(S)-O-acetyl-3-(4-acetoxy-3-acetamidophenyl)-2-[(methoxycarbonyl)amino]-1-propanol

Base Information

Chemical Name:(S)-O-acetyl-3-(4-acetoxy-3-acetamidophenyl)-2-[(methoxycarbonyl)amino]-1-propanol
CAS No.:215300-45-1
Molecular Formula:C₁₇H₂₂N₂O₇
Molecular Weight:366.371
Hs Code.:

Synonyms:(S)-O-acetyl-3-(4-acetoxy-3-acetamidophenyl)-2-[(methoxycarbonyl)amino]-1-propanol

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Chemical Property of (S)-O-acetyl-3-(4-acetoxy-3-acetamidophenyl)-2-[(methoxycarbonyl)amino]-1-propanol

Chemical Property:

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Technology Process of (S)-O-acetyl-3-(4-acetoxy-3-acetamidophenyl)-2-[(methoxycarbonyl)amino]-1-propanol

There total 7 articles about (S)-O-acetyl-3-(4-acetoxy-3-acetamidophenyl)-2-[(methoxycarbonyl)amino]-1-propanol 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: 78.0%

: 108-24-7
acetic anhydride

: Acetic acid 2-acetylamino-4-((S)-3-hydroxy-2-methoxycarbonylamino-propyl)-phenyl ester

: 215300-45-1
(S)-O-acetyl-3-(4-acetoxy-3-acetamidophenyl)-2-[(methoxycarbonyl)amino]-1-propanol

Guidance literature:: In pyridine; at 20 ℃; for 8h;
DOI:10.1021/jo990605h

Reference yield:

: 1080-06-4
L-Tyr-OMe

: 215300-45-1
(S)-O-acetyl-3-(4-acetoxy-3-acetamidophenyl)-2-[(methoxycarbonyl)amino]-1-propanol

Guidance literature:: Multi-step reaction with 6 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

5: LiBH₄ / tetrahydrofuran / 5 h / 20 °C

6: 78 percent / pyridine / 8 h / 20 °C

With hydrogenchloride; sodium hydroxide; sodium nitrate; lithium borohydride; lanthanum nitrate; hydrogen; sodium hydrogencarbonate; triethylamine; palladium on activated charcoal; In tetrahydrofuran; pyridine; dichloromethane; chloroform; water; ethyl acetate; 1: NH2-protection / 2: Nitration / 3: Reduction / 4: Acetylation / 5: Reduction / 6: Acetylation;
DOI:10.1021/jo990605h

Reference yield:

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

: 215300-45-1
(S)-O-acetyl-3-(4-acetoxy-3-acetamidophenyl)-2-[(methoxycarbonyl)amino]-1-propanol

Guidance literature:: Multi-step reaction with 7 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

6: LiBH₄ / tetrahydrofuran / 5 h / 20 °C

7: 78 percent / pyridine / 8 h / 20 °C

With hydrogenchloride; sodium hydroxide; sodium nitrate; lithium borohydride; thionyl chloride; lanthanum nitrate; hydrogen; sodium hydrogencarbonate; triethylamine; palladium on activated charcoal; In tetrahydrofuran; pyridine; dichloromethane; chloroform; water; ethyl acetate; 1: Esterification / 2: NH2-protection / 3: Nitration / 4: Reduction / 5: Acetylation / 6: Reduction / 7: Acetylation;
DOI:10.1021/jo990605h