2-allyl 3,4-dimethyl 5-((S)-3-(3-((R)-1-azido-3-phenylpropan-2-yl)ureido)-4-(triisopropylsilyloxy)butyl)furan-2,3,4-tricarboxylate

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Chemical Name:2-allyl 3,4-dimethyl 5-((S)-3-(3-((R)-1-azido-3-phenylpropan-2-yl)ureido)-4-(triisopropylsilyloxy)butyl)furan-2,3,4-tricarboxylate
CAS No.:890139-51-2
Molecular Formula:C₃₅H₅₁N₅O₉Si
Molecular Weight:713.904
Hs Code.:

Synonyms:2-allyl 3,4-dimethyl 5-((S)-3-(3-((R)-1-azido-3-phenylpropan-2-yl)ureido)-4-(triisopropylsilyloxy)butyl)furan-2,3,4-tricarboxylate

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Chemical Property of 2-allyl 3,4-dimethyl 5-((S)-3-(3-((R)-1-azido-3-phenylpropan-2-yl)ureido)-4-(triisopropylsilyloxy)butyl)furan-2,3,4-tricarboxylate

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Technology Process of 2-allyl 3,4-dimethyl 5-((S)-3-(3-((R)-1-azido-3-phenylpropan-2-yl)ureido)-4-(triisopropylsilyloxy)butyl)furan-2,3,4-tricarboxylate

There total 5 articles about 2-allyl 3,4-dimethyl 5-((S)-3-(3-((R)-1-azido-3-phenylpropan-2-yl)ureido)-4-(triisopropylsilyloxy)butyl)furan-2,3,4-tricarboxylate 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

: 890139-51-2
2-allyl 3,4-dimethyl 5-((S)-3-(3-((R)-1-azido-3-phenylpropan-2-yl)ureido)-4-(triisopropylsilyloxy)butyl)furan-2,3,4-tricarboxylate

Guidance literature:: Multi-step reaction with 4 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

With dmap; triethylamine; Methanesulfonyl azide; diisopropyl-carbodiimide; rhodium (II) octanoate dimer; In dichloromethane; 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

: 890139-51-2
2-allyl 3,4-dimethyl 5-((S)-3-(3-((R)-1-azido-3-phenylpropan-2-yl)ureido)-4-(triisopropylsilyloxy)butyl)furan-2,3,4-tricarboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: 96 percent / MsN₃; Et₃N / acetonitrile

2: Rh₂Oct₄ / benzene / 1.5 h / 95 °C

3: 280 mg / benzene / 12 h / 20 °C

With triethylamine; Methanesulfonyl azide; rhodium (II) octanoate dimer; In acetonitrile; benzene;
DOI:10.1021/ol0604724

Reference yield:

: 222307-13-3
(S)-(+)-5-(triisopropylsilyloxymethyl)-pyrrolidin-2-one

: 890139-51-2
2-allyl 3,4-dimethyl 5-((S)-3-(3-((R)-1-azido-3-phenylpropan-2-yl)ureido)-4-(triisopropylsilyloxy)butyl)furan-2,3,4-tricarboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: Et₃N; TMSCl / CH₂Cl₂ / 1.5 h / 20 °C

2: 4.83 g / DMAP; diisopropylcarbodiimide / CH₂Cl₂ / 12 h

3: 96 percent / MsN₃; Et₃N / acetonitrile

4: Rh₂Oct₄ / benzene / 1.5 h / 95 °C

5: 280 mg / benzene / 12 h / 20 °C

With dmap; chloro-trimethyl-silane; triethylamine; Methanesulfonyl azide; diisopropyl-carbodiimide; rhodium (II) octanoate dimer; In dichloromethane; acetonitrile; benzene;
DOI:10.1021/ol0604724