(2S,3S)-2-Benzylamino-3-(9-phenyl-9H-fluoren-9-ylamino)-succinic acid dimethyl ester

Base Information

• Chemical Name: (2S,3S)-2-Benzylamino-3-(9-phenyl-9H-fluoren-9-ylamino)-succinic acid dimethyl ester
• CAS No.: 191406-43-6
• Molecular Formula: C₃₂H₃₀N₂O₄
• Molecular Weight: 506.601

Synonyms:(2S,3S)-2-Benzylamino-3-(9-phenyl-9H-fluoren-9-ylamino)-succinic acid dimethyl ester

Chemical Property of (2S,3S)-2-Benzylamino-3-(9-phenyl-9H-fluoren-9-ylamino)-succinic acid dimethyl ester

Chemical Property:

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Technology Process of (2S,3S)-2-Benzylamino-3-(9-phenyl-9H-fluoren-9-ylamino)-succinic acid dimethyl ester

There total 2 articles about (2S,3S)-2-Benzylamino-3-(9-phenyl-9H-fluoren-9-ylamino)-succinic acid dimethyl ester 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:

dimethyl (2S,3S)-2-azido-3-(9-phenyl-9H-fluoren-9-ylamino)succinate (159434-59-0) → (2S,3S)-2-Benzylamino-3-(9-phenyl-9H-fluoren-9-ylamino)-succinic acid dimethyl ester (191406-43-6)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / Pd/BaCO₃ / methanol / 760 Torr

2: Na₂CO₃ / CH₂Cl₂; H₂O / Heating

With hydrogen; sodium carbonate; palladium-barium carbonate; In methanol; dichloromethane; water;

DOI:10.1016/S0040-4039(96)02389-1

Reference yield:

benzyl bromide (100-39-0) + dimethyl (2S,3S)-2-azido-3-(9-phenyl-9H-fluoren-9-ylamino)succinate (159434-59-0) → (2S,3S)-2-Benzylamino-3-(9-phenyl-9H-fluoren-9-ylamino)-succinic acid dimethyl ester (191406-43-6)

Guidance literature:

With hydrogen; sodium carbonate; palladium-barium carbonate; Multistep reaction; 1.) MeOH, 1 atm, 3 h, 2.) CH₂Cl₂, H₂O, reflux, 54 h;

DOI:10.1021/jo970277q

Reference yield: 83.0%

phosgene (75-44-5) + (2S,3S)-2-Benzylamino-3-(9-phenyl-9H-fluoren-9-ylamino)-succinic acid dimethyl ester (191406-43-6) → (4S,5S)-1-benzyl-2-oxo-3-(9'-phenylfluoren-9'-yl)imidazolidine-4,5-dicarboxylic acid dimethyl ester (187157-73-9)

Guidance literature:

With dmap; In pyridine; at 70 ℃; for 0.333333h;

DOI:10.1021/jo970277q

upstream raw materials:

benzyl bromide

dimethyl (2S,3S)-2-azido-3-(9-phenyl-9H-fluoren-9-ylamino)succinate

Downstream raw materials:

(4S,5S)-1-benzyl-2-oxo-3-(9'-phenylfluoren-9'-yl)imidazolidine-4,5-dicarboxylic acid dimethyl ester

(3aS,7R,7aS)-1-Benzyl-7-hydroxy-3-(9-phenyl-9H-fluoren-9-yl)-hexahydro-imidazo[4,5-c]pyridine-2,4-dione

(4S,5S)-1-benzyl-5-(2^IV-chloroacetyl)-2-oxo-3-(9''-phenylfluoren-9''-yl)imidazolidine-4-carboxylic acid methyl ester

(4S,5S)-5-((R)-2-Azido-1-hydroxy-ethyl)-1-benzyl-2-oxo-3-(9-phenyl-9H-fluoren-9-yl)-imidazolidine-4-carboxylic acid

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