Technology Process of (Z)-7-[(1R,2R,3R,5S)-3-Benzyloxy-2-((E)-(S)-3-benzyloxy-oct-1-enyl)-5-hydroxy-cyclopentyl]-hept-5-enoic acid
There total 23 articles about (Z)-7-[(1R,2R,3R,5S)-3-Benzyloxy-2-((E)-(S)-3-benzyloxy-oct-1-enyl)-5-hydroxy-cyclopentyl]-hept-5-enoic 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:
-
Multi-step reaction with 22 steps
1: p-TsOH / methanol
2: acetylation
3: 1) O3, 2) Me2S / 1) MeOH, -78 deg C
4: p-TsOH
5: K2CO3 / methanol
6: 96 percent / Pb(OAc)4, K2CO3 / benzene
7: 58 percent / PPh4
9: over Li-acetylide
10: 49 percent / Swern oxidation
11: Zn(BH4)2 / diethyl ether
12: LiAlH4
14: acid, H2O
15: NH2OH*HCl, pyridine
16: 5percent sodium hypochlorite, Et3N
17: H2, boric acid / W-2 Raney nickel
18: MsCl, DMAP
20: 97 percent / PPTS / methanol
21: CrO3, H2SO4
22: L-selectride
With
pyridine; chromium(VI) oxide; lead(IV) acetate; dmap; sodium hypochlorite; lithium aluminium tetrahydride; zinc(II) tetrahydroborate; dimethylsulfide; sulfuric acid; hydroxylamine hydrochloride; water; hydrogen; boric acid; pyridinium p-toluenesulfonate; tetraphenylphosphonium; L-Selectride; potassium carbonate; toluene-4-sulfonic acid; ozone; methanesulfonyl chloride; triethylamine;
W-2 Raney nickel;
In
methanol; diethyl ether; benzene;
DOI:10.1016/S0040-4039(00)61103-6
- Guidance literature:
-
Multi-step reaction with 9 steps
1: acid, H2O
2: NH2OH*HCl, pyridine
3: 5percent sodium hypochlorite, Et3N
4: H2, boric acid / W-2 Raney nickel
5: MsCl, DMAP
7: 97 percent / PPTS / methanol
8: CrO3, H2SO4
9: L-selectride
With
pyridine; chromium(VI) oxide; dmap; sodium hypochlorite; sulfuric acid; hydroxylamine hydrochloride; water; hydrogen; boric acid; pyridinium p-toluenesulfonate; L-Selectride; methanesulfonyl chloride; triethylamine;
W-2 Raney nickel;
In
methanol;
DOI:10.1016/S0040-4039(00)61103-6
- Guidance literature:
-
Multi-step reaction with 15 steps
1: Pb(OAc)4
2: over Li-acetylide
3: 49 percent / Swern oxidation
4: Zn(BH4)2 / diethyl ether
5: LiAlH4
7: acid, H2O
8: NH2OH*HCl, pyridine
9: 5percent sodium hypochlorite, Et3N
10: H2, boric acid / W-2 Raney nickel
11: MsCl, DMAP
13: 97 percent / PPTS / methanol
14: CrO3, H2SO4
15: L-selectride
With
pyridine; chromium(VI) oxide; lead(IV) acetate; dmap; sodium hypochlorite; lithium aluminium tetrahydride; zinc(II) tetrahydroborate; sulfuric acid; hydroxylamine hydrochloride; water; hydrogen; boric acid; pyridinium p-toluenesulfonate; L-Selectride; methanesulfonyl chloride; triethylamine;
W-2 Raney nickel;
In
methanol; diethyl ether;
DOI:10.1016/S0040-4039(00)61103-6