Technology Process of (1R,2R,4aS,5S,8aR)-5-Benzyloxy-2-(3-hydroxy-propyl)-1-methyl-1,2,4a,5,6,7,8,8a-octahydro-naphthalene-1-carboxylic acid methyl ester
There total 18 articles about (1R,2R,4aS,5S,8aR)-5-Benzyloxy-2-(3-hydroxy-propyl)-1-methyl-1,2,4a,5,6,7,8,8a-octahydro-naphthalene-1-carboxylic acid methyl ester which
guide to synthetic route it.
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synthetic route:
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132047-84-8
(1R,2R,4aS,5S,8aR)-5-Benzyloxy-2-(3-hydroxy-propyl)-1-methyl-1,2,4a,5,6,7,8,8a-octahydro-naphthalene-1-carboxylic acid methyl ester
- Guidance literature:
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Multi-step reaction with 8 steps
1: 1.) MsCl, Et3N / 2.) Bu4NI / 1.) 0 deg C, 2.) DMF, 80 deg C
2: 1.) CH3COOH, CH3OH, 2.) NaIO4 / 1.) reflux 2.) THF, H2O
4: 67 percent / LDA / tetrahydrofuran / -78 - 23 °C
5: 1.) DIBAL-H / 1.) toluene, -78 deg C, 2.) CH2Cl2, RT
7: 86 percent / 5percent Na/Hg / methanol / 24 h / 23 °C
8: NiCl2*6H2O, NaBH4 / methanol / 1.5 h / 0 - 23 °C
With
methanol; sodium tetrahydroborate; sodium periodate; sodium amalgam; diisobutylaluminium hydride; acetic acid; methanesulfonyl chloride; triethylamine; nickel dichloride; lithium diisopropyl amide;
tetra-(n-butyl)ammonium iodide;
In
tetrahydrofuran; methanol;
DOI:10.1016/S0040-4039(00)98725-2
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132047-84-8
(1R,2R,4aS,5S,8aR)-5-Benzyloxy-2-(3-hydroxy-propyl)-1-methyl-1,2,4a,5,6,7,8,8a-octahydro-naphthalene-1-carboxylic acid methyl ester
- Guidance literature:
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Multi-step reaction with 9 steps
1: 1.) BH3 2.) 3M NaOH, 30 percent H2O2 / 1.) THF, 0 deg C
2: 1.) MsCl, Et3N / 2.) Bu4NI / 1.) 0 deg C, 2.) DMF, 80 deg C
3: 1.) CH3COOH, CH3OH, 2.) NaIO4 / 1.) reflux 2.) THF, H2O
5: 67 percent / LDA / tetrahydrofuran / -78 - 23 °C
6: 1.) DIBAL-H / 1.) toluene, -78 deg C, 2.) CH2Cl2, RT
8: 86 percent / 5percent Na/Hg / methanol / 24 h / 23 °C
9: NiCl2*6H2O, NaBH4 / methanol / 1.5 h / 0 - 23 °C
With
methanol; sodium hydroxide; sodium tetrahydroborate; sodium periodate; sodium amalgam; borane; dihydrogen peroxide; diisobutylaluminium hydride; acetic acid; methanesulfonyl chloride; triethylamine; nickel dichloride; lithium diisopropyl amide;
tetra-(n-butyl)ammonium iodide;
In
tetrahydrofuran; methanol;
DOI:10.1016/S0040-4039(00)98725-2
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-
132047-84-8
(1R,2R,4aS,5S,8aR)-5-Benzyloxy-2-(3-hydroxy-propyl)-1-methyl-1,2,4a,5,6,7,8,8a-octahydro-naphthalene-1-carboxylic acid methyl ester
- Guidance literature:
-
With
sodium tetrahydroborate; nickel dichloride;
In
methanol;
at 0 - 23 ℃;
for 1.5h;
DOI:10.1016/S0040-4039(00)98725-2