methyl (2S,3R)-3-((tert-butoxycarbonyl)amino)-2-hydroxy-3-(4-methoxyphenyl)propanoate

Base Information

Chemical Name:methyl (2S,3R)-3-((tert-butoxycarbonyl)amino)-2-hydroxy-3-(4-methoxyphenyl)propanoate
CAS No.:929517-34-0
Molecular Formula:C₁₆H₂₃NO₆
Molecular Weight:325.362
Hs Code.:

Synonyms:methyl (2S,3R)-3-((tert-butoxycarbonyl)amino)-2-hydroxy-3-(4-methoxyphenyl)propanoate

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Chemical Property of methyl (2S,3R)-3-((tert-butoxycarbonyl)amino)-2-hydroxy-3-(4-methoxyphenyl)propanoate

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Technology Process of methyl (2S,3R)-3-((tert-butoxycarbonyl)amino)-2-hydroxy-3-(4-methoxyphenyl)propanoate

There total 8 articles about methyl (2S,3R)-3-((tert-butoxycarbonyl)amino)-2-hydroxy-3-(4-methoxyphenyl)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: 75.0%

: 4248-19-5
tert-butyl carbazate

: 3901-07-3
3-(4-methoxy-phenyl)acrylic acid methyl ester

: 929517-34-0
methyl (2S,3R)-3-((tert-butoxycarbonyl)amino)-2-hydroxy-3-(4-methoxyphenyl)propanoate

Guidance literature:: tert-butyl carbazate; With tert-butylhypochlorite; (9S,9"S)-9,9"-[phthalazine-1,4-diylbis-(oxy)]bis[10,11-dihydro-6'-methoxycinchonane]; sodium hydroxide; In propan-1-ol; water; at 25 ℃; for 0.166667h;

3-(4-methoxy-phenyl)acrylic acid methyl ester; With potassium osmate(VI) dihydrate; In propan-1-ol; water; at 20 ℃; for 16h;
DOI:10.1039/d1ob01062j

Reference yield:

: 929517-32-8
(3S,4R)-3-hydroxy-4-(4-methoxyphenyl)-1-[(R)-1-(4-methoxyphenyl)ethyl]azetidin-2-one

: 929517-34-0
methyl (2S,3R)-3-((tert-butoxycarbonyl)amino)-2-hydroxy-3-(4-methoxyphenyl)propanoate

Guidance literature:: Multi-step reaction with 3 steps

1: 92 percent / chlorotrimethylsilane / 5 h / Heating

2: hydrogen / Pd(OH)2/C / methanol / 12 h / 23 °C

3: 0.72 g / NaHCO₃ / methanol / 6 h / 23 °C / sonication

With chloro-trimethyl-silane; hydrogen; sodium hydrogencarbonate; palladium dihydroxide; In methanol;
DOI:10.1021/ol062752p

Reference yield:

: 929517-37-3
(E)-(R)-N-(4-methoxybenzylidene)-1-(4-methoxyphenyl)ethanamine

: 929517-34-0
methyl (2S,3R)-3-((tert-butoxycarbonyl)amino)-2-hydroxy-3-(4-methoxyphenyl)propanoate

Guidance literature:: Multi-step reaction with 5 steps

1: 80 percent / triethylamine / CH₂Cl₂ / 12 h / 20 °C

2: 58 percent / KOH / tetrahydrofuran; H₂O / 2 h / 0 °C

3: 92 percent / chlorotrimethylsilane / 5 h / Heating

4: hydrogen / Pd(OH)2/C / methanol / 12 h / 23 °C

5: 0.72 g / NaHCO₃ / methanol / 6 h / 23 °C / sonication

With potassium hydroxide; chloro-trimethyl-silane; hydrogen; sodium hydrogencarbonate; triethylamine; palladium dihydroxide; In tetrahydrofuran; methanol; dichloromethane; water; 1: Staudinger reaction;
DOI:10.1021/ol062752p