Technology Process of (2S,3S,5S,7R,8S,9S)-9-(tert-Butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-4,4,8-trimethyl-7-(2-triethylsilanyloxy-ethyl)-2-vinyl-1,6-dioxa-spiro[4.5]decane
There total 18 articles about (2S,3S,5S,7R,8S,9S)-9-(tert-Butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-4,4,8-trimethyl-7-(2-triethylsilanyloxy-ethyl)-2-vinyl-1,6-dioxa-spiro[4.5]decane 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 6 steps
1: DMSO, (COCl)2, Et3N
2: 1.) LDA, 2.) TsOH / 1.) THF, -78 deg C, 2.) THF, MeOH, 25 deg C
3: DMSO, (COCl)2, Et3N
4: 1.) sec-Bu3KBH, 2.) NaOH, H2O2 / 1.) THF, from -78 to -10 deg C, 2.) THF
5: Et3N, imidazole / CH2Cl2 / -40 - -20 °C
6: i-Pr2NEt / CH2Cl2
With
1H-imidazole; sodium hydroxide; oxalyl dichloride; dihydrogen peroxide; potassium tri-sec-butyl-borohydride; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; lithium diisopropyl amide;
In
dichloromethane;
DOI:10.1039/c39920001236
- Guidance literature:
-
Multi-step reaction with 11 steps
1: 2.) HOCH2CH2NH2, NaH / 1.) THF, Et2O, -78 deg C
2: KN(SiMe3)2 / tetrahydrofuran; dimethylformamide
3: Bu4NF / tetrahydrofuran
4: DMSO, (COCl)2, Et3N
5: tetrahydrofuran
6: DMSO, (COCl)2, Et3N
7: 1.) LDA, 2.) TsOH / 1.) THF, -78 deg C, 2.) THF, MeOH, 25 deg C
8: DMSO, (COCl)2, Et3N
9: 1.) sec-Bu3KBH, 2.) NaOH, H2O2 / 1.) THF, from -78 to -10 deg C, 2.) THF
10: Et3N, imidazole / CH2Cl2 / -40 - -20 °C
11: i-Pr2NEt / CH2Cl2
With
1H-imidazole; sodium hydroxide; oxalyl dichloride; tetrabutyl ammonium fluoride; dihydrogen peroxide; potassium hexamethylsilazane; sodium hydride; potassium tri-sec-butyl-borohydride; toluene-4-sulfonic acid; ethanolamine; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; lithium diisopropyl amide;
In
tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1039/c39920001236
- Guidance literature:
-
Multi-step reaction with 5 steps
1: 1.) LDA, 2.) TsOH / 1.) THF, -78 deg C, 2.) THF, MeOH, 25 deg C
2: DMSO, (COCl)2, Et3N
3: 1.) sec-Bu3KBH, 2.) NaOH, H2O2 / 1.) THF, from -78 to -10 deg C, 2.) THF
4: Et3N, imidazole / CH2Cl2 / -40 - -20 °C
5: i-Pr2NEt / CH2Cl2
With
1H-imidazole; sodium hydroxide; oxalyl dichloride; dihydrogen peroxide; potassium tri-sec-butyl-borohydride; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; lithium diisopropyl amide;
In
dichloromethane;
DOI:10.1039/c39920001236
