Technology Process of 1-deoxy-1-[(2'S,3'S,4'R)-2'-(N-(8''-phenyloctanoyl)amino)-3',4'-dihydroxyoctadecyl]-2,3,4,6-tetra-O-benzyl-α-D-galactopyranose
There total 5 articles about 1-deoxy-1-[(2'S,3'S,4'R)-2'-(N-(8''-phenyloctanoyl)amino)-3',4'-dihydroxyoctadecyl]-2,3,4,6-tetra-O-benzyl-α-D-galactopyranose 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:
-
C52H70O7;
With
sodium azide; water; ammonium chloride;
In
ethyl methyl ether;
at 110 ℃;
for 20h;
Inert atmosphere;
With
1.3-propanedithiol; triethylamine;
In
methanol;
for 20h;
Inert atmosphere;
Reflux;
p-nitrophenyl 8-phenyloctanoate;
With
dmap;
In
tetrahydrofuran;
at 20 ℃;
for 48h;
Inert atmosphere;
DOI:10.1021/jo201450s
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 3 h / 45 °C / Inert atmosphere
2.1: titanium(IV) isopropylate; Cumene hydroperoxide; D-(-)-diisopropyl tartrate / dichloromethane / -40 - -20 °C / Inert atmosphere; Molecular sieve
3.1: sodium azide; water; ammonium chloride / ethyl methyl ether / 20 h / 110 °C / Inert atmosphere
3.2: 20 h / Inert atmosphere; Reflux
3.3: 48 h / 20 °C / Inert atmosphere
With
tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; titanium(IV) isopropylate; sodium azide; Cumene hydroperoxide; water; D-(-)-diisopropyl tartrate; ammonium chloride;
In
ethyl methyl ether; dichloromethane;
2.1: Sharpless asymmetric epoxidation;
DOI:10.1021/jo201450s
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: n-butyllithium / tetrahydrofuran; hexane / 3 h / -78 °C / Inert atmosphere
1.2: -78 - 20 °C / Inert atmosphere
2.1: trifluoroacetic acid / dichloromethane / 0 - 20 °C / Inert atmosphere
3.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 3 h / 45 °C / Inert atmosphere
4.1: titanium(IV) isopropylate; Cumene hydroperoxide; D-(-)-diisopropyl tartrate / dichloromethane / -40 - -20 °C / Inert atmosphere; Molecular sieve
5.1: sodium azide; water; ammonium chloride / ethyl methyl ether / 20 h / 110 °C / Inert atmosphere
5.2: 20 h / Inert atmosphere; Reflux
5.3: 48 h / 20 °C / Inert atmosphere
With
tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; titanium(IV) isopropylate; n-butyllithium; sodium azide; Cumene hydroperoxide; water; D-(-)-diisopropyl tartrate; ammonium chloride; trifluoroacetic acid;
In
tetrahydrofuran; hexane; ethyl methyl ether; dichloromethane;
1.2: Wittig methylenation / 4.1: Sharpless asymmetric epoxidation;
DOI:10.1021/jo201450s
