Technology Process of (1R,2S,4S,5S,8R)-2-((R)-4-Benzyloxy-1-methyl-butyl)-8-methoxymethoxy-octahydro-1,5-methano-indene-4,7a-diol
There total 15 articles about (1R,2S,4S,5S,8R)-2-((R)-4-Benzyloxy-1-methyl-butyl)-8-methoxymethoxy-octahydro-1,5-methano-indene-4,7a-diol 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: 94 percent / PCC
2: 97 percent / t-BuOK / tetrahydrofuran / -78 °C / var. temp.
3: HCl / ethanol / 25 °C
4: dl-CSA / benzene / 50 °C
5: NaBH4
6: 93 percent / iPr2EtN / 1,2-dichloro-ethane / 60 °C
7: 1.) LDA / 1.) THF, -78 deg C, 2.) -78 to 25 deg C
8: 1.) O3, 2.) Me2S
9: 1.) DIBAH / 1.) THF, -78 deg C, 2.) ClCH2CH2Cl, 40 deg C
10: 84 percent / H2 / 10percent Pd/C
11: 96 percent / n-Bu3P / pyridine / 100 °C
12: 1.) MCPBA, 2.) i-Pr2EtN / 2.) 1,2-dichlorobenzene, 180 deg C
13: 78 percent / KH
14: 1.) O3, 2.) Me2S
15: 98 percent / NaBH4
With
hydrogenchloride; sodium tetrahydroborate; dimethylsulfide; tributylphosphine; DL-10-camphorsulfonic acid; potassium tert-butylate; hydrogen; potassium hydride; diisobutylaluminium hydride; ozone; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; pyridinium chlorochromate; lithium diisopropyl amide;
palladium on activated charcoal;
In
tetrahydrofuran; pyridine; ethanol; 1,2-dichloro-ethane; benzene;
DOI:10.1016/S0040-4039(00)96035-0
- Guidance literature:
-
Multi-step reaction with 14 steps
1: 97 percent / t-BuOK / tetrahydrofuran / -78 °C / var. temp.
2: HCl / ethanol / 25 °C
3: dl-CSA / benzene / 50 °C
4: NaBH4
5: 93 percent / iPr2EtN / 1,2-dichloro-ethane / 60 °C
6: 1.) LDA / 1.) THF, -78 deg C, 2.) -78 to 25 deg C
7: 1.) O3, 2.) Me2S
8: 1.) DIBAH / 1.) THF, -78 deg C, 2.) ClCH2CH2Cl, 40 deg C
9: 84 percent / H2 / 10percent Pd/C
10: 96 percent / n-Bu3P / pyridine / 100 °C
11: 1.) MCPBA, 2.) i-Pr2EtN / 2.) 1,2-dichlorobenzene, 180 deg C
12: 78 percent / KH
13: 1.) O3, 2.) Me2S
14: 98 percent / NaBH4
With
hydrogenchloride; sodium tetrahydroborate; dimethylsulfide; tributylphosphine; DL-10-camphorsulfonic acid; potassium tert-butylate; hydrogen; potassium hydride; diisobutylaluminium hydride; ozone; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; lithium diisopropyl amide;
palladium on activated charcoal;
In
tetrahydrofuran; pyridine; ethanol; 1,2-dichloro-ethane; benzene;
DOI:10.1016/S0040-4039(00)96035-0
