tert-butyl (2S)-{[(2R)-3-({N-[(9H-fluoren-9-ylmethoxy)carbonyl]-D-phenylalanyl}amino)-2-methylpropanoyl]oxy}-4-methylpentanoate

Base Information

Chemical Name:tert-butyl (2S)-{[(2R)-3-({N-[(9H-fluoren-9-ylmethoxy)carbonyl]-D-phenylalanyl}amino)-2-methylpropanoyl]oxy}-4-methylpentanoate
CAS No.:848044-29-1
Molecular Formula:C₃₈H₄₆N₂O₇
Molecular Weight:642.792
Hs Code.:

Synonyms:tert-butyl (2S)-{[(2R)-3-({N-[(9H-fluoren-9-ylmethoxy)carbonyl]-D-phenylalanyl}amino)-2-methylpropanoyl]oxy}-4-methylpentanoate

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Chemical Property of tert-butyl (2S)-{[(2R)-3-({N-[(9H-fluoren-9-ylmethoxy)carbonyl]-D-phenylalanyl}amino)-2-methylpropanoyl]oxy}-4-methylpentanoate

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Technology Process of tert-butyl (2S)-{[(2R)-3-({N-[(9H-fluoren-9-ylmethoxy)carbonyl]-D-phenylalanyl}amino)-2-methylpropanoyl]oxy}-4-methylpentanoate

There total 3 articles about tert-butyl (2S)-{[(2R)-3-({N-[(9H-fluoren-9-ylmethoxy)carbonyl]-D-phenylalanyl}amino)-2-methylpropanoyl]oxy}-4-methylpentanoate 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: 81.0%

: 86123-10-6
Fmoc-D-Phe-OH

: 1027246-51-0
tert-butyl (2S)-2-{[(2R)-3-amino-2-methylpropanoyl]oxy}-4-methylpentanoate

: 848044-29-1
tert-butyl (2S)-{[(2R)-3-({N-[(9H-fluoren-9-ylmethoxy)carbonyl]-D-phenylalanyl}amino)-2-methylpropanoyl]oxy}-4-methylpentanoate

Guidance literature:: With benzotriazol-1-ol; dicyclohexyl-carbodiimide; In tetrahydrofuran; at 23 ℃; for 7h;
DOI:10.1002/ejoc.200400558

Reference yield:

: 3069-52-1
(2S)-2-hydroxy-4-methylpentanoic acid 1,1-dimethylethyl ester

: 848044-29-1
tert-butyl (2S)-{[(2R)-3-({N-[(9H-fluoren-9-ylmethoxy)carbonyl]-D-phenylalanyl}amino)-2-methylpropanoyl]oxy}-4-methylpentanoate

Guidance literature:: Multi-step reaction with 3 steps

1: 80 percent / DCC; DMAP / CH₂Cl₂ / 5.5 h / 0 - 23 °C

2: 67 percent / diethylamine / tetrahydrofuran / 12 h / 0 - 23 °C

3: 81 percent / HOBt; DCC / tetrahydrofuran / 7 h / 23 °C

With dmap; benzotriazol-1-ol; diethylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane;
DOI:10.1002/ejoc.200400558

Reference yield:

: 1027971-05-6
tert-butyl (2S)-2-[((2R)-3-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-2-methylpropanoyl)oxy]-4-methylpentanoate

: 848044-29-1
tert-butyl (2S)-{[(2R)-3-({N-[(9H-fluoren-9-ylmethoxy)carbonyl]-D-phenylalanyl}amino)-2-methylpropanoyl]oxy}-4-methylpentanoate

Guidance literature:: Multi-step reaction with 2 steps

1: 67 percent / diethylamine / tetrahydrofuran / 12 h / 0 - 23 °C

2: 81 percent / HOBt; DCC / tetrahydrofuran / 7 h / 23 °C

With benzotriazol-1-ol; diethylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran;
DOI:10.1002/ejoc.200400558