Technology Process of [3S-[3*R[E(1S*,3S*4S*)],4S*,5R*,8S*,9E,12R*,14R*,15S*,16R*,18S*,19S*,26aR*]]-3-[2-[4-[4-(3,5-Dimethoxyphenyl)-1H-imidazol-2-ylmethoxy]-3-methoxycyclohexyl]-1-methylethenyl]-8-ethyl-5,6,8,11,12,13,14,15,16,17,18,19,24,25,26,26a-hexadecahydro-5,19-dihydroxy
There total 8 articles about [3S-[3*R[E(1S*,3S*4S*)],4S*,5R*,8S*,9E,12R*,14R*,15S*,16R*,18S*,19S*,26aR*]]-3-[2-[4-[4-(3,5-Dimethoxyphenyl)-1H-imidazol-2-ylmethoxy]-3-methoxycyclohexyl]-1-methylethenyl]-8-ethyl-5,6,8,11,12,13,14,15,16,17,18,19,24,25,26,26a-hexadecahydro-5,19-dihydroxy 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: 77 percent / aq. HBr / dimethylsulfoxide / 8 h / 60 - 68 °C
2: 63 percent / NH4OAc / acetonitrile / 2 h / 0 °C
3: 82 percent / p-TsOH*H2O / tetrahydrofuran / 2 h / 50 °C
4: LiBH4 / methanol; tetrahydrofuran / 2 h / 10 - 15 °C
5: 87 percent / K2CO3, DBU / ethyl acetate
6: 1.) TfOH, t-BuCONHMe2, 2.) TfOH / 1.) MeCN, -33 to 0 deg C, 2.) MeCN, H2O, 50 deg C, overnight
With
lithium borohydride; trifluorormethanesulfonic acid; t-BuCONHMe2; ammonium acetate; hydrogen bromide; potassium carbonate; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene;
In
tetrahydrofuran; methanol; dimethyl sulfoxide; ethyl acetate; acetonitrile;
DOI:10.1021/jo981805g
- Guidance literature:
-
Multi-step reaction with 5 steps
1: 63 percent / NH4OAc / acetonitrile / 2 h / 0 °C
2: 82 percent / p-TsOH*H2O / tetrahydrofuran / 2 h / 50 °C
3: LiBH4 / methanol; tetrahydrofuran / 2 h / 10 - 15 °C
4: 87 percent / K2CO3, DBU / ethyl acetate
5: 1.) TfOH, t-BuCONHMe2, 2.) TfOH / 1.) MeCN, -33 to 0 deg C, 2.) MeCN, H2O, 50 deg C, overnight
With
lithium borohydride; trifluorormethanesulfonic acid; t-BuCONHMe2; ammonium acetate; potassium carbonate; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene;
In
tetrahydrofuran; methanol; ethyl acetate; acetonitrile;
DOI:10.1021/jo981805g
- Guidance literature:
-
Multi-step reaction with 4 steps
1: 82 percent / p-TsOH*H2O / tetrahydrofuran / 2 h / 50 °C
2: LiBH4 / methanol; tetrahydrofuran / 2 h / 10 - 15 °C
3: 87 percent / K2CO3, DBU / ethyl acetate
4: 1.) TfOH, t-BuCONHMe2, 2.) TfOH / 1.) MeCN, -33 to 0 deg C, 2.) MeCN, H2O, 50 deg C, overnight
With
lithium borohydride; trifluorormethanesulfonic acid; t-BuCONHMe2; potassium carbonate; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene;
In
tetrahydrofuran; methanol; ethyl acetate;
DOI:10.1021/jo981805g
