benzyl (2S,4S)-2-ethyl-5-(2-methoxyethoxy)methoxy-4-[(4-phenoxybenzoyl)amino]pentanoate

Base Information

Chemical Name:benzyl (2S,4S)-2-ethyl-5-(2-methoxyethoxy)methoxy-4-[(4-phenoxybenzoyl)amino]pentanoate
CAS No.:911051-00-8
Molecular Formula:C₃₁H₃₇NO₇
Molecular Weight:535.637
Hs Code.:

Synonyms:benzyl (2S,4S)-2-ethyl-5-(2-methoxyethoxy)methoxy-4-[(4-phenoxybenzoyl)amino]pentanoate

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Chemical Property of benzyl (2S,4S)-2-ethyl-5-(2-methoxyethoxy)methoxy-4-[(4-phenoxybenzoyl)amino]pentanoate

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Technology Process of benzyl (2S,4S)-2-ethyl-5-(2-methoxyethoxy)methoxy-4-[(4-phenoxybenzoyl)amino]pentanoate

There total 3 articles about benzyl (2S,4S)-2-ethyl-5-(2-methoxyethoxy)methoxy-4-[(4-phenoxybenzoyl)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: 96.0%

: 911050-53-8
benzyl (4S)-5-(2-methoxyethoxy)methoxy-4-[(4-phenoxybenzoyl)amino]pentanoate

: 75-03-6
ethyl iodide

: 911051-00-8
benzyl (2S,4S)-2-ethyl-5-(2-methoxyethoxy)methoxy-4-[(4-phenoxybenzoyl)amino]pentanoate

Guidance literature:: benzyl (4S)-5-(2-methoxyethoxy)methoxy-4-[(4-phenoxybenzoyl)amino]pentanoate; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 1h;

ethyl iodide; In tetrahydrofuran; at -78 ℃; for 3h;
DOI:10.1016/j.bmc.2006.05.040

Reference yield:

: 299432-52-3
benzyl (4S)-4-(tert-butoxycarbonyl)amino-5-[(2-methoxyethoxy)methoxy]pentanoate

: 911051-00-8
benzyl (2S,4S)-2-ethyl-5-(2-methoxyethoxy)methoxy-4-[(4-phenoxybenzoyl)amino]pentanoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: trifluoroacetic acid / CH₂Cl₂; H₂O / 0.5 h / 0 °C

1.2: 100 percent / 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide HCl; 1-hydroxybenzotriazole monohydrate; triethylamine / dimethylformamide / 0 °C

2.1: lithium hexamethyldisilazide / tetrahydrofuran / 1 h / -78 °C

2.2: 96 percent / tetrahydrofuran / 3 h / -78 °C

With trifluoroacetic acid; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; water;
DOI:10.1016/j.bmc.2006.05.040

Reference yield:

: 79069-62-8
benzyl (S)-4-(t-butyloxycarbonylamino)-5-hydroxypentanoate

: 911051-00-8
benzyl (2S,4S)-2-ethyl-5-(2-methoxyethoxy)methoxy-4-[(4-phenoxybenzoyl)amino]pentanoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 100 percent / ethyldiisopropylamine / CH₂Cl₂ / 2 h / 20 °C

2.1: trifluoroacetic acid / CH₂Cl₂; H₂O / 0.5 h / 0 °C

2.2: 100 percent / 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide HCl; 1-hydroxybenzotriazole monohydrate; triethylamine / dimethylformamide / 0 °C

3.1: lithium hexamethyldisilazide / tetrahydrofuran / 1 h / -78 °C

3.2: 96 percent / tetrahydrofuran / 3 h / -78 °C

With N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; water;
DOI:10.1016/j.bmc.2006.05.040