(2S,4S)-5-[tert-butyldimethylsilyl]oxy-2-methyl-4-[(4-phenoxybenzoyl)amino]pentanoic acid

Base Information

Chemical Name:(2S,4S)-5-[tert-butyldimethylsilyl]oxy-2-methyl-4-[(4-phenoxybenzoyl)amino]pentanoic acid
CAS No.:911050-92-5
Molecular Formula:C₂₅H₃₅NO₅Si
Molecular Weight:457.642
Hs Code.:

Synonyms:(2S,4S)-5-[tert-butyldimethylsilyl]oxy-2-methyl-4-[(4-phenoxybenzoyl)amino]pentanoic acid

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Chemical Property of (2S,4S)-5-[tert-butyldimethylsilyl]oxy-2-methyl-4-[(4-phenoxybenzoyl)amino]pentanoic acid

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Technology Process of (2S,4S)-5-[tert-butyldimethylsilyl]oxy-2-methyl-4-[(4-phenoxybenzoyl)amino]pentanoic acid

There total 6 articles about (2S,4S)-5-[tert-butyldimethylsilyl]oxy-2-methyl-4-[(4-phenoxybenzoyl)amino]pentanoic acid 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%

: 911050-91-4
methyl (2S,4S)-5-[tert-butyldimethylsilyl]oxy-2-methyl-4-[(4-phenoxybenzoyl)amino]pentanoate

: 911050-92-5
(2S,4S)-5-[tert-butyldimethylsilyl]oxy-2-methyl-4-[(4-phenoxybenzoyl)amino]pentanoic acid

Guidance literature:: With sodium hydroxide; In tetrahydrofuran; methanol; water; at 20 ℃; for 4h;
DOI:10.1016/j.bmc.2006.05.040

Reference yield:

: 911050-87-8
methyl (4S)-4-[(benzyloxy)carbonyl]amino-5-{[tert-butyldimethylsilyl]oxy}pentanoate

: 911050-92-5
(2S,4S)-5-[tert-butyldimethylsilyl]oxy-2-methyl-4-[(4-phenoxybenzoyl)amino]pentanoic acid

Guidance literature:: Multi-step reaction with 4 steps

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

1.2: 52 percent / tetrahydrofuran / 3 h / -78 °C

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

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

4.1: 100 percent / NaOH / tetrahydrofuran; methanol; H₂O / 4 h / 20 °C

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

Reference yield:

: 911050-89-0
methyl (2S,4S)-4-[(benzyloxy)carbonyl]amino-5-[tert-butyldimethylsilyl]oxy-2-methylpentanoate

: 911050-92-5
(2S,4S)-5-[tert-butyldimethylsilyl]oxy-2-methyl-4-[(4-phenoxybenzoyl)amino]pentanoic acid

Guidance literature:: Multi-step reaction with 3 steps

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

2: 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide HCl; 1-hydroxybenzotriazole monohydrate; triethylamine / dimethylformamide / 3 h / 20 °C

3: 100 percent / NaOH / tetrahydrofuran; methanol; H₂O / 4 h / 20 °C

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