trans-(2'S,4S)-4-[2'-(3''-tert-butoxycarbonylamino-2''-oxo-2''H-pyridin-1''-yl)-3'-phenylpropionylamino]-6-(tritylcarbamoyl)hex-2-enoic acid ethyl ester

Base Information

Chemical Name:trans-(2'S,4S)-4-[2'-(3''-tert-butoxycarbonylamino-2''-oxo-2''H-pyridin-1''-yl)-3'-phenylpropionylamino]-6-(tritylcarbamoyl)hex-2-enoic acid ethyl ester
CAS No.:343566-40-5
Molecular Formula:C₄₇H₅₀N₄O₇
Molecular Weight:782.937
Hs Code.:

Synonyms:trans-(2'S,4S)-4-[2'-(3''-tert-butoxycarbonylamino-2''-oxo-2''H-pyridin-1''-yl)-3'-phenylpropionylamino]-6-(tritylcarbamoyl)hex-2-enoic acid ethyl ester

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Chemical Property of trans-(2'S,4S)-4-[2'-(3''-tert-butoxycarbonylamino-2''-oxo-2''H-pyridin-1''-yl)-3'-phenylpropionylamino]-6-(tritylcarbamoyl)hex-2-enoic acid ethyl ester

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Technology Process of trans-(2'S,4S)-4-[2'-(3''-tert-butoxycarbonylamino-2''-oxo-2''H-pyridin-1''-yl)-3'-phenylpropionylamino]-6-(tritylcarbamoyl)hex-2-enoic acid ethyl ester

There total 14 articles about trans-(2'S,4S)-4-[2'-(3''-tert-butoxycarbonylamino-2''-oxo-2''H-pyridin-1''-yl)-3'-phenylpropionylamino]-6-(tritylcarbamoyl)hex-2-enoic acid ethyl 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:

: 6332-56-5
2-hydroxy-3-nitropyridine

: 343566-40-5
trans-(2'S,4S)-4-[2'-(3''-tert-butoxycarbonylamino-2''-oxo-2''H-pyridin-1''-yl)-3'-phenylpropionylamino]-6-(tritylcarbamoyl)hex-2-enoic acid ethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: H₂ / 10percent Pd/C / ethanol / 16 h / 760.05 Torr

2.1: 6.48 g / tetrahydrofuran / Heating

3.1: NaH / tetrahydrofuran / 0.33 h

3.2: 77 percent / NaH / tetrahydrofuran / 61 h / Heating

4.1: aq. triethylamine trihydrofluoride / acetonitrile / 23 °C

5.1: Dess-Martin periodinane / CH₂Cl₂ / 2 h

6.1: 0.710 g / tetrahydrofuran / 1 h / Heating

With triethylamine trihydrofluoride; hydrogen; sodium hydride; Dess-Martin periodane; 10percent Pd/C; In tetrahydrofuran; ethanol; dichloromethane; acetonitrile; 6.1: Wittig olefination;
DOI:10.1021/jm010469k

Reference yield:

: 132388-60-4,200625-96-3
(S)-2-(((benzyloxy)carbonyl)amino)-5-oxo-5-(tritylamino)pentanoic acid

: 343566-40-5
trans-(2'S,4S)-4-[2'-(3''-tert-butoxycarbonylamino-2''-oxo-2''H-pyridin-1''-yl)-3'-phenylpropionylamino]-6-(tritylcarbamoyl)hex-2-enoic acid ethyl ester

Guidance literature:: Multi-step reaction with 10 steps

1.1: 4-methylmorpholine / tetrahydrofuran / 20 h / -10 °C

2.1: NaBH₄ / H₂O / 5 h / 23 °C

3.1: 7.6 g / imidazole / dimethylformamide

4.1: H₂ / Pd/C / ethanol / 23 °C / 2585.81 Torr

5.1: 4.85 g / i-Pr₂NEt; HATU / dimethylformamide / 1.42 h / 0 - 23 °C

6.1: i-Pr₂NEt / CH₂Cl₂

7.1: NaH / tetrahydrofuran / 0.33 h

7.2: 77 percent / NaH / tetrahydrofuran / 61 h / Heating

8.1: aq. triethylamine trihydrofluoride / acetonitrile / 23 °C

9.1: Dess-Martin periodinane / CH₂Cl₂ / 2 h

10.1: 0.710 g / tetrahydrofuran / 1 h / Heating

With 4-methyl-morpholine; 1H-imidazole; sodium tetrahydroborate; triethylamine trihydrofluoride; hydrogen; sodium hydride; Dess-Martin periodane; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; 10.1: Wittig olefination;
DOI:10.1021/jm010469k

Reference yield:

: 199006-31-0
(1S)-[1-hydroxymethyl-3-(tritylcarbamoyl)propyl]carbamic acid benzyl ester

: 343566-40-5
trans-(2'S,4S)-4-[2'-(3''-tert-butoxycarbonylamino-2''-oxo-2''H-pyridin-1''-yl)-3'-phenylpropionylamino]-6-(tritylcarbamoyl)hex-2-enoic acid ethyl ester

Guidance literature:: Multi-step reaction with 8 steps

1.1: 7.6 g / imidazole / dimethylformamide

2.1: H₂ / Pd/C / ethanol / 23 °C / 2585.81 Torr

3.1: 4.85 g / i-Pr₂NEt; HATU / dimethylformamide / 1.42 h / 0 - 23 °C

4.1: i-Pr₂NEt / CH₂Cl₂

5.1: NaH / tetrahydrofuran / 0.33 h

5.2: 77 percent / NaH / tetrahydrofuran / 61 h / Heating

6.1: aq. triethylamine trihydrofluoride / acetonitrile / 23 °C

7.1: Dess-Martin periodinane / CH₂Cl₂ / 2 h

8.1: 0.710 g / tetrahydrofuran / 1 h / Heating

With 1H-imidazole; triethylamine trihydrofluoride; hydrogen; sodium hydride; Dess-Martin periodane; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile; 8.1: Wittig olefination;
DOI:10.1021/jm010469k