Technology Process of (1S,5S,6R,7R)-6,7-Dihydroxy-1-(6-phenyl-hexyl)-2,8-dioxa-bicyclo[3.2.1]octane-5-carboxylic acid
There total 10 articles about (1S,5S,6R,7R)-6,7-Dihydroxy-1-(6-phenyl-hexyl)-2,8-dioxa-bicyclo[3.2.1]octane-5-carboxylic acid which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 7 steps
1: (COCl)2, DMSO, Et3N / CH2Cl2 / 0.33 h / -60 °C
2: Li2CuCl4 / tetrahydrofuran / 2 h / 0 °C
3: (COCl)2, DMSO, Et3N / CH2Cl2 / -60 °C
4: PPTS / tetrahydrofuran; methanol / 3 h / Heating
5: H2 / Pd/C / tetrahydrofuran / 8 h / Ambient temperature
6: NaIO4 / tetrahydrofuran; H2O / 1 h / Ambient temperature
7: NaClO2, 2-methyl-2-butene, NaH2PO4 / 2-methyl-propan-2-ol; H2O / 1 h / Ambient temperature
With
sodium chlorite; sodium periodate; sodium dihydrogenphosphate; 2-methyl-but-2-ene; oxalyl dichloride; dilithium tetrachlorocuprate; hydrogen; pyridinium p-toluenesulfonate; dimethyl sulfoxide; triethylamine;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; dichloromethane; water; tert-butyl alcohol;
DOI:10.1016/S0040-4039(97)10407-5
- Guidance literature:
-
Multi-step reaction with 6 steps
1: Li2CuCl4 / tetrahydrofuran / 2 h / 0 °C
2: (COCl)2, DMSO, Et3N / CH2Cl2 / -60 °C
3: PPTS / tetrahydrofuran; methanol / 3 h / Heating
4: H2 / Pd/C / tetrahydrofuran / 8 h / Ambient temperature
5: NaIO4 / tetrahydrofuran; H2O / 1 h / Ambient temperature
6: NaClO2, 2-methyl-2-butene, NaH2PO4 / 2-methyl-propan-2-ol; H2O / 1 h / Ambient temperature
With
sodium chlorite; sodium periodate; sodium dihydrogenphosphate; 2-methyl-but-2-ene; oxalyl dichloride; dilithium tetrachlorocuprate; hydrogen; pyridinium p-toluenesulfonate; dimethyl sulfoxide; triethylamine;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; dichloromethane; water; tert-butyl alcohol;
DOI:10.1016/S0040-4039(97)10407-5
- Guidance literature:
-
Multi-step reaction with 10 steps
1: 1.) 9-BBN; 2.) 3N NaOH, 30percent H2O2 / 1.) THF, reflux, 12 h; 2.) rt., 1 h
2: 93 percent / PPTS / benzene / 3 h / Heating
3: 99 percent / TBAF
4: (COCl)2, DMSO, Et3N / CH2Cl2 / 0.33 h / -60 °C
5: Li2CuCl4 / tetrahydrofuran / 2 h / 0 °C
6: (COCl)2, DMSO, Et3N / CH2Cl2 / -60 °C
7: PPTS / tetrahydrofuran; methanol / 3 h / Heating
8: H2 / Pd/C / tetrahydrofuran / 8 h / Ambient temperature
9: NaIO4 / tetrahydrofuran; H2O / 1 h / Ambient temperature
10: NaClO2, 2-methyl-2-butene, NaH2PO4 / 2-methyl-propan-2-ol; H2O / 1 h / Ambient temperature
With
sodium hydroxide; sodium chlorite; sodium periodate; sodium dihydrogenphosphate; 9-borabicyclo[3.3.1]nonane dimer; 2-methyl-but-2-ene; oxalyl dichloride; dilithium tetrachlorocuprate; tetrabutyl ammonium fluoride; hydrogen; dihydrogen peroxide; pyridinium p-toluenesulfonate; dimethyl sulfoxide; triethylamine;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; dichloromethane; water; tert-butyl alcohol; benzene;
DOI:10.1016/S0040-4039(97)10407-5
![(2S,3R)-2,3-Bis-benzyloxy-3-[(R)-4-((R)-1,2-bis-benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-propan-1-ol](/Databaselist/images/loading.webp)
