benzyl (4S)-4-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-2-{[3-(methoxycarbonyl)propanoyl]amino}-3-oxo-5-phenylpentanoate

Base Information

Chemical Name:benzyl (4S)-4-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-2-{[3-(methoxycarbonyl)propanoyl]amino}-3-oxo-5-phenylpentanoate
CAS No.:628314-75-0
Molecular Formula:C₃₈H₃₆N₂O₈
Molecular Weight:648.712
Hs Code.:

Synonyms:benzyl (4S)-4-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-2-{[3-(methoxycarbonyl)propanoyl]amino}-3-oxo-5-phenylpentanoate

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Chemical Property of benzyl (4S)-4-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-2-{[3-(methoxycarbonyl)propanoyl]amino}-3-oxo-5-phenylpentanoate

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Technology Process of benzyl (4S)-4-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-2-{[3-(methoxycarbonyl)propanoyl]amino}-3-oxo-5-phenylpentanoate

There total 4 articles about benzyl (4S)-4-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-2-{[3-(methoxycarbonyl)propanoyl]amino}-3-oxo-5-phenylpentanoate 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: 78.0%

: 3878-55-5
methyl hydrogen succinate

: 2-amino-4-(9H-fluoren-9-ylmethoxycarbonylamino)-3-oxo-5-phenyl-pentanoic acid benzyl ester; hydrochloride

: 628314-75-0
benzyl (4S)-4-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-2-{[3-(methoxycarbonyl)propanoyl]amino}-3-oxo-5-phenylpentanoate

Guidance literature:: methyl hydrogen succinate; With 4-methyl-morpholine; isobutyl chloroformate; In tetrahydrofuran; at -20 ℃; for 0.5h;

2-amino-4-(9H-fluoren-9-ylmethoxycarbonylamino)-3-oxo-5-phenyl-pentanoic acid benzyl ester; hydrochloride; With 4-methyl-morpholine; In tetrahydrofuran; N,N-dimethyl-formamide; at 20 ℃;
DOI:10.1021/ol035673b

Reference yield:

: 103321-57-9
2S-flouren-9-ylmethoxycarbonylamino-3-phenylpropionyl chloride

: 628314-75-0
benzyl (4S)-4-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-2-{[3-(methoxycarbonyl)propanoyl]amino}-3-oxo-5-phenylpentanoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: t-BuOK / tetrahydrofuran / 0.5 h / -78 °C

1.2: tetrahydrofuran / 0.5 h / -78 °C

2.1: HCl / H₂O; tetrahydrofuran / 1 h / 20 °C

3.1: isobutyl chloroformate; N-methylmorpholine / tetrahydrofuran / 0.5 h / -20 °C

3.2: 78 percent / N-methylmorpholine / tetrahydrofuran; dimethylformamide / 20 °C

With 4-methyl-morpholine; hydrogenchloride; potassium tert-butylate; isobutyl chloroformate; In tetrahydrofuran; water;
DOI:10.1021/ol035673b

Reference yield:

: 81477-91-0
benzyl 2-(diphenylmethyleneamino)acetate

: 628314-75-0
benzyl (4S)-4-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-2-{[3-(methoxycarbonyl)propanoyl]amino}-3-oxo-5-phenylpentanoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: t-BuOK / tetrahydrofuran / 0.5 h / -78 °C

1.2: tetrahydrofuran / 0.5 h / -78 °C

2.1: HCl / H₂O; tetrahydrofuran / 1 h / 20 °C

3.1: isobutyl chloroformate; N-methylmorpholine / tetrahydrofuran / 0.5 h / -20 °C

3.2: 78 percent / N-methylmorpholine / tetrahydrofuran; dimethylformamide / 20 °C

With 4-methyl-morpholine; hydrogenchloride; potassium tert-butylate; isobutyl chloroformate; In tetrahydrofuran; water;
DOI:10.1021/ol035673b