Technology Process of (E)-(2S,3R,6S,7R,8S,10S)-11-(tert-Butyl-diphenyl-silanyloxy)-8-methoxy-2,4,6,10-tetramethyl-undec-4-ene-1,3,7-triol
There total 16 articles about (E)-(2S,3R,6S,7R,8S,10S)-11-(tert-Butyl-diphenyl-silanyloxy)-8-methoxy-2,4,6,10-tetramethyl-undec-4-ene-1,3,7-triol 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:
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136262-67-4
(E)-(2S,3R,6S,7R,8S,10S)-11-(tert-Butyl-diphenyl-silanyloxy)-8-methoxy-2,4,6,10-tetramethyl-undec-4-ene-1,3,7-triol
- Guidance literature:
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With
acetic acid;
In
tetrahydrofuran; water;
DOI:10.1021/jo00019a004
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136262-67-4
(E)-(2S,3R,6S,7R,8S,10S)-11-(tert-Butyl-diphenyl-silanyloxy)-8-methoxy-2,4,6,10-tetramethyl-undec-4-ene-1,3,7-triol
- Guidance literature:
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Multi-step reaction with 15 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
With
tert.-butylhydroperoxide; potassium hydroxide; n-butyllithium; zinc(II) tetrahydroborate; L-(+)-diisopropyl tartrate; impramine; iodine; diisobutylaluminium hydride; isobutyltriphenylphosphonium bromide; potassium carbonate; ozone; acetic acid; triethylamine; triphenylphosphine; sodium iodide;
18-crown-6 ether;
In
tetrahydrofuran; diethyl ether; water; dimethyl sulfoxide; toluene;
DOI:10.1021/jo00019a004
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-
136262-67-4
(E)-(2S,3R,6S,7R,8S,10S)-11-(tert-Butyl-diphenyl-silanyloxy)-8-methoxy-2,4,6,10-tetramethyl-undec-4-ene-1,3,7-triol
- Guidance literature:
-
Multi-step reaction with 12 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
With
tert.-butylhydroperoxide; potassium hydroxide; n-butyllithium; zinc(II) tetrahydroborate; L-(+)-diisopropyl tartrate; impramine; iodine; diisobutylaluminium hydride; isobutyltriphenylphosphonium bromide; potassium carbonate; ozone; acetic acid; triphenylphosphine;
18-crown-6 ether;
In
tetrahydrofuran; diethyl ether; water; toluene;
DOI:10.1021/jo00019a004
