Technology Process of Acetic acid (3S,6S,8S,8aS)-3-(4-{amino-[(Z)-benzyloxycarbonylimino]-methyl}-benzylcarbamoyl)-6-benzyl-8-methoxy-5-oxo-octahydro-indolizin-6-yl ester
There total 11 articles about Acetic acid (3S,6S,8S,8aS)-3-(4-{amino-[(Z)-benzyloxycarbonylimino]-methyl}-benzylcarbamoyl)-6-benzyl-8-methoxy-5-oxo-octahydro-indolizin-6-yl ester 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 11 steps
1: 96 percent / H2 / 10 percent Pd/C / ethyl acetate
2: 71 percent / B-bromocatecholborane / CH2Cl2
3: 98 percent / NaOMe / methanol
4: 86 percent / Ag2O / acetonitrile
5: t-BuLi / tetrahydrofuran / -78 °C
6: t-BuLi; Davis achiral oxaziridine / tetrahydrofuran / -78 °C
7: Pyr; DMAP
8: TBAF / tetrahydrofuran
9: TPAP; NMP / CH2Cl2
10: t-BuOH; NaClO4; NaH2PO4 / H2O
11: BOP; i-Pr2EtN / CH2Cl2
With
pyridine; 1-methyl-pyrrolidin-2-one; dmap; sodium dihydrogenphosphate; tetrapropylammonium perruthennate; Davis achiral oxaziridine; bromocatecholborane; sodium perchlorate; tetrabutyl ammonium fluoride; hydrogen; tert.-butyl lithium; sodium methylate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; silver(l) oxide; tert-butyl alcohol;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; dichloromethane; water; ethyl acetate; acetonitrile;
1: Catalytic hydrogenation / 2: Decarboxylation / 3: lactam formation / 4: Etherification / 5: Alkylation / 6: Rearrangement / 7: Acetylation / 8: desilylation / 9: Oxidation / 10: Oxidation / 11: Acylation;
DOI:10.1016/S0960-894X(99)00669-1
- Guidance literature:
-
Multi-step reaction with 9 steps
1: 98 percent / NaOMe / methanol
2: 86 percent / Ag2O / acetonitrile
3: t-BuLi / tetrahydrofuran / -78 °C
4: t-BuLi; Davis achiral oxaziridine / tetrahydrofuran / -78 °C
5: Pyr; DMAP
6: TBAF / tetrahydrofuran
7: TPAP; NMP / CH2Cl2
8: t-BuOH; NaClO4; NaH2PO4 / H2O
9: BOP; i-Pr2EtN / CH2Cl2
With
pyridine; 1-methyl-pyrrolidin-2-one; dmap; sodium dihydrogenphosphate; tetrapropylammonium perruthennate; Davis achiral oxaziridine; sodium perchlorate; tetrabutyl ammonium fluoride; tert.-butyl lithium; sodium methylate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; silver(l) oxide; tert-butyl alcohol;
In
tetrahydrofuran; methanol; dichloromethane; water; acetonitrile;
1: lactam formation / 2: Etherification / 3: Alkylation / 4: Rearrangement / 5: Acetylation / 6: desilylation / 7: Oxidation / 8: Oxidation / 9: Acylation;
DOI:10.1016/S0960-894X(99)00669-1
- Guidance literature:
-
Multi-step reaction with 8 steps
1: 86 percent / Ag2O / acetonitrile
2: t-BuLi / tetrahydrofuran / -78 °C
3: t-BuLi; Davis achiral oxaziridine / tetrahydrofuran / -78 °C
4: Pyr; DMAP
5: TBAF / tetrahydrofuran
6: TPAP; NMP / CH2Cl2
7: t-BuOH; NaClO4; NaH2PO4 / H2O
8: BOP; i-Pr2EtN / CH2Cl2
With
pyridine; 1-methyl-pyrrolidin-2-one; dmap; sodium dihydrogenphosphate; tetrapropylammonium perruthennate; Davis achiral oxaziridine; sodium perchlorate; tetrabutyl ammonium fluoride; tert.-butyl lithium; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; silver(l) oxide; tert-butyl alcohol;
In
tetrahydrofuran; dichloromethane; water; acetonitrile;
1: Etherification / 2: Alkylation / 3: Rearrangement / 4: Acetylation / 5: desilylation / 6: Oxidation / 7: Oxidation / 8: Acylation;
DOI:10.1016/S0960-894X(99)00669-1
![(5S,2'S,5'S)-5-[1'-(tert-butoxycarbonyl)-5'-(tert-butyldiphenylsilyloxymethyl)pyrrolidin-2'-yl]-2(5H)-furanone](/Databaselist/images/loading.webp)
