tert-butyl (2S,4S)-5-hydroxy-4-(cyanomethyl)-2-(N-(9-(9-phenylfluorenyl))amino)pentanoate

Base Information

Chemical Name:tert-butyl (2S,4S)-5-hydroxy-4-(cyanomethyl)-2-(N-(9-(9-phenylfluorenyl))amino)pentanoate
CAS No.:119595-83-4
Molecular Formula:C₃₀H₃₂N₂O₃
Molecular Weight:468.596
Hs Code.:

Synonyms:tert-butyl (2S,4S)-5-hydroxy-4-(cyanomethyl)-2-(N-(9-(9-phenylfluorenyl))amino)pentanoate

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Chemical Property of tert-butyl (2S,4S)-5-hydroxy-4-(cyanomethyl)-2-(N-(9-(9-phenylfluorenyl))amino)pentanoate

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Technology Process of tert-butyl (2S,4S)-5-hydroxy-4-(cyanomethyl)-2-(N-(9-(9-phenylfluorenyl))amino)pentanoate

There total 5 articles about tert-butyl (2S,4S)-5-hydroxy-4-(cyanomethyl)-2-(N-(9-(9-phenylfluorenyl))amino)pentanoate 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: 67.0%

: 119595-75-4
(2S,4S)-α-tert-butyl γ-methyl N-(9-(9-phenylfluorenyl))-4-(cyanomethyl)glutamate

: 119595-83-4
tert-butyl (2S,4S)-5-hydroxy-4-(cyanomethyl)-2-(N-(9-(9-phenylfluorenyl))amino)pentanoate

Guidance literature:: With lithium aluminium tetrahydride; In tetrahydrofuran; at -40 ℃; for 2h;
DOI:10.1021/jo00269a022

Reference yield:

: 1499-55-4
L-glutamic acid 5-methyl ester

: 119595-83-4
tert-butyl (2S,4S)-5-hydroxy-4-(cyanomethyl)-2-(N-(9-(9-phenylfluorenyl))amino)pentanoate

Guidance literature:: Multi-step reaction with 5 steps

1: CHCl₃ / 2 h / Heating

2: lead nitrate, Et₃N / CHCl₃ / 87 h / Ambient temperature

3: 75 percent / CH₂Cl₂ / 16 h / Ambient temperature

4: 1.) lithium 2,2,6,6-tetramethylpiperidide (LiTMP) / 1.) THF, -78 deg C, 30 min, 2.) THF, 2 h

5: 67 percent / LiAlH₄ / tetrahydrofuran / 2 h / -40 °C

With lithium aluminium tetrahydride; lead(II) nitrate; 2,2,6,6-tetramethylpiperidinyl-lithium; triethylamine; In tetrahydrofuran; dichloromethane; chloroform;
DOI:10.1021/jo00269a022

Reference yield:

: C₉H₁₉NO₄Si

: 119595-83-4
tert-butyl (2S,4S)-5-hydroxy-4-(cyanomethyl)-2-(N-(9-(9-phenylfluorenyl))amino)pentanoate

Guidance literature:: Multi-step reaction with 4 steps

1: lead nitrate, Et₃N / CHCl₃ / 87 h / Ambient temperature

2: 75 percent / CH₂Cl₂ / 16 h / Ambient temperature

3: 1.) lithium 2,2,6,6-tetramethylpiperidide (LiTMP) / 1.) THF, -78 deg C, 30 min, 2.) THF, 2 h

4: 67 percent / LiAlH₄ / tetrahydrofuran / 2 h / -40 °C

With lithium aluminium tetrahydride; lead(II) nitrate; 2,2,6,6-tetramethylpiperidinyl-lithium; triethylamine; In tetrahydrofuran; dichloromethane; chloroform;
DOI:10.1021/jo00269a022