Technology Process of (2S,3S,4R,5R,8S,10R)-10-[N-methyl-N-(toluene-4-sulfonyl)amino]-2,3;5,8-bis-epoxy-4-methyltridecan-1-ol
There total 19 articles about (2S,3S,4R,5R,8S,10R)-10-[N-methyl-N-(toluene-4-sulfonyl)amino]-2,3;5,8-bis-epoxy-4-methyltridecan-1-ol 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 14 steps
1: 89 percent / n-BuLi / -78 °C
2: 100 percent / HCO2NH4; HCO2H / Pd(OH)2/C
3: 91 percent / Et3N; DMAP
4: 100 percent / NaH
5: 94 percent / LiAlH4 / diethyl ether
6: 95 percent / (COCl)2; DMSO; Et3N
7: 64 percent / SnCl4 / -78 °C
8: 43 percent / SnCl4
9: 94 percent / Bu3SnH / AIBN
10: 98 percent / H2 / Pd/C / ethanol
11: 90 percent / (COCl)2; DMSO; Et3N
12: 74 percent / DIBAL-H
13: 70 percent / Ti(Oi-Pr)4; L-(+)-diethyl tartrate; TBHP
With
titanium(IV) isopropylate; tert.-butylhydroperoxide; dmap; lithium aluminium tetrahydride; n-butyllithium; formic acid; oxalyl dichloride; diethyl (2R,3R)-tartrate; hydrogen; tri-n-butyl-tin hydride; ammonium formate; tin(IV) chloride; sodium hydride; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine;
palladium dihydroxide; palladium on activated charcoal; 2,2'-azobis(isobutyronitrile);
In
diethyl ether; ethanol;
1: conjugate addition / 2: transfer hydrogenolysis / 4: methylation / 5: reduction / 10: hydrogenolysis / 14: Sharpless epoxidation;
DOI:10.1016/S0040-4039(01)00921-2
- Guidance literature:
-
Multi-step reaction with 12 steps
1: 91 percent / Et3N; DMAP
2: 100 percent / NaH
3: 94 percent / LiAlH4 / diethyl ether
4: 95 percent / (COCl)2; DMSO; Et3N
5: 64 percent / SnCl4 / -78 °C
6: 43 percent / SnCl4
7: 94 percent / Bu3SnH / AIBN
8: 98 percent / H2 / Pd/C / ethanol
9: 90 percent / (COCl)2; DMSO; Et3N
10: 74 percent / DIBAL-H
11: 70 percent / Ti(Oi-Pr)4; L-(+)-diethyl tartrate; TBHP
With
titanium(IV) isopropylate; tert.-butylhydroperoxide; dmap; lithium aluminium tetrahydride; oxalyl dichloride; diethyl (2R,3R)-tartrate; hydrogen; tri-n-butyl-tin hydride; tin(IV) chloride; sodium hydride; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine;
palladium on activated charcoal; 2,2'-azobis(isobutyronitrile);
In
diethyl ether; ethanol;
2: methylation / 3: reduction / 8: hydrogenolysis / 12: Sharpless epoxidation;
DOI:10.1016/S0040-4039(01)00921-2
![(4S,5R,8S,10R,2E)-10-[N-methyl-N-(toluene-4-sulfonyl)amino]-5,8-epoxy-4-methyltridec-2-en-1-ol](/Databaselist/images/loading.webp)
