(E)-[4-benzylamino-4-(1-benzyl-3-methylcarbamoylallylcarbamoyl)butylamino]acetic acid benzyl ester

Base Information

Chemical Name:(E)-[4-benzylamino-4-(1-benzyl-3-methylcarbamoylallylcarbamoyl)butylamino]acetic acid benzyl ester
CAS No.:1424360-89-3
Molecular Formula:C₃₂H₃₈N₄O₄
Molecular Weight:542.678
Hs Code.:

Synonyms:(E)-[4-benzylamino-4-(1-benzyl-3-methylcarbamoylallylcarbamoyl)butylamino]acetic acid benzyl ester

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Chemical Property of (E)-[4-benzylamino-4-(1-benzyl-3-methylcarbamoylallylcarbamoyl)butylamino]acetic acid benzyl ester

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Technology Process of (E)-[4-benzylamino-4-(1-benzyl-3-methylcarbamoylallylcarbamoyl)butylamino]acetic acid benzyl ester

There total 6 articles about (E)-[4-benzylamino-4-(1-benzyl-3-methylcarbamoylallylcarbamoyl)butylamino]acetic acid benzyl 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: 56.8%

: 1424360-96-2
(E)-benzyl (4-amino-5-((5-(methylamino)-5-oxo-1-phenylpent-3-en-2-yl)amino)-5-oxopentyl)carbamate

: 100-52-7
benzaldehyde

: 1424360-89-3
(E)-[4-benzylamino-4-(1-benzyl-3-methylcarbamoylallylcarbamoyl)butylamino]acetic acid benzyl ester

Guidance literature:: With sodium tris(acetoxy)borohydride; In dichloromethane; at 20 ℃; for 12h;

Reference yield:

: 1424360-76-8
(E)-ethyl 4-(5-(((benzyloxy)carbonyl)amino)-2-((tert-butoxycarbonyl)amino)pentanamido)-5-phenylpent-2-enoate

: 1424360-89-3
(E)-[4-benzylamino-4-(1-benzyl-3-methylcarbamoylallylcarbamoyl)butylamino]acetic acid benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: lithium hydroxide; water / methanol; tetrahydrofuran / 36 h / 20 °C

2: triethylamine; dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 4 h / 20 °C

3: trifluoroacetic acid / dichloromethane / 36 h / 20 °C

4: sodium tris(acetoxy)borohydride / dichloromethane / 12 h / 20 °C

With dmap; water; sodium tris(acetoxy)borohydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid; lithium hydroxide; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/j.bmcl.2012.12.100

Reference yield:

: 124818-94-6,116246-06-1
ethyl (2E,4S)-4-[(tert-butoxycarbonyl)amino]-5-phenylpent-2-enoate

: 1424360-89-3
(E)-[4-benzylamino-4-(1-benzyl-3-methylcarbamoylallylcarbamoyl)butylamino]acetic acid benzyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: trifluoroacetic acid / dichloromethane / 36 h / 20 °C

2: triethylamine; dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 4 h / 20 °C

3: lithium hydroxide; water / methanol; tetrahydrofuran / 36 h / 20 °C

4: triethylamine; dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 4 h / 20 °C

5: trifluoroacetic acid / dichloromethane / 36 h / 20 °C

6: sodium tris(acetoxy)borohydride / dichloromethane / 12 h / 20 °C

With dmap; water; sodium tris(acetoxy)borohydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid; lithium hydroxide; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/j.bmcl.2012.12.100