Technology Process of 3-Pentyn-2-ol,
5-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1-(phenylmethoxy)-
There total 1 articles about 3-Pentyn-2-ol,
5-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1-(phenylmethoxy)- 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:
-
tert-Butyldimethyl(prop-2-ynyloxy)silane;
With
n-butyllithium;
In
tetrahydrofuran;
at -78 ℃;
for 1h;
benzyloxyacetoaldehyde;
In
tetrahydrofuran;
at -78 - -40 ℃;
for 3.5h;
DOI:10.1021/ol034241y
- Guidance literature:
-
With
2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; sodium hydrogencarbonate;
potassium bromide;
In
dichloromethane; water;
for 1.5h;
DOI:10.1021/ol034241y
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: 99 percent / aq. NaHCO3; TEMPO; KBr / NaOCl / CH2Cl2 / 1.5 h
2.1: 85 percent / LiAlH4; MeOH; (R)-BINOL / tetrahydrofuran / 0.5 h / -100 - -78 °C
3.1: Ph3P; diisopropyl azodicarboxylate / tetrahydrofuran / 48 h / 20 °C
4.1: 80 percent / malonic acid; CpRu[(CH3CN)3]PF6 / H2O; acetone / 3 h / 40 °C
5.1: Li / tetrahydrofuran / 4.5 h / 0 °C
5.2: CuCN / tetrahydrofuran / 0.42 h / 0 °C
5.3: 0.82 g / tetrahydrofuran / 5 h / -78 - 0 °C
6.1: 87 percent / DBU / benzene / 7 h / Heating
7.1: 93 percent / formic acid; Pd/C / methanol / 4 h / 20 °C
8.1: 65 percent / B(O-iPr)3; H2 / Ir(cod)Py(PCy3)PF6 / CH2Cl2 / 24 h / 103430 Torr
With
methanol; 2,2,6,6-tetramethyl-piperidine-N-oxyl; palladium on activated charcoal; lithium aluminium tetrahydride; formic acid; cyclopentadienylruthenium(II) trisacetonitrile hexafluorophosphate; Triisopropyl borate; malonic acid; di-isopropyl azodicarboxylate; hydrogen; (R)-1,1'-Bi-2-naphthol; lithium; sodium hydrogencarbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triphenylphosphine; potassium bromide;
sodium hypochlorite; Crabtree's catalyst;
In
tetrahydrofuran; methanol; dichloromethane; water; acetone; benzene;
3.1: Mitsunobu reaction;
DOI:10.1021/ja043097o
