(2R,3S)-1-(benzylamino)-3-[N-(tert-butyloxycarbonyl)amino]-4-phenylbutan-2-ol

Base Information

Chemical Name:(2R,3S)-1-(benzylamino)-3-[N-(tert-butyloxycarbonyl)amino]-4-phenylbutan-2-ol
CAS No.:162536-41-6
Molecular Formula:C₂₂H₃₀N₂O₃
Molecular Weight:370.492
Hs Code.:

Synonyms:(2R,3S)-1-(benzylamino)-3-[N-(tert-butyloxycarbonyl)amino]-4-phenylbutan-2-ol

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Chemical Property of (2R,3S)-1-(benzylamino)-3-[N-(tert-butyloxycarbonyl)amino]-4-phenylbutan-2-ol

Chemical Property:

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Technology Process of (2R,3S)-1-(benzylamino)-3-[N-(tert-butyloxycarbonyl)amino]-4-phenylbutan-2-ol

There total 9 articles about (2R,3S)-1-(benzylamino)-3-[N-(tert-butyloxycarbonyl)amino]-4-phenylbutan-2-ol 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: 97.0%

: 98760-08-8,98818-34-9,98818-35-0,103127-56-6,98737-29-2
(1-oxiranyl-2-phenylethyl)carbamic acid tert-butyl ester

: 100-46-9
benzylamine

: 162536-41-6
(2R,3S)-1-(benzylamino)-3-[N-(tert-butyloxycarbonyl)amino]-4-phenylbutan-2-ol

Guidance literature:: In isopropyl alcohol; for 20h; Inert atmosphere; Reflux;
DOI:10.1021/jacs.9b13405

Reference yield:

: 13734-34-4
N-tert-butoxycarbonyl-L-phenylalanine

: 162536-41-6
(2R,3S)-1-(benzylamino)-3-[N-(tert-butyloxycarbonyl)amino]-4-phenylbutan-2-ol

Guidance literature:: Multi-step reaction with 6 steps

1: 4-methylmorpholine / tetrahydrofuran / 0.33 h / -25 - -20 °C

2: diethyl ether / a) 0 deg C, 2 h, b) RT, overnight

3: 92 percent / HCl / dioxane; diethyl ether / 1 h / 0 °C

4: NaBH₄ / tetrahydrofuran; H₂O / 0.75 h / 0 °C

5: 84 percent / KOH / ethanol / 1.5 h / Ambient temperature

6: 96 percent / LiClO₄ / acetonitrile / 22 h / Ambient temperature

With 4-methyl-morpholine; hydrogenchloride; potassium hydroxide; sodium tetrahydroborate; lithium perchlorate; In tetrahydrofuran; 1,4-dioxane; diethyl ether; ethanol; water; acetonitrile;
DOI:10.1021/jm00038a005

Reference yield:

: 60398-41-6
(3S)-tert-butyl 1-benzyl-3-diazo-2-oxopropylcarbamate

: 162536-41-6
(2R,3S)-1-(benzylamino)-3-[N-(tert-butyloxycarbonyl)amino]-4-phenylbutan-2-ol

Guidance literature:: Multi-step reaction with 4 steps

1: 92 percent / HCl / dioxane; diethyl ether / 1 h / 0 °C

2: NaBH₄ / tetrahydrofuran; H₂O / 0.75 h / 0 °C

3: 84 percent / KOH / ethanol / 1.5 h / Ambient temperature

4: 96 percent / LiClO₄ / acetonitrile / 22 h / Ambient temperature

With hydrogenchloride; potassium hydroxide; sodium tetrahydroborate; lithium perchlorate; In tetrahydrofuran; 1,4-dioxane; diethyl ether; ethanol; water; acetonitrile;
DOI:10.1021/jm00038a005