(2S,4R,5S)-2-Benzyl-5-(tert-butoxycarbonyl)amino-4-hydroxy-6-phenylhexanoic acid

Base Information

Chemical Name:(2S,4R,5S)-2-Benzyl-5-(tert-butoxycarbonyl)amino-4-hydroxy-6-phenylhexanoic acid
CAS No.:98737-43-0
Molecular Formula:C₂₄H₃₁NO₅
Molecular Weight:413.514
Hs Code.:

Synonyms:(2S,4R,5S)-2-Benzyl-5-(tert-butoxycarbonyl)amino-4-hydroxy-6-phenylhexanoic acid

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Chemical Property of (2S,4R,5S)-2-Benzyl-5-(tert-butoxycarbonyl)amino-4-hydroxy-6-phenylhexanoic acid

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Technology Process of (2S,4R,5S)-2-Benzyl-5-(tert-butoxycarbonyl)amino-4-hydroxy-6-phenylhexanoic acid

There total 5 articles about (2S,4R,5S)-2-Benzyl-5-(tert-butoxycarbonyl)amino-4-hydroxy-6-phenylhexanoic 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: 96.0%

: 98737-42-9
(4R,5R)-3-benzyl-5-{(1S)-1-[(tert-butoxycarbonyl)amino]-2-phenylethyl}dihydrofuran-2-(3H)-one

: 98737-43-0
(2S,4R,5S)-2-Benzyl-5-(tert-butoxycarbonyl)amino-4-hydroxy-6-phenylhexanoic acid

Guidance literature:: With sodium hydroxide; water; In 1,4-dioxane; Ambient temperature;
DOI:10.1135/cccc19980231

Reference yield:

: 51987-73-6
(S)-2-tert-butoxycarbonylamino-3-phenyl-propionic acid methyl ester

: 98737-43-0
(2S,4R,5S)-2-Benzyl-5-(tert-butoxycarbonyl)amino-4-hydroxy-6-phenylhexanoic acid

Guidance literature:: Multi-step reaction with 5 steps

1: 86 percent / BuLi / tetrahydrofuran; hexane / 1.) -78 deg C, 5 min, 2.) -78 deg C, 1 h; -30 deg C, 1 h

2: 80 percent / BuLi / tetrahydrofuran; cyclohexane / 1.) -10 deg C, 1 h, 2.) r.t., 2 h

3: NaBH₄ / methanol / -30 °C

4: 65 percent / H₂ / 10percent Pd/C / ethanol / 5.5 h

5: 96 percent / NaOH, H₂O / dioxane / Ambient temperature

With sodium hydroxide; sodium tetrahydroborate; n-butyllithium; water; hydrogen; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; hexane; cyclohexane;
DOI:10.1135/cccc19980231

Reference yield:

: 176504-90-8
dimethyl [(3S)-4-phenyl-3-[N-(tert-butyloxycarbonyl)amino]-2-oxobutyl]phosphonate

: 98737-43-0
(2S,4R,5S)-2-Benzyl-5-(tert-butoxycarbonyl)amino-4-hydroxy-6-phenylhexanoic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 80 percent / BuLi / tetrahydrofuran; cyclohexane / 1.) -10 deg C, 1 h, 2.) r.t., 2 h

2: NaBH₄ / methanol / -30 °C

3: 65 percent / H₂ / 10percent Pd/C / ethanol / 5.5 h

4: 96 percent / NaOH, H₂O / dioxane / Ambient temperature

With sodium hydroxide; sodium tetrahydroborate; n-butyllithium; water; hydrogen; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; cyclohexane;
DOI:10.1135/cccc19980231