[(1S,2R)-3-((2R,3S)-3-Amino-2-hydroxy-4-phenyl-butylamino)-1-benzyl-2-hydroxy-propyl]-carbamic acid tert-butyl ester

Base Information

Chemical Name:[(1S,2R)-3-((2R,3S)-3-Amino-2-hydroxy-4-phenyl-butylamino)-1-benzyl-2-hydroxy-propyl]-carbamic acid tert-butyl ester
CAS No.:162538-49-0
Molecular Formula:C₂₅H₃₇N₃O₄
Molecular Weight:443.586
Hs Code.:

Synonyms:[(1S,2R)-3-((2R,3S)-3-Amino-2-hydroxy-4-phenyl-butylamino)-1-benzyl-2-hydroxy-propyl]-carbamic acid tert-butyl ester

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Chemical Property of [(1S,2R)-3-((2R,3S)-3-Amino-2-hydroxy-4-phenyl-butylamino)-1-benzyl-2-hydroxy-propyl]-carbamic acid tert-butyl ester

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Technology Process of [(1S,2R)-3-((2R,3S)-3-Amino-2-hydroxy-4-phenyl-butylamino)-1-benzyl-2-hydroxy-propyl]-carbamic acid tert-butyl ester

There total 14 articles about [(1S,2R)-3-((2R,3S)-3-Amino-2-hydroxy-4-phenyl-butylamino)-1-benzyl-2-hydroxy-propyl]-carbamic acid tert-butyl ester 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%

: 162538-40-1
(R-(R*,S*))->bis 1,1-dimethylethyl phenylmethyl ester

: 162538-49-0
[(1S,2R)-3-((2R,3S)-3-Amino-2-hydroxy-4-phenyl-butylamino)-1-benzyl-2-hydroxy-propyl]-carbamic acid tert-butyl ester

Guidance literature:: With hydrogen; palladium dihydroxide; In ethanol; for 3.5h;
DOI:10.1021/jm00038a005

Reference yield:

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

: 162538-49-0
[(1S,2R)-3-((2R,3S)-3-Amino-2-hydroxy-4-phenyl-butylamino)-1-benzyl-2-hydroxy-propyl]-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 8 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: 63 percent / aq. NH₄OH, NH₃ / ethanol / a) 0 deg C, 1 h, b) RT, overnight

7: 49 percent / lithium perchlorate / acetonitrile / 32 h / 30 - 40 °C

8: 100 percent / H₂ / Pd(OH)2/C / ethanol / 3.5 h

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

Reference yield:

: 1161-13-3
N-Cbz-L-Phe

: 162538-49-0
[(1S,2R)-3-((2R,3S)-3-Amino-2-hydroxy-4-phenyl-butylamino)-1-benzyl-2-hydroxy-propyl]-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 7 steps

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

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

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

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

5: KOH / ethanol / 1.5 h / Ambient temperature

6: 49 percent / lithium perchlorate / acetonitrile / 32 h / 30 - 40 °C

7: 100 percent / H₂ / Pd(OH)2/C / ethanol / 3.5 h

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