(4S,5R,2'S,3'R,2''S)-3-[2'-(2''-fluorenylmethoxycarbonylamino-4''-methylpentanoyl)amino-3'-hydroxy-3'-phenylpropionyl]-1,5-dimethyl-4-phenylimidazolin-2-one

Base Information

Chemical Name:(4S,5R,2'S,3'R,2''S)-3-[2'-(2''-fluorenylmethoxycarbonylamino-4''-methylpentanoyl)amino-3'-hydroxy-3'-phenylpropionyl]-1,5-dimethyl-4-phenylimidazolin-2-one
CAS No.:293734-31-3
Molecular Formula:C₄₁H₄₄N₄O₆
Molecular Weight:688.824
Hs Code.:

(4S,5R,2'S,3'R,2''S)-3-[2'-(2''-fluorenylmethoxycarbonylamino-4''-methylpentanoyl)amino-3'-hydroxy-3'-phenylpropionyl]-1,5-dimethyl-4-phenylimidazolin-2-one

Synonyms:(4S,5R,2'S,3'R,2''S)-3-[2'-(2''-fluorenylmethoxycarbonylamino-4''-methylpentanoyl)amino-3'-hydroxy-3'-phenylpropionyl]-1,5-dimethyl-4-phenylimidazolin-2-one

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Chemical Property of (4S,5R,2'S,3'R,2''S)-3-[2'-(2''-fluorenylmethoxycarbonylamino-4''-methylpentanoyl)amino-3'-hydroxy-3'-phenylpropionyl]-1,5-dimethyl-4-phenylimidazolin-2-one

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Technology Process of (4S,5R,2'S,3'R,2''S)-3-[2'-(2''-fluorenylmethoxycarbonylamino-4''-methylpentanoyl)amino-3'-hydroxy-3'-phenylpropionyl]-1,5-dimethyl-4-phenylimidazolin-2-one

There total 7 articles about (4S,5R,2'S,3'R,2''S)-3-[2'-(2''-fluorenylmethoxycarbonylamino-4''-methylpentanoyl)amino-3'-hydroxy-3'-phenylpropionyl]-1,5-dimethyl-4-phenylimidazolin-2-one 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: 65.0%

: 293734-30-2
(4R,5S,4'S,5'R,1''S)-4-[(1',5'-dimethyl-4'-phenylimidazolin-2'-on-3'-yl)carbonyl]-2-(1''-fluorenylmethoxycarbonylamino-3''-methyl-1''-butyl)-4,5-dihydro-5-phenyloxazole

: 293734-31-3
(4S,5R,2'S,3'R,2''S)-3-[2'-(2''-fluorenylmethoxycarbonylamino-4''-methylpentanoyl)amino-3'-hydroxy-3'-phenylpropionyl]-1,5-dimethyl-4-phenylimidazolin-2-one

Guidance literature:: With piperidine; boron trifluoride diethyl etherate; In dichloromethane; water; for 4h;
DOI:10.1002/1099-0690(200007)2000:13<2489::aid-ejoc2489>3.3.co;2-z

Reference yield:

: 103321-59-1
N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-leucine, acid chloride

: 293734-31-3
(4S,5R,2'S,3'R,2''S)-3-[2'-(2''-fluorenylmethoxycarbonylamino-4''-methylpentanoyl)amino-3'-hydroxy-3'-phenylpropionyl]-1,5-dimethyl-4-phenylimidazolin-2-one

Guidance literature:: Multi-step reaction with 2 steps

1: 75 percent / TEA; DMAP / CH₂Cl₂ / 4 h

2: 65 percent / BF₃*Et₂O; piperidine / H₂O; CH₂Cl₂ / 4 h

With piperidine; dmap; TEA; boron trifluoride diethyl etherate; In dichloromethane; water; 1: Cyclization / 2: Hydrolysis;
DOI:10.1002/1099-0690(200007)2000:13<2489::aid-ejoc2489>3.3.co;2-z

Reference yield:

: 112791-04-5
(4R,5S)-3,4-dimethyl-5-phenyl-imidazolidin-2-one

: 293734-31-3
(4S,5R,2'S,3'R,2''S)-3-[2'-(2''-fluorenylmethoxycarbonylamino-4''-methylpentanoyl)amino-3'-hydroxy-3'-phenylpropionyl]-1,5-dimethyl-4-phenylimidazolin-2-one

Guidance literature:: Multi-step reaction with 5 steps

1: 95 percent / DIPEA; CuCl / CH₂Cl₂ / 6 h / Heating

2: 72 percent / MgBr₂*OEt₂ / CH₂Cl₂ / 72 h / 20 °C

3: 60 percent / AlMe₂Cl; TEA / CH₂Cl₂; hexane / 3 h

4: 75 percent / TEA; DMAP / CH₂Cl₂ / 4 h

5: 65 percent / BF₃*Et₂O; piperidine / H₂O; CH₂Cl₂ / 4 h

With piperidine; dmap; TEA; boron trifluoride diethyl etherate; dimethylaluminum chloride; N-ethyl-N,N-diisopropylamine; copper(l) chloride; magnesium bromide; In hexane; dichloromethane; water; 1: Condensation / 2: Addition / 3: Cyclization / 4: Cyclization / 5: Hydrolysis;
DOI:10.1002/1099-0690(200007)2000:13<2489::aid-ejoc2489>3.3.co;2-z