((3S,4S,6S)-6-{(3R,4S,6R)-5-[(E)-Benzyloxyimino]-2-fluoro-6-methyl-4-triethylsilanyloxy-tetrahydro-pyran-3-yloxy}-4-methoxy-tetrahydro-pyran-3-yl)-ethyl-carbamic acid 9H-fluoren-9-ylmethyl ester

Base Information

Chemical Name:((3S,4S,6S)-6-{(3R,4S,6R)-5-[(E)-Benzyloxyimino]-2-fluoro-6-methyl-4-triethylsilanyloxy-tetrahydro-pyran-3-yloxy}-4-methoxy-tetrahydro-pyran-3-yl)-ethyl-carbamic acid 9H-fluoren-9-ylmethyl ester
CAS No.:132938-62-6
Molecular Formula:C₄₂H₅₅FN₂O₈Si
Molecular Weight:762.991
Hs Code.:

((3S,4S,6S)-6-{(3R,4S,6R)-5-[(E)-Benzyloxyimino]-2-fluoro-6-methyl-4-triethylsilanyloxy-tetrahydro-pyran-3-yloxy}-4-methoxy-tetrahydro-pyran-3-yl)-ethyl-carbamic acid 9H-fluoren-9-ylmethyl ester

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Chemical Property of ((3S,4S,6S)-6-{(3R,4S,6R)-5-[(E)-Benzyloxyimino]-2-fluoro-6-methyl-4-triethylsilanyloxy-tetrahydro-pyran-3-yloxy}-4-methoxy-tetrahydro-pyran-3-yl)-ethyl-carbamic acid 9H-fluoren-9-ylmethyl ester

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Technology Process of ((3S,4S,6S)-6-{(3R,4S,6R)-5-[(E)-Benzyloxyimino]-2-fluoro-6-methyl-4-triethylsilanyloxy-tetrahydro-pyran-3-yloxy}-4-methoxy-tetrahydro-pyran-3-yl)-ethyl-carbamic acid 9H-fluoren-9-ylmethyl ester

There total 13 articles about ((3S,4S,6S)-6-{(3R,4S,6R)-5-[(E)-Benzyloxyimino]-2-fluoro-6-methyl-4-triethylsilanyloxy-tetrahydro-pyran-3-yloxy}-4-methoxy-tetrahydro-pyran-3-yl)-ethyl-carbamic acid 9H-fluoren-9-ylmethyl 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: 90.0%

: 132958-86-2
((3S,4S,6S)-6-{(3R,4S,6R)-5-[(E)-Benzyloxyimino]-2-hydroxy-6-methyl-4-triethylsilanyloxy-tetrahydro-pyran-3-yloxy}-4-methoxy-tetrahydro-pyran-3-yl)-ethyl-carbamic acid 9H-fluoren-9-ylmethyl ester

: 132938-62-6,132938-63-7,141116-06-5
((3S,4S,6S)-6-{(3R,4S,6R)-5-[(E)-Benzyloxyimino]-2-fluoro-6-methyl-4-triethylsilanyloxy-tetrahydro-pyran-3-yloxy}-4-methoxy-tetrahydro-pyran-3-yl)-ethyl-carbamic acid 9H-fluoren-9-ylmethyl ester

Guidance literature:: With diethylamino-sulfur trifluoride; In tetrahydrofuran; for 1h; -78 - 0 deg C;

Reference yield:

: 73-34-7,87-96-7,488-79-9,551-63-3,609-01-8,643-17-4,643-18-5,4164-09-4,6014-42-2,6155-36-8,6189-71-5,6696-41-9,6736-43-2,13224-93-6,22611-09-2,28161-49-1,28161-50-4,28161-52-6,45864-36-6,63814-64-2,71116-59-1,71116-61-5,72598-05-1,87936-88-7,87936-89-8,97466-79-0,116908-82-8,120442-60-6,123484-22-0,133576-32-6
D-Fucose

: 132938-62-6,132938-63-7,141116-06-5
((3S,4S,6S)-6-{(3R,4S,6R)-5-[(E)-Benzyloxyimino]-2-fluoro-6-methyl-4-triethylsilanyloxy-tetrahydro-pyran-3-yloxy}-4-methoxy-tetrahydro-pyran-3-yl)-ethyl-carbamic acid 9H-fluoren-9-ylmethyl ester

Guidance literature:: Multi-step reaction with 12 steps

1: 98 percent / NEt₃, 4-dimethylaminopyridine / CH₂Cl₂ / 2 h / 0 - 25 °C

2: 30percent HBr, acetic acid / 0.5 h / 0 °C

3: AgCO₃ / CH₂Cl₂ / 16 h / 25 °C / 3 Angstroem-Molekularsieb

4: 95 percent / NaOMe, MeOH / 3 h / 25 °C

5: 90 percent / acetonitrile / 2 h / Heating

6: AgClO₄, SnCl₂ / tetrahydrofuran / 6 h / -90 - -10 deg C

7: 90 percent / NaH, ethanediol / tetrahydrofuran / 0.5 h / 0 °C

8: 1) n-Bu₂SnO, 2) Br₂, n-Bu₃SnOMe / 1) MeOH, 1h, reflux, 2) CH₂Cl₂, 2h, 25 deg C

9: 90 percent / pyridinium-p-toluenesulfonate / benzene / 0.5 h / 25 °C

10: 98 percent / 2,6-Lutidin / CH₂Cl₂ / 0.5 h / 0 °C

11: 95 percent / tetrahydrofuran; H₂O / 0.25 h / 0 °C / Irradiation

12: 90 percent / Et₂NSF₃ / tetrahydrofuran / 1 h / -78 - 0 deg C

With 2,6-dimethylpyridine; methanol; dmap; silver (II) carbonate; diethylamino-sulfur trifluoride; hydrogen bromide; bromine; sodium methylate; tributyltin methoxide; silver perchlorate; pyridinium p-toluenesulfonate; sodium hydride; di(n-butyl)tin oxide; ethylene glycol; acetic acid; triethylamine; tin(ll) chloride; In tetrahydrofuran; dichloromethane; water; acetonitrile; benzene;

Reference yield:

: 622-33-3
N-benzyloxyamine

: 132938-62-6,132938-63-7,141116-06-5
((3S,4S,6S)-6-{(3R,4S,6R)-5-[(E)-Benzyloxyimino]-2-fluoro-6-methyl-4-triethylsilanyloxy-tetrahydro-pyran-3-yloxy}-4-methoxy-tetrahydro-pyran-3-yl)-ethyl-carbamic acid 9H-fluoren-9-ylmethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 90 percent / pyridinium-p-toluenesulfonate / benzene / 0.5 h / 25 °C

2: 98 percent / 2,6-Lutidin / CH₂Cl₂ / 0.5 h / 0 °C

3: 95 percent / tetrahydrofuran; H₂O / 0.25 h / 0 °C / Irradiation

4: 90 percent / Et₂NSF₃ / tetrahydrofuran / 1 h / -78 - 0 deg C

With 2,6-dimethylpyridine; diethylamino-sulfur trifluoride; pyridinium p-toluenesulfonate; In tetrahydrofuran; dichloromethane; water; benzene;