Technology Process of Benzoic acid (2S,4S,5R)-4-hydroxy-5-methyl-tetrahydro-furan-2-ylmethyl ester
There total 16 articles about Benzoic acid (2S,4S,5R)-4-hydroxy-5-methyl-tetrahydro-furan-2-ylmethyl ester 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 15 steps
1: imidazole / dimethylformamide
2: CSA / benzene
3: DIBAH / toluene / -78 °C
4: CSA / methanol; CH2Cl2
5: 1) PCC, 2) NaOMe / 1) CH2Cl2, 3A-MS, 2) THF
6: 94 percent / NaBH4, CeCl3.7H2O / methanol
7: 98 percent / O3 / methanol / -78 °C / Me2S workup
8: Zn(BH4)2 / diethyl ether / -78 °C
9: K2CO3, MeOH
10: p-TsOH
11: pyridine
12: n-BU4NF / tetrahydrofuran
13: NaOMe / methanol
14: 80percent aq. AcOH
15: pyridine
With
pyridine; 1H-imidazole; methanol; sodium tetrahydroborate; cerium(III) chloride; zinc(II) tetrahydroborate; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; sodium methylate; diisobutylaluminium hydride; potassium carbonate; toluene-4-sulfonic acid; ozone; acetic acid; pyridinium chlorochromate;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; toluene; benzene;
DOI:10.1016/S0040-4039(00)87804-1
- Guidance literature:
-
Multi-step reaction with 16 steps
1: HCl, H2O / methanol
2: imidazole / dimethylformamide
3: CSA / benzene
4: DIBAH / toluene / -78 °C
5: CSA / methanol; CH2Cl2
6: 1) PCC, 2) NaOMe / 1) CH2Cl2, 3A-MS, 2) THF
7: 94 percent / NaBH4, CeCl3.7H2O / methanol
8: 98 percent / O3 / methanol / -78 °C / Me2S workup
9: Zn(BH4)2 / diethyl ether / -78 °C
10: K2CO3, MeOH
11: p-TsOH
12: pyridine
13: n-BU4NF / tetrahydrofuran
14: NaOMe / methanol
15: 80percent aq. AcOH
16: pyridine
With
pyridine; 1H-imidazole; hydrogenchloride; methanol; sodium tetrahydroborate; cerium(III) chloride; zinc(II) tetrahydroborate; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; water; sodium methylate; diisobutylaluminium hydride; potassium carbonate; toluene-4-sulfonic acid; ozone; acetic acid; pyridinium chlorochromate;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; toluene; benzene;
DOI:10.1016/S0040-4039(00)87804-1
- Guidance literature:
-
Multi-step reaction with 6 steps
1: p-TsOH
2: pyridine
3: n-BU4NF / tetrahydrofuran
4: NaOMe / methanol
5: 80percent aq. AcOH
6: pyridine
With
pyridine; tetrabutyl ammonium fluoride; sodium methylate; toluene-4-sulfonic acid; acetic acid;
In
tetrahydrofuran; methanol;
DOI:10.1016/S0040-4039(00)87804-1
