / aq. TFA / 0.08 h / 0 °C

With triethylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; In dichloromethane; 1: Acylation / 2: Hydrolysis;

DOI:10.1002/(SICI)1521-3765(20000117)6:2<247::AID-CHEM247>3.0.CO;2-M

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