dimethyl 2-(((S)-1-azido-3-phenylpropan-2-yl)carbamoyl)-5-((S)-3-(3-methyl-3-(prop-2-ynyl)ureido)-4-(triisopropylsilyloxy)butyl)furan-3,4-dicarboxylate

Base Information

Chemical Name:dimethyl 2-(((S)-1-azido-3-phenylpropan-2-yl)carbamoyl)-5-((S)-3-(3-methyl-3-(prop-2-ynyl)ureido)-4-(triisopropylsilyloxy)butyl)furan-3,4-dicarboxylate
CAS No.:890139-70-5
Molecular Formula:C₃₆H₅₂N₆O₈Si
Molecular Weight:724.93
Hs Code.:

dimethyl 2-(((S)-1-azido-3-phenylpropan-2-yl)carbamoyl)-5-((S)-3-(3-methyl-3-(prop-2-ynyl)ureido)-4-(triisopropylsilyloxy)butyl)furan-3,4-dicarboxylate

Synonyms:dimethyl 2-(((S)-1-azido-3-phenylpropan-2-yl)carbamoyl)-5-((S)-3-(3-methyl-3-(prop-2-ynyl)ureido)-4-(triisopropylsilyloxy)butyl)furan-3,4-dicarboxylate

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Chemical Property of dimethyl 2-(((S)-1-azido-3-phenylpropan-2-yl)carbamoyl)-5-((S)-3-(3-methyl-3-(prop-2-ynyl)ureido)-4-(triisopropylsilyloxy)butyl)furan-3,4-dicarboxylate

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Technology Process of dimethyl 2-(((S)-1-azido-3-phenylpropan-2-yl)carbamoyl)-5-((S)-3-(3-methyl-3-(prop-2-ynyl)ureido)-4-(triisopropylsilyloxy)butyl)furan-3,4-dicarboxylate

There total 7 articles about dimethyl 2-(((S)-1-azido-3-phenylpropan-2-yl)carbamoyl)-5-((S)-3-(3-methyl-3-(prop-2-ynyl)ureido)-4-(triisopropylsilyloxy)butyl)furan-3,4-dicarboxylate 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

: 890139-70-5
dimethyl 2-(((S)-1-azido-3-phenylpropan-2-yl)carbamoyl)-5-((S)-3-(3-methyl-3-(prop-2-ynyl)ureido)-4-(triisopropylsilyloxy)butyl)furan-3,4-dicarboxylate

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: 1.12 g / benzene / 12 h / 20 °C

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

6: 171 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

: 890139-70-5
dimethyl 2-(((S)-1-azido-3-phenylpropan-2-yl)carbamoyl)-5-((S)-3-(3-methyl-3-(prop-2-ynyl)ureido)-4-(triisopropylsilyloxy)butyl)furan-3,4-dicarboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: 96 percent / MsN₃; Et₃N / acetonitrile

2: Rh₂Oct₄ / benzene / 1.5 h / 95 °C

3: 1.12 g / benzene / 12 h / 20 °C

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

5: 171 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

: 890139-70-5
dimethyl 2-(((S)-1-azido-3-phenylpropan-2-yl)carbamoyl)-5-((S)-3-(3-methyl-3-(prop-2-ynyl)ureido)-4-(triisopropylsilyloxy)butyl)furan-3,4-dicarboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: Rh₂Oct₄ / benzene / 1.5 h / 95 °C

2: 1.12 g / benzene / 12 h / 20 °C

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

4: 171 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