(3R,4S)-4-<(tert-butoxycarbonyl)amino>-3-hydroxy-5-phenylpentanoic acid methyl ester

Base Information

Chemical Name:(3R,4S)-4-<(tert-butoxycarbonyl)amino>-3-hydroxy-5-phenylpentanoic acid methyl ester
CAS No.:101669-81-2
Molecular Formula:C₁₇H₂₅NO₅
Molecular Weight:323.389
Hs Code.:

Synonyms:(3R,4S)-4-<(tert-butoxycarbonyl)amino>-3-hydroxy-5-phenylpentanoic acid methyl ester

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Chemical Property of (3R,4S)-4-<(tert-butoxycarbonyl)amino>-3-hydroxy-5-phenylpentanoic acid methyl ester

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Technology Process of (3R,4S)-4-<(tert-butoxycarbonyl)amino>-3-hydroxy-5-phenylpentanoic acid methyl ester

There total 7 articles about (3R,4S)-4-<(tert-butoxycarbonyl)amino>-3-hydroxy-5-phenylpentanoic acid methyl 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: 59.0%

: 864165-75-3
methyl (2R,3S)-3-[(S)-1-(N-tert-butoxycarbonylamino)-2-phenylethyl]-oxirane-2-carboxylate

: 101669-81-2
(3R,4S)-4-<(tert-butoxycarbonyl)amino>-3-hydroxy-5-phenylpentanoic acid methyl ester

Guidance literature:: With 5%-palladium/activated carbon; hydrogen; In ethyl acetate; at 20 ℃; for 72h; under 7600.51 Torr;
DOI:10.1016/j.tetasy.2011.09.021

Reference yield:

: C₁₉H₂₅NO₇

: 101669-81-2
(3R,4S)-4-<(tert-butoxycarbonyl)amino>-3-hydroxy-5-phenylpentanoic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: dihydrogen peroxide; magnesium sulfate; toluene-4-sulfonic acid / 1,2-dimethoxyethane; water / 4 h / 20 °C

1.2: 0.5 h / 20 °C

2.1: dipyridinium dichromate / dichloromethane / 20 °C

3.1: methanol; potassium carbonate / 0.5 h / 20 °C

4.1: 5%-palladium/activated carbon; hydrogen / ethyl acetate / 72 h / 20 °C / 7600.51 Torr

With methanol; dipyridinium dichromate; 5%-palladium/activated carbon; hydrogen; dihydrogen peroxide; magnesium sulfate; potassium carbonate; toluene-4-sulfonic acid; In 1,2-dimethoxyethane; dichloromethane; water; ethyl acetate;
DOI:10.1016/j.tetasy.2011.09.021

Reference yield:

: 864165-71-9
methyl (2R,3S)-3-[(S)-1-(N-tert-butoxycarbonyl-N-hydroxymethylamino)-2-phenylethyl]-oxirane-2-carboxylate

: 101669-81-2
(3R,4S)-4-<(tert-butoxycarbonyl)amino>-3-hydroxy-5-phenylpentanoic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: dipyridinium dichromate / dichloromethane / 20 °C

2: methanol; potassium carbonate / 0.5 h / 20 °C

3: 5%-palladium/activated carbon; hydrogen / ethyl acetate / 72 h / 20 °C / 7600.51 Torr

With methanol; dipyridinium dichromate; 5%-palladium/activated carbon; hydrogen; potassium carbonate; In dichloromethane; ethyl acetate;
DOI:10.1016/j.tetasy.2011.09.021