Technology Process of 15-(3-amino-2,5-dimethoxy-phenyl)-7-(tert-butyl-dimethyl-silanyloxy)-6,11,12,15-tetramethoxy-2,8,10,14-tetramethyl-pentadeca-2,4,8-trienoic acid
There total 41 articles about 15-(3-amino-2,5-dimethoxy-phenyl)-7-(tert-butyl-dimethyl-silanyloxy)-6,11,12,15-tetramethoxy-2,8,10,14-tetramethyl-pentadeca-2,4,8-trienoic acid 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:
-
With
lithium hydroxide;
In
tetrahydrofuran; methanol; water;
for 24h;
Ambient temperature;
DOI:10.1246/bcsj.65.2974
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: 97 percent / imidazole / dimethylformamide / 0 - 20 °C
2.1: N-methylmorpholine N-oxide; OsO4 / 2-methyl-propan-2-ol; tetrahydrofuran; H2O / 3 h / 20 °C
3.1: 145 mg / K2CO3; Pb(OAc)4 / benzene / 5.5 h / 20 °C
4.1: 18-crown-6-ether; KN(TMS)2 / toluene; tetrahydrofuran / 0.08 h / -78 °C
4.2: 208 mg / tetrahydrofuran; toluene / 3 h / -78 °C
5.1: 92 percent / DIBAL-H / tetrahydrofuran; hexane / 1 h / -78 °C
6.1: 97 percent / DMSO; oxalyl chloride / CH2Cl2 / 0.5 h / -78 °C
7.1: toluene / 12 h / Heating
8.1: 83 percent / NaBH4; sulfur / tetrahydrofuran / 5 h / Heating
9.1: LiOH; H2O / methanol; tetrahydrofuran / 48 h / 20 °C
With
1H-imidazole; lead(IV) acetate; lithium hydroxide; sodium tetrahydroborate; osmium(VIII) oxide; oxalyl dichloride; 18-crown-6 ether; water; potassium hexamethylsilazane; diisobutylaluminium hydride; potassium carbonate; sulfur; dimethyl sulfoxide; 4-methylmorpholine N-oxide;
In
tetrahydrofuran; methanol; hexane; dichloromethane; water; N,N-dimethyl-formamide; toluene; tert-butyl alcohol; benzene;
4.1: Horner-Emmons olefination / 4.2: Horner-Emmons olefination / 6.1: Swern oxidation / 7.1: Wittig reaction;
DOI:10.1021/ol036092p
- Guidance literature:
-
Multi-step reaction with 16 steps
1.1: TMSOTf
2.1: OsO4; NMO
3.1: Pb(OAc)4; K2CO3
4.1: 78 percent / toluene
5.1: 80 percent / DIBAL-H / tetrahydrofuran
6.1: 91 percent / DMSO; oxalyl chloride
7.1: 77 percent / boron trifluoride etherate / tetrahydrofuran; cyclohexane / -78 - -5 °C
8.1: 97 percent / imidazole / dimethylformamide / 0 - 20 °C
9.1: N-methylmorpholine N-oxide; OsO4 / 2-methyl-propan-2-ol; tetrahydrofuran; H2O / 3 h / 20 °C
10.1: 145 mg / K2CO3; Pb(OAc)4 / benzene / 5.5 h / 20 °C
11.1: 18-crown-6-ether; KN(TMS)2 / toluene; tetrahydrofuran / 0.08 h / -78 °C
11.2: 208 mg / tetrahydrofuran; toluene / 3 h / -78 °C
12.1: 92 percent / DIBAL-H / tetrahydrofuran; hexane / 1 h / -78 °C
13.1: 97 percent / DMSO; oxalyl chloride / CH2Cl2 / 0.5 h / -78 °C
14.1: toluene / 12 h / Heating
15.1: 83 percent / NaBH4; sulfur / tetrahydrofuran / 5 h / Heating
16.1: LiOH; H2O / methanol; tetrahydrofuran / 48 h / 20 °C
With
1H-imidazole; lead(IV) acetate; lithium hydroxide; sodium tetrahydroborate; osmium(VIII) oxide; N-methyl-2-indolinone; oxalyl dichloride; 18-crown-6 ether; trimethylsilyl trifluoromethanesulfonate; boron trifluoride diethyl etherate; water; potassium hexamethylsilazane; diisobutylaluminium hydride; potassium carbonate; sulfur; dimethyl sulfoxide; 4-methylmorpholine N-oxide;
In
tetrahydrofuran; methanol; hexane; dichloromethane; cyclohexane; water; N,N-dimethyl-formamide; toluene; tert-butyl alcohol; benzene;
4.1: Wittig reaction / 6.1: Swern oxidation / 11.1: Horner-Emmons olefination / 11.2: Horner-Emmons olefination / 13.1: Swern oxidation / 14.1: Wittig reaction;
DOI:10.1021/ol036092p
