Technology Process of benzyl 2-(7-{N-[1S,3R,4S,5R]-(1,3,4,5-tetraacetoxycyclohexanoyl)glycyl}aminocoumarin-4-yl)acetate
There total 4 articles about benzyl 2-(7-{N-[1S,3R,4S,5R]-(1,3,4,5-tetraacetoxycyclohexanoyl)glycyl}aminocoumarin-4-yl)acetate 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:
-
benzyl 2-(7-(N-tert-butyloxycarbonylglycyl)aminocoumarin-4-yl)acetate;
With
trifluoroacetic acid;
In
water;
at 20 ℃;
for 1h;
(1R,3R,4R,5R)-(-)-quinic acid tetraacetate;
With
benzotriazol-1-ol; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine;
In
N,N-dimethyl-formamide;
at 50 ℃;
for 0.333333h;
microwave irradiation;
DOI:10.1016/j.bmc.2006.06.014
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: 87 percent / thionyl chloride / 1.25 h / -5 - 55 °C
2.1: 74 percent / O-(7-azabenzotriazol-1-yl)-N,N,N',N'-tetramethyluronium PF6; 2,4,6-collidine / dimethylformamide / 42 h / 20 °C
3.1: trifluoroacetic acid / H2O / 1 h / 20 °C
3.2: 75 percent / O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium BF4; ethyldiisopropylamine; 1-hydroxybenzotriazol / dimethylformamide / 0.33 h / 50 °C / microwave irradiation
With
2,4,6-trimethyl-pyridine; thionyl chloride; HATU; trifluoroacetic acid;
In
water; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2006.06.014
- Guidance literature:
-
Multi-step reaction with 2 steps
1.1: 74 percent / O-(7-azabenzotriazol-1-yl)-N,N,N',N'-tetramethyluronium PF6; 2,4,6-collidine / dimethylformamide / 42 h / 20 °C
2.1: trifluoroacetic acid / H2O / 1 h / 20 °C
2.2: 75 percent / O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium BF4; ethyldiisopropylamine; 1-hydroxybenzotriazol / dimethylformamide / 0.33 h / 50 °C / microwave irradiation
With
2,4,6-trimethyl-pyridine; HATU; trifluoroacetic acid;
In
water; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2006.06.014
