Technology Process of tert-Butyl-[(2S,4S)-4-methoxy-2-methyl-4-((4R,5S)-2,2,5-trimethyl-[1,3]dioxan-4-yl)-butoxy]-diphenyl-silane
There total 20 articles about tert-Butyl-[(2S,4S)-4-methoxy-2-methyl-4-((4R,5S)-2,2,5-trimethyl-[1,3]dioxan-4-yl)-butoxy]-diphenyl-silane which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 19 steps
1: Et3N
2: NaI / dimethylsulfoxide
3: DIBAH / diethyl ether
5: DIBAH
6: L-(+)-DIPT, TBHP, TIP / -30 °C
7: Ph3P, I2, Im
8: n-BuLi / tetrahydrofuran / -78 deg C to room temp.
10: 1.) O3, KOH / CH2Cl2
11: 78 percent
12: 80 percent / K2CO3 / 18-C-6 / toluene
13: Zn(BH4)2 / diethyl ether / -45 °C
14: tetrahydrofuran / 0 °C
15: 87 percent / HOAc / tetrahydrofuran; H2O
16: 91 percent / PPTS / acetone
17: O3 / methanol; CH2Cl2
18: NaBH4
19: Amberlyst-15 / acetone
With
tert.-butylhydroperoxide; potassium hydroxide; sodium tetrahydroborate; n-butyllithium; zinc(II) tetrahydroborate; amberlyst-15; L-(+)-diisopropyl tartrate; impramine; iodine; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; isobutyltriphenylphosphonium bromide; potassium carbonate; ozone; acetic acid; triethylamine; triphenylphosphine; sodium iodide;
18-crown-6 ether;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; dimethyl sulfoxide; acetone; toluene;
DOI:10.1021/jo00019a004
- Guidance literature:
-
Multi-step reaction with 16 steps
2: DIBAH
3: L-(+)-DIPT, TBHP, TIP / -30 °C
4: Ph3P, I2, Im
5: n-BuLi / tetrahydrofuran / -78 deg C to room temp.
7: 1.) O3, KOH / CH2Cl2
8: 78 percent
9: 80 percent / K2CO3 / 18-C-6 / toluene
10: Zn(BH4)2 / diethyl ether / -45 °C
11: tetrahydrofuran / 0 °C
12: 87 percent / HOAc / tetrahydrofuran; H2O
13: 91 percent / PPTS / acetone
14: O3 / methanol; CH2Cl2
15: NaBH4
16: Amberlyst-15 / acetone
With
tert.-butylhydroperoxide; potassium hydroxide; sodium tetrahydroborate; n-butyllithium; zinc(II) tetrahydroborate; amberlyst-15; L-(+)-diisopropyl tartrate; impramine; iodine; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; isobutyltriphenylphosphonium bromide; potassium carbonate; ozone; acetic acid; triphenylphosphine;
18-crown-6 ether;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; acetone; toluene;
DOI:10.1021/jo00019a004
- Guidance literature:
-
Multi-step reaction with 17 steps
1: DIBAH / diethyl ether
3: DIBAH
4: L-(+)-DIPT, TBHP, TIP / -30 °C
5: Ph3P, I2, Im
6: n-BuLi / tetrahydrofuran / -78 deg C to room temp.
8: 1.) O3, KOH / CH2Cl2
9: 78 percent
10: 80 percent / K2CO3 / 18-C-6 / toluene
11: Zn(BH4)2 / diethyl ether / -45 °C
12: tetrahydrofuran / 0 °C
13: 87 percent / HOAc / tetrahydrofuran; H2O
14: 91 percent / PPTS / acetone
15: O3 / methanol; CH2Cl2
16: NaBH4
17: Amberlyst-15 / acetone
With
tert.-butylhydroperoxide; potassium hydroxide; sodium tetrahydroborate; n-butyllithium; zinc(II) tetrahydroborate; amberlyst-15; L-(+)-diisopropyl tartrate; impramine; iodine; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; isobutyltriphenylphosphonium bromide; potassium carbonate; ozone; acetic acid; triphenylphosphine;
18-crown-6 ether;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; acetone; toluene;
DOI:10.1021/jo00019a004