1-<5'-phenyl>-4-<(tert-butyldiphenylsilyl)oxy>-3-methylbutanoyl>amino>-5'-deoxy-β-D-allofuranosyluronic acid>uracil benzyl ester

Base Information

Chemical Name:1-<5'-phenyl>-4-<(tert-butyldiphenylsilyl)oxy>-3-methylbutanoyl>amino>-5'-deoxy-β-D-allofuranosyluronic acid>uracil benzyl ester
CAS No.:131068-88-7
Molecular Formula:C₅₀H₆₂N₆O₁₀Si₂
Molecular Weight:963.247
Hs Code.:

1-<5'-<N-<(2S,3S,4S)-2-azido-4-<4-<(tert-butyldimethylsilyl)oxy>phenyl>-4-<(tert-butyldiphenylsilyl)oxy>-3-methylbutanoyl>amino>-5'-deoxy-β-D-allofuranosyluronic acid>uracil benzyl ester

Synonyms:1-<5'-phenyl>-4-<(tert-butyldiphenylsilyl)oxy>-3-methylbutanoyl>amino>-5'-deoxy-β-D-allofuranosyluronic acid>uracil benzyl ester

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Chemical Property of 1-<5'-phenyl>-4-<(tert-butyldiphenylsilyl)oxy>-3-methylbutanoyl>amino>-5'-deoxy-β-D-allofuranosyluronic acid>uracil benzyl ester

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Technology Process of 1-<5'-phenyl>-4-<(tert-butyldiphenylsilyl)oxy>-3-methylbutanoyl>amino>-5'-deoxy-β-D-allofuranosyluronic acid>uracil benzyl ester

There total 15 articles about 1-<5'-phenyl>-4-<(tert-butyldiphenylsilyl)oxy>-3-methylbutanoyl>amino>-5'-deoxy-β-D-allofuranosyluronic acid>uracil benzyl 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:

: 95592-67-9
4-pivaloyloxybenzaldehyde

: 131068-88-7
1-<5'-phenyl>-4-<(tert-butyldiphenylsilyl)oxy>-3-methylbutanoyl>amino>-5'-deoxy-β-D-allofuranosyluronic acid>uracil benzyl ester

Guidance literature:: Multi-step reaction with 12 steps

2: 97 percent / imidazole, DMAP / dimethylformamide / 12 h / 60 °C

3: 1.) ozone 2.) Me₂S / CH₂Cl₂/MeOH 1:1, 1.) -78 2.) 12 h r.t.

5: 85 percent / methyltriphenoxyphosphonium iodide / dimethylformamide / 18 h

6: 91 percent / NaN₃ / dimethylformamide / 1 h / 60 °C

7: 91 percent / Ti(Oi-Pr)4 / benzene / 6 h / Heating

8: 95 percent / 2,6-lutidine / tetrahydrofuran / -78 to 25 deg C

9: 1.) ozone 2.) Me₂S / CH₂Cl₂/MeOH 1:1, 1.) -78 deg C 2.) 4 h, 25 deg C

10: DBU / 2 h

11: DCC / tetrahydrofuran / 12 h / 25 °C

12: N-methylmorpholine / dimethylformamide / 72 h

With 4-methyl-morpholine; 1H-imidazole; 2,6-dimethylpyridine; titanium(IV) isopropylate; dmap; sodium azide; dimethylsulfide; methyltriphenoxyphosphonium iodide; ozone; 1,8-diazabicyclo[5.4.0]undec-7-ene; dicyclohexyl-carbodiimide; In tetrahydrofuran; N,N-dimethyl-formamide; benzene;
DOI:10.1021/jo00016a014

Reference yield:

: 131068-80-9
(3S,4S)-4-hydroxy-3-methyl-4-<4-<(2,2-dimethylpropanoyl)oxy>phenyl>butene

: 131068-88-7
1-<5'-phenyl>-4-<(tert-butyldiphenylsilyl)oxy>-3-methylbutanoyl>amino>-5'-deoxy-β-D-allofuranosyluronic acid>uracil benzyl ester

Guidance literature:: Multi-step reaction with 11 steps

1: 97 percent / imidazole, DMAP / dimethylformamide / 12 h / 60 °C

2: 1.) ozone 2.) Me₂S / CH₂Cl₂/MeOH 1:1, 1.) -78 2.) 12 h r.t.

4: 85 percent / methyltriphenoxyphosphonium iodide / dimethylformamide / 18 h

5: 91 percent / NaN₃ / dimethylformamide / 1 h / 60 °C

6: 91 percent / Ti(Oi-Pr)4 / benzene / 6 h / Heating

7: 95 percent / 2,6-lutidine / tetrahydrofuran / -78 to 25 deg C

8: 1.) ozone 2.) Me₂S / CH₂Cl₂/MeOH 1:1, 1.) -78 deg C 2.) 4 h, 25 deg C

9: DBU / 2 h

10: DCC / tetrahydrofuran / 12 h / 25 °C

11: N-methylmorpholine / dimethylformamide / 72 h

With 4-methyl-morpholine; 1H-imidazole; 2,6-dimethylpyridine; titanium(IV) isopropylate; dmap; sodium azide; dimethylsulfide; methyltriphenoxyphosphonium iodide; ozone; 1,8-diazabicyclo[5.4.0]undec-7-ene; dicyclohexyl-carbodiimide; In tetrahydrofuran; N,N-dimethyl-formamide; benzene;
DOI:10.1021/jo00016a014

Reference yield:

: 131068-81-0
(2S,3S)-3-<(tert-butyldiphenylsilyl)oxy>-2-methyl-3-<4-<(2,2-dimethylpropanoyl)oxy>phenyl>propanal

: 131068-88-7
1-<5'-phenyl>-4-<(tert-butyldiphenylsilyl)oxy>-3-methylbutanoyl>amino>-5'-deoxy-β-D-allofuranosyluronic acid>uracil benzyl ester

Guidance literature:: Multi-step reaction with 9 steps

2: 85 percent / methyltriphenoxyphosphonium iodide / dimethylformamide / 18 h

3: 91 percent / NaN₃ / dimethylformamide / 1 h / 60 °C

4: 91 percent / Ti(Oi-Pr)4 / benzene / 6 h / Heating

5: 95 percent / 2,6-lutidine / tetrahydrofuran / -78 to 25 deg C

6: 1.) ozone 2.) Me₂S / CH₂Cl₂/MeOH 1:1, 1.) -78 deg C 2.) 4 h, 25 deg C

7: DBU / 2 h

8: DCC / tetrahydrofuran / 12 h / 25 °C

9: N-methylmorpholine / dimethylformamide / 72 h

With 4-methyl-morpholine; 2,6-dimethylpyridine; titanium(IV) isopropylate; sodium azide; dimethylsulfide; methyltriphenoxyphosphonium iodide; ozone; 1,8-diazabicyclo[5.4.0]undec-7-ene; dicyclohexyl-carbodiimide; In tetrahydrofuran; N,N-dimethyl-formamide; benzene;
DOI:10.1021/jo00016a014