Technology Process of (2E,10E)-diethyl 2,3,10,11-tetradeoxy-4,5,8,9-tetrakis-O-<(1,1-dimethylethyl)dimethylsilyl>-6,7-bis-O-(phenylmethyl)-D-threo-L-galacto-dodeca-2,10-dienarate
There total 5 articles about (2E,10E)-diethyl 2,3,10,11-tetradeoxy-4,5,8,9-tetrakis-O-<(1,1-dimethylethyl)dimethylsilyl>-6,7-bis-O-(phenylmethyl)-D-threo-L-galacto-dodeca-2,10-dienarate which
guide to synthetic route it.
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synthetic route:
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139631-30-4
(2E,10E)-diethyl 2,3,10,11-tetradeoxy-4,5,8,9-tetrakis-O-<(1,1-dimethylethyl)dimethylsilyl>-6,7-bis-O-(phenylmethyl)-D-threo-L-galacto-dodeca-2,10-dienarate
- Guidance literature:
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Multi-step reaction with 4 steps
1: 100 percent / 2,6-dimethyllutidine / CH2Cl2 / 14 h / Ambient temperature
2: 10 percent / DIBAL-H / CH2Cl2 / 1 h / -78 °C
3: 1.) oxalyl chloride, DMSO / 1.) dichloromethane, -78 deg C, 10 min, 2.) dichloromethane, 30 min
4: 1.) n-BuLi / 1.) THF, hexane, -78 deg C, 5 min, 2.) THF, hexane, RT, 3 h
With
2,6-dimethyllutidine; n-butyllithium; oxalyl dichloride; diisobutylaluminium hydride; dimethyl sulfoxide;
In
dichloromethane;
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139631-30-4
(2E,10E)-diethyl 2,3,10,11-tetradeoxy-4,5,8,9-tetrakis-O-<(1,1-dimethylethyl)dimethylsilyl>-6,7-bis-O-(phenylmethyl)-D-threo-L-galacto-dodeca-2,10-dienarate
- Guidance literature:
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Multi-step reaction with 5 steps
1: 71 percent / N-methylmorpholine N-oxide, OsO4 / acetone; H2O / 18 h / Ambient temperature
2: 100 percent / 2,6-dimethyllutidine / CH2Cl2 / 14 h / Ambient temperature
3: 10 percent / DIBAL-H / CH2Cl2 / 1 h / -78 °C
4: 1.) oxalyl chloride, DMSO / 1.) dichloromethane, -78 deg C, 10 min, 2.) dichloromethane, 30 min
5: 1.) n-BuLi / 1.) THF, hexane, -78 deg C, 5 min, 2.) THF, hexane, RT, 3 h
With
2,6-dimethyllutidine; osmium(VIII) oxide; n-butyllithium; oxalyl dichloride; diisobutylaluminium hydride; dimethyl sulfoxide; 4-methylmorpholine N-oxide;
In
dichloromethane; water; acetone;
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139631-30-4
(2E,10E)-diethyl 2,3,10,11-tetradeoxy-4,5,8,9-tetrakis-O-<(1,1-dimethylethyl)dimethylsilyl>-6,7-bis-O-(phenylmethyl)-D-threo-L-galacto-dodeca-2,10-dienarate
- Guidance literature:
-
Multi-step reaction with 3 steps
1: 10 percent / DIBAL-H / CH2Cl2 / 1 h / -78 °C
2: 1.) oxalyl chloride, DMSO / 1.) dichloromethane, -78 deg C, 10 min, 2.) dichloromethane, 30 min
3: 1.) n-BuLi / 1.) THF, hexane, -78 deg C, 5 min, 2.) THF, hexane, RT, 3 h
With
n-butyllithium; oxalyl dichloride; diisobutylaluminium hydride; dimethyl sulfoxide;
In
dichloromethane;