(S)-3-(4-acetoxy-3-acetamidophenyl)-2-[(methoxycarbonyl)amino]-1-propanoic acid methyl ester

Base Information

Chemical Name:(S)-3-(4-acetoxy-3-acetamidophenyl)-2-[(methoxycarbonyl)amino]-1-propanoic acid methyl ester
CAS No.:215300-42-8
Molecular Formula:C₁₆H₂₀N₂O₇
Molecular Weight:352.344
Hs Code.:

Synonyms:(S)-3-(4-acetoxy-3-acetamidophenyl)-2-[(methoxycarbonyl)amino]-1-propanoic acid methyl ester

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Chemical Property of (S)-3-(4-acetoxy-3-acetamidophenyl)-2-[(methoxycarbonyl)amino]-1-propanoic acid methyl ester

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Technology Process of (S)-3-(4-acetoxy-3-acetamidophenyl)-2-[(methoxycarbonyl)amino]-1-propanoic acid methyl ester

There total 6 articles about (S)-3-(4-acetoxy-3-acetamidophenyl)-2-[(methoxycarbonyl)amino]-1-propanoic 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: 80.0%

: 75-36-5
acetyl chloride

: (S)-3-(3-Amino-4-hydroxy-phenyl)-2-methoxycarbonylamino-propionic acid methyl ester

: 215300-42-8
(S)-3-(4-acetoxy-3-acetamidophenyl)-2-[(methoxycarbonyl)amino]-1-propanoic acid methyl ester

Guidance literature:: With triethylamine; In dichloromethane; at -10 ℃; for 2h;
DOI:10.1021/jo990605h

Reference yield:

: 1080-06-4
L-Tyr-OMe

: 215300-42-8
(S)-3-(4-acetoxy-3-acetamidophenyl)-2-[(methoxycarbonyl)amino]-1-propanoic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 100 percent / NaOH; NaHCO₃ / H₂O; CHCl₃ / 2 h

2: 85 percent / La(NO₃)2*6H₂O; NaNO₃; 6N HCl / CH₂Cl₂ / 6 h / 0 - 20 °C

3: H₂ / Pd/C / ethyl acetate / 22800 Torr

4: 80 percent / Et₃N / CH₂Cl₂ / 2 h / -10 °C

With hydrogenchloride; sodium hydroxide; sodium nitrate; lanthanum nitrate; hydrogen; sodium hydrogencarbonate; triethylamine; palladium on activated charcoal; In dichloromethane; chloroform; water; ethyl acetate; 1: NH2-protection / 2: Nitration / 3: Reduction / 4: Acetylation;
DOI:10.1021/jo990605h

Reference yield:

: 60-18-4,18875-48-4,25619-78-7,30704-25-7
L-tyrosine

: 215300-42-8
(S)-3-(4-acetoxy-3-acetamidophenyl)-2-[(methoxycarbonyl)amino]-1-propanoic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: SOCl₂ / Heating

2: 100 percent / NaOH; NaHCO₃ / H₂O; CHCl₃ / 2 h

3: 85 percent / La(NO₃)2*6H₂O; NaNO₃; 6N HCl / CH₂Cl₂ / 6 h / 0 - 20 °C

4: H₂ / Pd/C / ethyl acetate / 22800 Torr

5: 80 percent / Et₃N / CH₂Cl₂ / 2 h / -10 °C

With hydrogenchloride; sodium hydroxide; sodium nitrate; thionyl chloride; lanthanum nitrate; hydrogen; sodium hydrogencarbonate; triethylamine; palladium on activated charcoal; In dichloromethane; chloroform; water; ethyl acetate; 1: Esterification / 2: NH2-protection / 3: Nitration / 4: Reduction / 5: Acetylation;
DOI:10.1021/jo990605h