3,8-Diazabicyclo[3.2.1]octane-8-carboxylic acid, 3-[(1R)-1-[3,5-dimethoxy-4-methyl-2-[(methylsulfonyl)oxy]phenyl]-2-[[tris( 1-methylethyl)silyl]oxy]ethyl]-6-ethenyl-4-methylene-2-oxo-, phenylmethyl ester, (1S,5R,6S)-

Base Information

Chemical Name:3,8-Diazabicyclo[3.2.1]octane-8-carboxylic acid, 3-[(1R)-1-[3,5-dimethoxy-4-methyl-2-[(methylsulfonyl)oxy]phenyl]-2-[[tris( 1-methylethyl)silyl]oxy]ethyl]-6-ethenyl-4-methylene-2-oxo-, phenylmethyl ester, (1S,5R,6S)-
CAS No.:847671-90-3
Molecular Formula:C38H54N2O9SSi
Molecular Weight:743.006
Hs Code.:

3,8-Diazabicyclo[3.2.1]octane-8-carboxylic acid,
3-[(1R)-1-[3,5-dimethoxy-4-methyl-2-[(methylsulfonyl)oxy]phenyl]-2-[[tris(
1-methylethyl)silyl]oxy]ethyl]-6-ethenyl-4-methylene-2-oxo-, phenylmethyl
ester, (1S,5R,6S)-

Synonyms:

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Chemical Property of 3,8-Diazabicyclo[3.2.1]octane-8-carboxylic acid, 3-[(1R)-1-[3,5-dimethoxy-4-methyl-2-[(methylsulfonyl)oxy]phenyl]-2-[[tris( 1-methylethyl)silyl]oxy]ethyl]-6-ethenyl-4-methylene-2-oxo-, phenylmethyl ester, (1S,5R,6S)-

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Technology Process of 3,8-Diazabicyclo[3.2.1]octane-8-carboxylic acid, 3-[(1R)-1-[3,5-dimethoxy-4-methyl-2-[(methylsulfonyl)oxy]phenyl]-2-[[tris( 1-methylethyl)silyl]oxy]ethyl]-6-ethenyl-4-methylene-2-oxo-, phenylmethyl ester, (1S,5R,6S)-

There total 12 articles about 3,8-Diazabicyclo[3.2.1]octane-8-carboxylic acid, 3-[(1R)-1-[3,5-dimethoxy-4-methyl-2-[(methylsulfonyl)oxy]phenyl]-2-[[tris( 1-methylethyl)silyl]oxy]ethyl]-6-ethenyl-4-methylene-2-oxo-, phenylmethyl ester, (1S,5R,6S)- 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:

: (E)-(S)-2-tert-Butoxycarbonylamino-hex-4-enoic acid

: 847671-90-3
(1S,5R,6S)-3-[(R)-1-(2-Methanesulfonyloxy-3,5-dimethoxy-4-methyl-phenyl)-2-triisopropylsilanyloxy-ethyl]-4-methylene-2-oxo-6-vinyl-3,8-diaza-bicyclo[3.2.1]octane-8-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 11 steps

1: 2,2,2-trifluoro-ethanol / 20 - 50 °C

2: t-BuOK; 4 Angstroem molecular sieves / tetrahydrofuran / 0 °C

3: aq. NaBH₄ / tetrahydrofuran

4: TBAF / tetrahydrofuran / 50 °C

5: pyridine

6: 51 percent / Cl₂Ru(-N(Mes)CH₂CH₂(Mes)N-)=CH-C₆H₄-O-i-Pr(o) / CH₂Cl₂ / Heating

7: 95 percent / BF₃*OEt₂ / CH₂Cl₂ / -78 °C

8: TMSOTf / CH₂Cl₂ / 0 °C

9: DMAP / acetonitrile

10: K₂CO₃ / methanol

11: 2,6-lutidine / CH₂Cl₂ / 0 °C

With pyridine; 2,6-dimethylpyridine; dmap; sodium tetrahydroborate; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; boron trifluoride diethyl etherate; potassium tert-butylate; tetrabutyl ammonium fluoride; potassium carbonate; Hoveyda-Grubbs Catalyst II; In tetrahydrofuran; methanol; dichloromethane; 2,2,2-trifluoroethanol; acetonitrile; 1: Ugi four-component condensation;
DOI:10.1039/b415030a

Reference yield:

: 2-but-2-enyl-4-[2-hydroxy-1-(2-methanesulfonyloxy-3,5-dimethoxy-4-methyl-phenyl)-ethyl]-5-hydroxymethyl-3-oxo-3,4-dihydro-2H-pyrazine-1-carboxylic acid tert-butyl ester

: 847671-90-3
(1S,5R,6S)-3-[(R)-1-(2-Methanesulfonyloxy-3,5-dimethoxy-4-methyl-phenyl)-2-triisopropylsilanyloxy-ethyl]-4-methylene-2-oxo-6-vinyl-3,8-diaza-bicyclo[3.2.1]octane-8-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: pyridine

2: 51 percent / Cl₂Ru(-N(Mes)CH₂CH₂(Mes)N-)=CH-C₆H₄-O-i-Pr(o) / CH₂Cl₂ / Heating

3: 95 percent / BF₃*OEt₂ / CH₂Cl₂ / -78 °C

4: TMSOTf / CH₂Cl₂ / 0 °C

5: DMAP / acetonitrile

6: K₂CO₃ / methanol

7: 2,6-lutidine / CH₂Cl₂ / 0 °C

With pyridine; 2,6-dimethylpyridine; dmap; trimethylsilyl trifluoromethanesulfonate; boron trifluoride diethyl etherate; potassium carbonate; Hoveyda-Grubbs Catalyst II; In methanol; dichloromethane; acetonitrile;
DOI:10.1039/b415030a

Reference yield:

: 847671-87-8
4-[2-acetoxy-1-(2-methanesulfonyloxy-3,5-dimethoxy-4-methyl-phenyl)-ethyl]-5-acetoxymethyl-2-but-2-enyl-3-oxo-3,4-dihydro-2H-pyrazine-1-carboxylic acid tert-butyl ester

: 847671-90-3
(1S,5R,6S)-3-[(R)-1-(2-Methanesulfonyloxy-3,5-dimethoxy-4-methyl-phenyl)-2-triisopropylsilanyloxy-ethyl]-4-methylene-2-oxo-6-vinyl-3,8-diaza-bicyclo[3.2.1]octane-8-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 51 percent / Cl₂Ru(-N(Mes)CH₂CH₂(Mes)N-)=CH-C₆H₄-O-i-Pr(o) / CH₂Cl₂ / Heating

2: 95 percent / BF₃*OEt₂ / CH₂Cl₂ / -78 °C

3: TMSOTf / CH₂Cl₂ / 0 °C

4: DMAP / acetonitrile

5: K₂CO₃ / methanol

6: 2,6-lutidine / CH₂Cl₂ / 0 °C

With 2,6-dimethylpyridine; dmap; trimethylsilyl trifluoromethanesulfonate; boron trifluoride diethyl etherate; potassium carbonate; Hoveyda-Grubbs Catalyst II; In methanol; dichloromethane; acetonitrile;
DOI:10.1039/b415030a