2-{(S)-3-[3-((S)-1-Azidomethyl-2-phenyl-ethyl)-ureido]-4-triisopropylsilanyloxy-butyl}-5-(morpholine-4-carbonyl)-furan-3,4-dicarboxylic acid dimethyl ester

Base Information

Chemical Name:2-{(S)-3-[3-((S)-1-Azidomethyl-2-phenyl-ethyl)-ureido]-4-triisopropylsilanyloxy-butyl}-5-(morpholine-4-carbonyl)-furan-3,4-dicarboxylic acid dimethyl ester
CAS No.:890139-69-2
Molecular Formula:C₃₆H₅₄N₆O₉Si
Molecular Weight:742.945
Hs Code.:

2-{(S)-3-[3-((S)-1-Azidomethyl-2-phenyl-ethyl)-ureido]-4-triisopropylsilanyloxy-butyl}-5-(morpholine-4-carbonyl)-furan-3,4-dicarboxylic acid dimethyl ester

Synonyms:2-{(S)-3-[3-((S)-1-Azidomethyl-2-phenyl-ethyl)-ureido]-4-triisopropylsilanyloxy-butyl}-5-(morpholine-4-carbonyl)-furan-3,4-dicarboxylic acid dimethyl ester

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Chemical Property of 2-{(S)-3-[3-((S)-1-Azidomethyl-2-phenyl-ethyl)-ureido]-4-triisopropylsilanyloxy-butyl}-5-(morpholine-4-carbonyl)-furan-3,4-dicarboxylic acid dimethyl ester

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Technology Process of 2-{(S)-3-[3-((S)-1-Azidomethyl-2-phenyl-ethyl)-ureido]-4-triisopropylsilanyloxy-butyl}-5-(morpholine-4-carbonyl)-furan-3,4-dicarboxylic acid dimethyl ester

There total 7 articles about 2-{(S)-3-[3-((S)-1-Azidomethyl-2-phenyl-ethyl)-ureido]-4-triisopropylsilanyloxy-butyl}-5-(morpholine-4-carbonyl)-furan-3,4-dicarboxylic acid dimethyl 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:

: 3-Oxo-3-((S)-2-oxo-5-triisopropylsilanyloxymethyl-pyrrolidin-1-yl)-propionic acid

: 890139-69-2
2-{(S)-3-[3-((S)-1-Azidomethyl-2-phenyl-ethyl)-ureido]-4-triisopropylsilanyloxy-butyl}-5-(morpholine-4-carbonyl)-furan-3,4-dicarboxylic acid dimethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 4.83 g / DMAP; diisopropylcarbodiimide / CH₂Cl₂ / 12 h

2: 96 percent / MsN₃; Et₃N / acetonitrile

3: Rh₂Oct₄ / benzene / 1.5 h / 95 °C

4: 280 mg / benzene / 12 h / 20 °C

5: N-methylmorpholine; Pd(PPh₃)4 / tetrahydrofuran / 0.5 h

6: 265 mg / N,N-diisopropylethylamine; PyBOP / CH₂Cl₂; dimethylformamide / 12 h / 20 °C

With 4-methyl-morpholine; dmap; tetrakis(triphenylphosphine) palladium⁽⁰⁾; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; triethylamine; N-ethyl-N,N-diisopropylamine; Methanesulfonyl azide; diisopropyl-carbodiimide; rhodium (II) octanoate dimer; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetonitrile; benzene;
DOI:10.1021/ol0604724

Reference yield:

: 890139-46-5
(S)-allyl 3-oxo-3-(2-oxo-5-((triisopropylsilyloxy)methyl)pyrrolidin-1-yl)propanoate

: 890139-69-2
2-{(S)-3-[3-((S)-1-Azidomethyl-2-phenyl-ethyl)-ureido]-4-triisopropylsilanyloxy-butyl}-5-(morpholine-4-carbonyl)-furan-3,4-dicarboxylic acid dimethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 96 percent / MsN₃; Et₃N / acetonitrile

2: Rh₂Oct₄ / benzene / 1.5 h / 95 °C

3: 280 mg / benzene / 12 h / 20 °C

4: N-methylmorpholine; Pd(PPh₃)4 / tetrahydrofuran / 0.5 h

5: 265 mg / N,N-diisopropylethylamine; PyBOP / CH₂Cl₂; dimethylformamide / 12 h / 20 °C

With 4-methyl-morpholine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; triethylamine; N-ethyl-N,N-diisopropylamine; Methanesulfonyl azide; rhodium (II) octanoate dimer; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetonitrile; benzene;
DOI:10.1021/ol0604724

Reference yield:

: 890139-48-7
2-Diazo-3-oxo-3-((S)-2-oxo-5-triisopropylsilanyloxymethyl-pyrrolidin-1-yl)-propionic acid allyl ester

: 890139-69-2
2-{(S)-3-[3-((S)-1-Azidomethyl-2-phenyl-ethyl)-ureido]-4-triisopropylsilanyloxy-butyl}-5-(morpholine-4-carbonyl)-furan-3,4-dicarboxylic acid dimethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: Rh₂Oct₄ / benzene / 1.5 h / 95 °C

2: 280 mg / benzene / 12 h / 20 °C

3: N-methylmorpholine; Pd(PPh₃)4 / tetrahydrofuran / 0.5 h

4: 265 mg / N,N-diisopropylethylamine; PyBOP / CH₂Cl₂; dimethylformamide / 12 h / 20 °C

With 4-methyl-morpholine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; rhodium (II) octanoate dimer; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1021/ol0604724