Technology Process of methyl 4-O-allyl-3-O-benzyl-1,2-O-isopropylidene-α-L-idopyranosiduronate
There total 9 articles about methyl 4-O-allyl-3-O-benzyl-1,2-O-isopropylidene-α-L-idopyranosiduronate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
4 A molecular sieve; silver(l) oxide;
In
dichloromethane;
for 72h;
DOI:10.1021/jo0340760
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: sodium periodate; silica gel / CH2Cl2; H2O / 1.5 h
2.1: n-butyllithium / tetrahydrofuran; hexane / 1.5 h / -78 - -50 °C
2.2: tetrahydrofuran; hexane / 1.5 h / -78 - 20 °C
3.1: CuCl2; CuO / H2O; CH2Cl2 / 0.08 h / 20 °C
3.2: 437 mg / K2CO3 / CH2Cl2; methanol / 1.5 h / 20 °C
4.1: trifluoroacetic acid / H2O / 0.58 h / 20 °C
5.1: (+)-camphorsulfonic acid / dimethylformamide / 3 h / 0 °C
5.2: 199 mg / Dowex 50W acidic resin / methanol / 0.33 h / 20 °C
6.1: 70 percent / molecular sieves 4 Angstroem; Ag2O / CH2Cl2 / 72 h
With
sodium periodate; n-butyllithium; 4 A molecular sieve; silica gel; (+)-10-camphorsulfonic acid; trifluoroacetic acid; copper(II) oxide; copper dichloride; silver(l) oxide;
In
tetrahydrofuran; hexane; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/jo0340760
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: NaH; tetrabutylammonium iodide / tetrahydrofuran / 14 h / 20 °C
2.1: 17.8 g / acetic acid / H2O / 16 h / 20 °C
3.1: sodium periodate; silica gel / CH2Cl2; H2O / 1.5 h
4.1: n-butyllithium / tetrahydrofuran; hexane / 1.5 h / -78 - -50 °C
4.2: tetrahydrofuran; hexane / 1.5 h / -78 - 20 °C
5.1: CuCl2; CuO / H2O; CH2Cl2 / 0.08 h / 20 °C
5.2: 437 mg / K2CO3 / CH2Cl2; methanol / 1.5 h / 20 °C
6.1: trifluoroacetic acid / H2O / 0.58 h / 20 °C
7.1: (+)-camphorsulfonic acid / dimethylformamide / 3 h / 0 °C
7.2: 199 mg / Dowex 50W acidic resin / methanol / 0.33 h / 20 °C
8.1: 70 percent / molecular sieves 4 Angstroem; Ag2O / CH2Cl2 / 72 h
With
sodium periodate; n-butyllithium; 4 A molecular sieve; silica gel; tetra-(n-butyl)ammonium iodide; sodium hydride; acetic acid; (+)-10-camphorsulfonic acid; trifluoroacetic acid; copper(II) oxide; copper dichloride; silver(l) oxide;
In
tetrahydrofuran; hexane; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/jo0340760
