Technology Process of (2S,3R,4S,6S)-7-(tert-Butyl-diphenyl-silanyloxy)-3,4-dimethoxy-2,6-dimethyl-heptan-1-ol
There total 40 articles about (2S,3R,4S,6S)-7-(tert-Butyl-diphenyl-silanyloxy)-3,4-dimethoxy-2,6-dimethyl-heptan-1-ol 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:
- 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: 81 percent / NaH / tetrahydrofuran
12: BF3*OEt2 / tetrahydrofuran / -78 °C
13: 80 percent / HOAc / tetrahydrofuran; H2O
14: 86 percent / PPTS / acetone
15: O3 / methanol; CH2Cl2
16: NaBH4
With
tert.-butylhydroperoxide; potassium hydroxide; sodium tetrahydroborate; n-butyllithium; zinc(II) tetrahydroborate; L-(+)-diisopropyl tartrate; boron trifluoride diethyl etherate; impramine; iodine; pyridinium p-toluenesulfonate; sodium hydride; 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 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: 87 percent / NaH / tetrahydrofuran
15: O3 / methanol; CH2Cl2
16: NaBH4
With
tert.-butylhydroperoxide; potassium hydroxide; sodium tetrahydroborate; n-butyllithium; zinc(II) tetrahydroborate; L-(+)-diisopropyl tartrate; impramine; iodine; pyridinium p-toluenesulfonate; sodium hydride; 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: 81 percent / NaH / tetrahydrofuran
13: BF3*OEt2 / tetrahydrofuran / -78 °C
14: 80 percent / HOAc / tetrahydrofuran; H2O
15: 86 percent / PPTS / acetone
16: O3 / methanol; CH2Cl2
17: NaBH4
With
tert.-butylhydroperoxide; potassium hydroxide; sodium tetrahydroborate; n-butyllithium; zinc(II) tetrahydroborate; L-(+)-diisopropyl tartrate; boron trifluoride diethyl etherate; impramine; iodine; pyridinium p-toluenesulfonate; sodium hydride; 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
