tert-butyl (2S,3S)-2-<(9-phenylfluorenyl)amino>-3-methyl-4-hydroxybutanoate

Base Information

• Chemical Name: tert-butyl (2S,3S)-2-<(9-phenylfluorenyl)amino>-3-methyl-4-hydroxybutanoate
• CAS No.: 120230-46-8
• Molecular Formula: C₂₈H₃₁NO₃
• Molecular Weight: 429.559

Synonyms:tert-butyl (2S,3S)-2-<(9-phenylfluorenyl)amino>-3-methyl-4-hydroxybutanoate

Chemical Property of tert-butyl (2S,3S)-2-<(9-phenylfluorenyl)amino>-3-methyl-4-hydroxybutanoate

Chemical Property:

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Technology Process of tert-butyl (2S,3S)-2-<(9-phenylfluorenyl)amino>-3-methyl-4-hydroxybutanoate

There total 2 articles about tert-butyl (2S,3S)-2-<(9-phenylfluorenyl)amino>-3-methyl-4-hydroxybutanoate 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:

N-(9-phenylfluorenyl)-3-methyl-L-aspartic acid α-tert-butyl β-methyl diester (1094673-91-2) → tert-butyl (2S,3S)-2-<(9-phenylfluorenyl)amino>-3-methyl-4-hydroxybutanoate (120230-46-8) + tert-butyl (2S,3R)-2-<(9-phenylfluorenyl)amino>-3-methyl-4-hydroxybutanoate (120230-47-9)

Guidance literature:

With diisobutylaluminium hydride; In tetrahydrofuran; hexane; at -30 ℃; for 4h;

DOI:10.1021/jo00274a037

Reference yield:

N-(9-phenylfluoren-9-yl)-L-aspartic acid α-t-butyl β-methyl diester (120230-41-3) → tert-butyl (2S,3S)-2-<(9-phenylfluorenyl)amino>-3-methyl-4-hydroxybutanoate (120230-46-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) potassium hexamethyldisilazide (KHMDS) / 1.) THF, toluene, -78 deg C, 45 min, 2.) -78 deg C, 1 h

2: 350 mg / diisobutylaluminium hydride (DIBAL) / tetrahydrofuran; hexane / 4 h / -30 °C

With potassium hexamethylsilazane; diisobutylaluminium hydride; In tetrahydrofuran; hexane;

DOI:10.1021/jo00274a037

Reference yield:

tert-butyl (2S,3S)-2-<(9-phenylfluorenyl)amino>-3-methyl-4-hydroxybutanoate (120230-46-8) → tert-butyl (2S,3S)-2-<(9-phenylfluorenyl)amino>-3-methyl-4-oxobutanoate (120230-48-0)

Guidance literature:

With N-chloro-succinimide; dimethylsulfide; In toluene; at -25 ℃; for 4h;

DOI:10.1021/jo00274a037

upstream raw materials:

N-(9-phenylfluorenyl)-3-methyl-L-aspartic acid α-tert-butyl β-methyl diester

N-(9-phenylfluoren-9-yl)-L-aspartic acid α-t-butyl β-methyl diester

Downstream raw materials:

tert-butyl (2S,3S)-2-<(9-phenylfluorenyl)amino>-3-methyl-4-oxobutanoate

(2S,3S)-tert-butyl 2-(benzyloxycarbonylamino)-4-hydroxy-3-methylbutanoate

(2S,3S)-2-Benzyloxycarbonylamino-3-methyl-4-oxo-butyric acid tert-butyl ester

(S)-2-((3S,4R)-3-Benzyloxycarbonylamino-4-methyl-2-oxo-pyrrolidin-1-yl)-propionic acid methyl ester

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