4-tert-butyl 1-methyl (2R)-2-{(2S)-3-methoxymethoxy-2-[(4-phenoxybenzoyl)amino]propyl}succinate

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Chemical Name:4-tert-butyl 1-methyl (2R)-2-{(2S)-3-methoxymethoxy-2-[(4-phenoxybenzoyl)amino]propyl}succinate
CAS No.:911050-72-1
Molecular Formula:C₂₇H₃₅NO₈
Molecular Weight:501.577
Hs Code.:

Synonyms:4-tert-butyl 1-methyl (2R)-2-{(2S)-3-methoxymethoxy-2-[(4-phenoxybenzoyl)amino]propyl}succinate

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Chemical Property of 4-tert-butyl 1-methyl (2R)-2-{(2S)-3-methoxymethoxy-2-[(4-phenoxybenzoyl)amino]propyl}succinate

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Technology Process of 4-tert-butyl 1-methyl (2R)-2-{(2S)-3-methoxymethoxy-2-[(4-phenoxybenzoyl)amino]propyl}succinate

There total 3 articles about 4-tert-butyl 1-methyl (2R)-2-{(2S)-3-methoxymethoxy-2-[(4-phenoxybenzoyl)amino]propyl}succinate 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: 100.0%

: 911050-45-8
methyl (4S)-5-methoxymethoxy-4-[(4-phenoxybenzoyl)amino]pentanoate

: 911050-72-1
4-tert-butyl 1-methyl (2R)-2-{(2S)-3-methoxymethoxy-2-[(4-phenoxybenzoyl)amino]propyl}succinate

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

tert-butoxycarbonylmethyl halide; In tetrahydrofuran; at -78 ℃; for 3h;
DOI:10.1016/j.bmc.2006.05.040

Reference yield:

: 911050-44-7
methyl (4S)-4-[(benzyloxy)carbonyl]amino-5-(methoxymethoxy)pentanoate

: 911050-72-1
4-tert-butyl 1-methyl (2R)-2-{(2S)-3-methoxymethoxy-2-[(4-phenoxybenzoyl)amino]propyl}succinate

Guidance literature:: Multi-step reaction with 3 steps

1.1: hydrogen / Pd/C / methanol / 1 h

2.1: 4.47 g / 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide HCl; 1-hydroxybenzotriazole monohydrate; triethylamine / dimethylformamide / 3 h / 20 °C

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

3.2: 100 percent / tetrahydrofuran / 3 h / -78 °C

With hydrogen; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; lithium hexamethyldisilazane; palladium on activated charcoal; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2006.05.040

Reference yield:

: 119109-58-9
4-(S)-[4-(N-benzyloxycarbonylamino)-5-hydroxy]pentanoic acid methyl ester

: 911050-72-1
4-tert-butyl 1-methyl (2R)-2-{(2S)-3-methoxymethoxy-2-[(4-phenoxybenzoyl)amino]propyl}succinate

Guidance literature:: Multi-step reaction with 4 steps

1.1: 77 percent / ethyldiisopropylamine / CH₂Cl₂ / 2 h / 20 °C

2.1: hydrogen / Pd/C / methanol / 1 h

3.1: 4.47 g / 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide HCl; 1-hydroxybenzotriazole monohydrate; triethylamine / dimethylformamide / 3 h / 20 °C

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

4.2: 100 percent / tetrahydrofuran / 3 h / -78 °C

With hydrogen; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; lithium hexamethyldisilazane; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2006.05.040