2-{[5-(Acetyl-benzyloxy-amino)-pentylcarbamoyl]-methyl}-N-{5-[benzyloxy-(3-methoxycarbonyl-propionyl)-amino]-pentyl}-2-hydroxy-succinamic acid tert-butyl ester

Base Information

Chemical Name:2-{[5-(Acetyl-benzyloxy-amino)-pentylcarbamoyl]-methyl}-N-{5-[benzyloxy-(3-methoxycarbonyl-propionyl)-amino]-pentyl}-2-hydroxy-succinamic acid tert-butyl ester
CAS No.:153492-20-7
Molecular Formula:C₄₁H₆₀N₄O₁₁
Molecular Weight:784.948
Hs Code.:

2-{[5-(Acetyl-benzyloxy-amino)-pentylcarbamoyl]-methyl}-N-{5-[benzyloxy-(3-methoxycarbonyl-propionyl)-amino]-pentyl}-2-hydroxy-succinamic acid tert-butyl ester

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Chemical Property of 2-{[5-(Acetyl-benzyloxy-amino)-pentylcarbamoyl]-methyl}-N-{5-[benzyloxy-(3-methoxycarbonyl-propionyl)-amino]-pentyl}-2-hydroxy-succinamic acid tert-butyl ester

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Technology Process of 2-{[5-(Acetyl-benzyloxy-amino)-pentylcarbamoyl]-methyl}-N-{5-[benzyloxy-(3-methoxycarbonyl-propionyl)-amino]-pentyl}-2-hydroxy-succinamic acid tert-butyl ester

There total 13 articles about 2-{[5-(Acetyl-benzyloxy-amino)-pentylcarbamoyl]-methyl}-N-{5-[benzyloxy-(3-methoxycarbonyl-propionyl)-amino]-pentyl}-2-hydroxy-succinamic acid tert-butyl 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:

: 90195-00-9
N-<(2,2,2-trichloroethoxy)carbonyl>-O-benzylhydroxylamine

: 153492-20-7
2-{[5-(Acetyl-benzyloxy-amino)-pentylcarbamoyl]-methyl}-N-{5-[benzyloxy-(3-methoxycarbonyl-propionyl)-amino]-pentyl}-2-hydroxy-succinamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 95.5 percent / Ph₃P, DEAD / tetrahydrofuran / 16 h / Ambient temperature

2: 94 percent / Zn, 1 M aq. KH₂PO₄ / tetrahydrofuran / 3 h / Ambient temperature

3: 97 percent / pyridine / acetonitrile / 12 h / Ambient temperature

4: TFA / CH₂Cl₂ / 0.5 h

5: acetonitrile; CHCl₃ / Ambient temperature

With pyridine; potassium dihydrogenphosphate; triphenylphosphine; trifluoroacetic acid; zinc; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; chloroform; acetonitrile;
DOI:10.1021/jo00079a007

Reference yield:

: 53798-96-2
1,5-dimethyl citrate

: 153492-20-7
2-{[5-(Acetyl-benzyloxy-amino)-pentylcarbamoyl]-methyl}-N-{5-[benzyloxy-(3-methoxycarbonyl-propionyl)-amino]-pentyl}-2-hydroxy-succinamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 70percent HClO₄ / 24 h

2: 80 percent / aq. NaOH / tetrahydrofuran / 3 h / Ambient temperature

3: 58 percent / DCC / acetonitrile / 1.) 0 deg C, 30 min, 2.) r.t., 5 h

4: 55 percent / acetonitrile; CHCl₃ / -40 °C

5: acetonitrile; CHCl₃ / Ambient temperature

With sodium hydroxide; perchloric acid; dicyclohexyl-carbodiimide; In tetrahydrofuran; chloroform; acetonitrile;
DOI:10.1021/jo00079a007

Reference yield:

: 75178-90-4
N-(tert-butyloxycarbonyl)-5-aminopentanol

: 153492-20-7
2-{[5-(Acetyl-benzyloxy-amino)-pentylcarbamoyl]-methyl}-N-{5-[benzyloxy-(3-methoxycarbonyl-propionyl)-amino]-pentyl}-2-hydroxy-succinamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 95.5 percent / Ph₃P, DEAD / tetrahydrofuran / 16 h / Ambient temperature

2: 94 percent / Zn, 1 M aq. KH₂PO₄ / tetrahydrofuran / 3 h / Ambient temperature

3: 97 percent / pyridine / acetonitrile / 12 h / Ambient temperature

4: TFA / CH₂Cl₂ / 0.5 h

5: acetonitrile; CHCl₃ / Ambient temperature

With pyridine; potassium dihydrogenphosphate; triphenylphosphine; trifluoroacetic acid; zinc; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; chloroform; acetonitrile;
DOI:10.1021/jo00079a007