Technology Process of Benzoic acid (1S,4R,4aS,5S,6S,7R,8R,8aS)-4,5,8-triacetoxy-1-acetoxymethyl-6,7-dihydroxy-3-oxo-octahydro-isochromen-7-ylmethyl ester
There total 44 articles about Benzoic acid (1S,4R,4aS,5S,6S,7R,8R,8aS)-4,5,8-triacetoxy-1-acetoxymethyl-6,7-dihydroxy-3-oxo-octahydro-isochromen-7-ylmethyl ester which
guide to synthetic route it.
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synthetic route:
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115944-88-2
Benzoic acid (1S,4R,4aS,5S,6R,7R,8R,8aS)-4,5,8-triacetoxy-1-acetoxymethyl-6,7-dihydroxy-3-oxo-octahydro-isochromen-7-ylmethyl ester
- Guidance literature:
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Multi-step reaction with 21 steps
1: 80 °C
2: NaBH4
3: NaOCH3
4: MnO2
5: 96 percent / Br2/(C2H5)3N / CH2Cl2 / 0 °C
6: 96 percent / NH4Cl / ethanol / Ambient temperature
7: NaBH4
8: camphorsulfonic acid
9: DIBAL-H / CH2Cl2; toluene
10: LiAlH4 / tetrahydrofuran
11: pyridine
12: H2O / acetic acid; H2O; tetrahydrofuran
13: pyridine
14: 96 percent / trifluoroacetic acid/acetic anhydride
15: NH2NH2 / dimethylformamide
16: Jones ox.
17: 48 percent / SeO2 / xylene
18: CrO3/pyridine
19: NaBH4/CeCl3
20: pyridine
21: 1.) NMO, 2.)(CH3CO)2O/pyridine / OsO4 / acetonitrile/water
With
pyridine; chromium(VI) oxide; manganese(IV) oxide; sodium tetrahydroborate; lithium aluminium tetrahydride; selenium(IV) oxide; N-methyl-2-indolinone; cerium(III) chloride; Jones ox; water; bromine; sodium methylate; acetic anhydride; diisobutylaluminium hydride; ammonium chloride; triethylamine; trifluoroacetic acid; hydrazine;
osmium(VIII) oxide; camphor-10-sulfonic acid;
In
tetrahydrofuran; ethanol; dichloromethane; water; acetic acid; N,N-dimethyl-formamide; toluene; xylene;
DOI:10.1016/S0040-4039(00)96895-3
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115944-88-2
Benzoic acid (1S,4R,4aS,5S,6S,7R,8R,8aS)-4,5,8-triacetoxy-1-acetoxymethyl-6,7-dihydroxy-3-oxo-octahydro-isochromen-7-ylmethyl ester
- Guidance literature:
-
Multi-step reaction with 23 steps
1: 80 °C
2: NaBH4
3: NaOCH3
4: MnO2
5: 96 percent / Br2/(C2H5)3N / CH2Cl2 / 0 °C
6: 96 percent / NH4Cl / ethanol / Ambient temperature
7: NaBH4
8: camphorsulfonic acid
9: DIBAL-H / CH2Cl2; toluene
10: LiAlH4 / tetrahydrofuran
11: pyridine
12: H2O / acetic acid; H2O; tetrahydrofuran
13: pyridine
14: 96 percent / trifluoroacetic acid/acetic anhydride
15: NH2NH2 / dimethylformamide
16: Jones ox.
17: 48 percent / SeO2 / xylene
18: CrO3/pyridine
19: NaBH4/CeCl3
20: pyridine
21: 1.) NMO, 2.)(CH3CO)2O/pyridine / OsO4 / acetonitrile/water
22: Swern ox.
23: NaBH4
With
pyridine; chromium(VI) oxide; manganese(IV) oxide; sodium tetrahydroborate; lithium aluminium tetrahydride; selenium(IV) oxide; N-methyl-2-indolinone; cerium(III) chloride; Jones ox; Swern ox; water; bromine; sodium methylate; acetic anhydride; diisobutylaluminium hydride; ammonium chloride; triethylamine; trifluoroacetic acid; hydrazine;
osmium(VIII) oxide; camphor-10-sulfonic acid;
In
tetrahydrofuran; ethanol; dichloromethane; water; acetic acid; N,N-dimethyl-formamide; toluene; xylene;
DOI:10.1016/S0040-4039(00)96895-3
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115944-88-2
Benzoic acid (1S,4R,4aS,5S,6R,7R,8R,8aS)-4,5,8-triacetoxy-1-acetoxymethyl-6,7-dihydroxy-3-oxo-octahydro-isochromen-7-ylmethyl ester
- Guidance literature:
-
Multi-step reaction with 18 steps
1: MnO2
2: 96 percent / Br2/(C2H5)3N / CH2Cl2 / 0 °C
3: 96 percent / NH4Cl / ethanol / Ambient temperature
4: NaBH4
5: camphorsulfonic acid
6: DIBAL-H / CH2Cl2; toluene
7: LiAlH4 / tetrahydrofuran
8: pyridine
9: H2O / acetic acid; H2O; tetrahydrofuran
10: pyridine
11: 96 percent / trifluoroacetic acid/acetic anhydride
12: NH2NH2 / dimethylformamide
13: Jones ox.
14: 48 percent / SeO2 / xylene
15: CrO3/pyridine
16: NaBH4/CeCl3
17: pyridine
18: 1.) NMO, 2.)(CH3CO)2O/pyridine / OsO4 / acetonitrile/water
With
pyridine; chromium(VI) oxide; manganese(IV) oxide; sodium tetrahydroborate; lithium aluminium tetrahydride; selenium(IV) oxide; N-methyl-2-indolinone; cerium(III) chloride; Jones ox; water; bromine; acetic anhydride; diisobutylaluminium hydride; ammonium chloride; triethylamine; trifluoroacetic acid; hydrazine;
osmium(VIII) oxide; camphor-10-sulfonic acid;
In
tetrahydrofuran; ethanol; dichloromethane; water; acetic acid; N,N-dimethyl-formamide; toluene; xylene;
DOI:10.1016/S0040-4039(00)96895-3