Technology Process of 1-Hepten-3-ol,
6-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-5-methoxy-4-methyl-1-phenyl-,
(1E,3S,4R,5R)-
There total 12 articles about 1-Hepten-3-ol,
6-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-5-methoxy-4-methyl-1-phenyl-,
(1E,3S,4R,5R)- 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:
-
(E)-(3R,4R,5R)-6-(tert-Butyl-dimethyl-silanyloxy)-5-methoxy-4-methyl-1-phenyl-hept-1-en-3-ol;
With
thiamine diphosphate; diethylazodicarboxylate; 4-nitro-benzoic acid;
In
tetrahydrofuran;
at 20 ℃;
for 5h;
With
lithium hydroxide;
In
methanol;
at 20 ℃;
for 62h;
DOI:10.1016/S0040-4039(03)01256-5
- Guidance literature:
-
Multi-step reaction with 11 steps
1.1: 67 percent / tetrahydrofuran / 0.5 h / -10 °C
2.1: 97 percent / H2 / Pd/C / 3 h / 2585.74 Torr
3.1: 83 percent / aq. H2SO4 / methanol / 24 h
4.1: MsCl; NEt3 / CH2Cl2 / 2 h / 0 - 20 °C
4.2: EtCOMe; NaI / CH2Cl2 / 6 h / Heating
5.1: 63 percent / PPh3; NEt3; TBAI / Pd(OAc)2 / dimethylformamide / 6 h / 110 °C
6.1: 82 percent / Amberlyst IR-120 (H+) resin / methanol / 8 h / Heating
7.1: 95 percent / NaH / tetrahydrofuran / 3 h / 20 °C
8.1: 79 percent / H2SO4; aq. acetic acid / 6 h / 80 °C
9.1: 75 percent / tetrahydrofuran / 2.5 h / 20 °C
10.1: 86 percent / 2,6-lutidine / CH2Cl2 / 1.5 h / -78 °C
11.1: DEAD; TPP; 4-nitrobenzoic acid / tetrahydrofuran / 5 h / 20 °C
11.2: LiOH / methanol / 62 h / 20 °C
With
2,6-dimethylpyridine; Amberlyst IR-120 (H+) resin; sulfuric acid; hydrogen; thiamine diphosphate; tetra-(n-butyl)ammonium iodide; sodium hydride; acetic acid; methanesulfonyl chloride; triethylamine; triphenylphosphine; diethylazodicarboxylate; 4-nitro-benzoic acid;
palladium diacetate; palladium on activated charcoal;
In
tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
1.1: Wittig reaction / 5.1: Heck reaction / 11.1: Mitsunobu reaction;
DOI:10.1016/S0040-4039(03)01256-5
- Guidance literature:
-
Multi-step reaction with 12 steps
1.1: 78 percent / PDC; 4 Angstroem MS; Ac2O / CH2Cl2 / 12 h / 20 °C
2.1: 67 percent / tetrahydrofuran / 0.5 h / -10 °C
3.1: 97 percent / H2 / Pd/C / 3 h / 2585.74 Torr
4.1: 83 percent / aq. H2SO4 / methanol / 24 h
5.1: MsCl; NEt3 / CH2Cl2 / 2 h / 0 - 20 °C
5.2: EtCOMe; NaI / CH2Cl2 / 6 h / Heating
6.1: 63 percent / PPh3; NEt3; TBAI / Pd(OAc)2 / dimethylformamide / 6 h / 110 °C
7.1: 82 percent / Amberlyst IR-120 (H+) resin / methanol / 8 h / Heating
8.1: 95 percent / NaH / tetrahydrofuran / 3 h / 20 °C
9.1: 79 percent / H2SO4; aq. acetic acid / 6 h / 80 °C
10.1: 75 percent / tetrahydrofuran / 2.5 h / 20 °C
11.1: 86 percent / 2,6-lutidine / CH2Cl2 / 1.5 h / -78 °C
12.1: DEAD; TPP; 4-nitrobenzoic acid / tetrahydrofuran / 5 h / 20 °C
12.2: LiOH / methanol / 62 h / 20 °C
With
2,6-dimethylpyridine; dipyridinium dichromate; 4 Angstroem MS; Amberlyst IR-120 (H+) resin; sulfuric acid; hydrogen; acetic anhydride; thiamine diphosphate; tetra-(n-butyl)ammonium iodide; sodium hydride; acetic acid; methanesulfonyl chloride; triethylamine; triphenylphosphine; diethylazodicarboxylate; 4-nitro-benzoic acid;
palladium diacetate; palladium on activated charcoal;
In
tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
2.1: Wittig reaction / 6.1: Heck reaction / 12.1: Mitsunobu reaction;
DOI:10.1016/S0040-4039(03)01256-5
