Technology Process of (2R,3S,4R,5S)-1-Benzyl-3,4-bis-benzyloxy-5-benzyloxymethyl-pyrrolidine-2-carbaldehyde
There total 7 articles about (2R,3S,4R,5S)-1-Benzyl-3,4-bis-benzyloxy-5-benzyloxymethyl-pyrrolidine-2-carbaldehyde which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(2R,3S,4R,5S)-N-benzyl-3,4-dibenzyloxy-5-benzyloxymethyl-2-(1,3-thiazol-2-yl)pyrrolidine;
With
4 A molecular sieve; methyl trifluoromethanesulfonate;
In
acetonitrile;
for 0.5h;
With
sodium tetrahydroborate;
In
methanol;
at 20 ℃;
for 0.166667h;
With
silver nitrate;
In
water; acetonitrile;
at 20 ℃;
for 0.166667h;
Further stages.;
DOI:10.1021/jo020252d
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: 80 percent / 0.5 h / 110 °C
2.1: n-BuLi / hexane; diethyl ether / -78 - -70 °C
2.2: 72 percent / tetrahydrofuran; diethyl ether; hexane / 5 h / -70 °C
3.1: (AcO)2Cu*H2O; Zn / acetic acid; H2O / 0.75 h / 20 - 70 °C
4.1: 68 percent / 4 Angstroem molecular sieves; pyridine; Tf2O / 0.5 h / 40 °C
5.1: 4 Angstroem molecular sieves; methyl triflate / acetonitrile / 0.5 h
5.2: NaBH4 / methanol / 0.17 h / 20 °C
5.3: AgNO3 / acetonitrile; H2O / 0.17 h / 20 °C
With
pyridine; n-butyllithium; trifluoromethylsulfonic anhydride; 4 A molecular sieve; copper diacetate; methyl trifluoromethanesulfonate; zinc;
In
diethyl ether; hexane; water; acetic acid; acetonitrile;
DOI:10.1021/jo020252d
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: 80 percent / 0.5 h / 110 °C
2.1: n-BuLi / hexane; diethyl ether / -78 - -70 °C
2.2: 72 percent / tetrahydrofuran; diethyl ether; hexane / 5 h / -70 °C
3.1: (AcO)2Cu*H2O; Zn / acetic acid; H2O / 0.75 h / 20 - 70 °C
4.1: 68 percent / 4 Angstroem molecular sieves; pyridine; Tf2O / 0.5 h / 40 °C
5.1: 4 Angstroem molecular sieves; methyl triflate / acetonitrile / 0.5 h
5.2: NaBH4 / methanol / 0.17 h / 20 °C
5.3: AgNO3 / acetonitrile; H2O / 0.17 h / 20 °C
With
pyridine; n-butyllithium; trifluoromethylsulfonic anhydride; 4 A molecular sieve; copper diacetate; methyl trifluoromethanesulfonate; zinc;
In
diethyl ether; hexane; water; acetic acid; acetonitrile;
DOI:10.1021/jo020252d