(S)-benzyl 2-((tert-butoxycarbonyl)amino)-3-(4-(hydroxymethyl)phenyl)-propanoate

Base Information

Chemical Name:(S)-benzyl 2-((tert-butoxycarbonyl)amino)-3-(4-(hydroxymethyl)phenyl)-propanoate
CAS No.:211186-23-1
Molecular Formula:C₂₂H₂₇NO₅
Molecular Weight:385.46
Hs Code.:

Synonyms:(S)-benzyl 2-((tert-butoxycarbonyl)amino)-3-(4-(hydroxymethyl)phenyl)-propanoate

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Chemical Property of (S)-benzyl 2-((tert-butoxycarbonyl)amino)-3-(4-(hydroxymethyl)phenyl)-propanoate

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Technology Process of (S)-benzyl 2-((tert-butoxycarbonyl)amino)-3-(4-(hydroxymethyl)phenyl)-propanoate

There total 10 articles about (S)-benzyl 2-((tert-butoxycarbonyl)amino)-3-(4-(hydroxymethyl)phenyl)-propanoate 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: 74.0%

: 211186-22-0
(S)-benzyl 2-((tert-butoxycarbonyl)amino)-3-(4-formylphenyl)propanoate

: 211186-23-1
(S)-benzyl 2-((tert-butoxycarbonyl)amino)-3-(4-(hydroxymethyl)phenyl)-propanoate

Guidance literature:: With sodium tetrahydroborate; In ethanol; at 0 ℃; for 0.333333h;
DOI:10.1021/jm9800696

Reference yield:

: 103882-09-3,62129-44-6
N-Boc-4-I-Phe-OH

: 211186-23-1
(S)-benzyl 2-((tert-butoxycarbonyl)amino)-3-(4-(hydroxymethyl)phenyl)-propanoate

Guidance literature:: Multi-step reaction with 5 steps

1: 87 percent / 1,3-dicyclohexylcarbodiimide, 4-(dimethylamino)pyridine / CH₂Cl₂ / 6 h / 23 °C

2: 83 percent / 2,6-di-tert-butyl-4-methylphenol, Pd(PPh₃)4 / dioxane / 6 h / 80 °C

3: 61 percent / aq. OsO₄, N-methylmorpholine N-oxide / acetone / 3 h / 23 °C

4: aq. NaIO₄ / diethyl ether / 2 h / 23 °C

5: 74 percent / NaBH₄ / ethanol / 0.33 h / 0 °C

With dmap; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 2,6-di-tert-butyl-4-methyl-phenol; 4-methylmorpholine N-oxide; dicyclohexyl-carbodiimide; In 1,4-dioxane; diethyl ether; ethanol; dichloromethane; acetone;
DOI:10.1021/jm9800696

Reference yield:

: 211186-18-4
(S)-benzyl 2-((tert-butoxycarbonyl)amino)-3-(4-vinylphenyl)propanoate

: 211186-23-1
(S)-benzyl 2-((tert-butoxycarbonyl)amino)-3-(4-(hydroxymethyl)phenyl)-propanoate

Guidance literature:: Multi-step reaction with 3 steps

1: 61 percent / aq. OsO₄, N-methylmorpholine N-oxide / acetone / 3 h / 23 °C

2: aq. NaIO₄ / diethyl ether / 2 h / 23 °C

3: 74 percent / NaBH₄ / ethanol / 0.33 h / 0 °C

With sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; 4-methylmorpholine N-oxide; In diethyl ether; ethanol; acetone;
DOI:10.1021/jm9800696