Technology Process of methyl 2-O-acetyl-3,4,6,7-tetra-O-benzyl-D-glycero-α-D-mannoheptopyranosyl-(1->2)-3,4,6,7-tetra-O-benzyl-D-glycero-α-D-mannoheptopyranoside
There total 12 articles about methyl 2-O-acetyl-3,4,6,7-tetra-O-benzyl-D-glycero-α-D-mannoheptopyranosyl-(1->2)-3,4,6,7-tetra-O-benzyl-D-glycero-α-D-mannoheptopyranoside 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:
-
With
4 A molecular sieve; boron trifluoride diethyl etherate;
In
dichloromethane;
for 12h;
DOI:10.1016/j.tet.2004.02.017
- Guidance literature:
-
Multi-step reaction with 8 steps
1: 1.3 g / diethyl ether / 0.5 h / -40 °C
2: K2CO3; K3Fe(CN)6; (DHQ)2PYR / OsO4 / 2-methyl-propan-2-ol; H2O / 6 h / 0 °C
3: 0.71 g / PPTS / 4 h
4: 65 percent / PPTS / methanol / 6 h
5: 0.55 g / NaH / tetrahydrofuran / 12 h
6: 70 percent / DDQ / CH2Cl2; H2O / 3 h
7: 60 percent / acetic acid; sulfuric acid / 1 h / 0 °C
8: 26 percent / BF3*OEt2; activated molecular sieves 4 Angstroem / CH2Cl2 / 12 h
With
(8a,9R,8′′′a,9′′′R)-9,9′-[(2,5-diphenylpyrimidine-4,6-diyl)bis(oxy)]bis(6′-methoxy-10,11-dihydrocinchonan); 4 A molecular sieve; sulfuric acid; boron trifluoride diethyl etherate; pyridinium p-toluenesulfonate; sodium hydride; potassium carbonate; acetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; potassium hexacyanoferrate(III);
osmium(VIII) oxide;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; tert-butyl alcohol;
2: Sharpless asymmetric dihydroxylation;
DOI:10.1016/j.tet.2004.02.017
- Guidance literature:
-
Multi-step reaction with 11 steps
1: 73 percent / NaH / tetrahydrofuran / 4 h
2: 74 percent / n-Bu4NF / tetrahydrofuran / 1 h
3: DMSO; oxalyl chloride; Et3N / CH2Cl2 / -78 - 20 °C
4: 1.3 g / diethyl ether / 0.5 h / -40 °C
5: K2CO3; K3Fe(CN)6; (DHQ)2PYR / OsO4 / 2-methyl-propan-2-ol; H2O / 6 h / 0 °C
6: 0.71 g / PPTS / 4 h
7: 65 percent / PPTS / methanol / 6 h
8: 0.55 g / NaH / tetrahydrofuran / 12 h
9: 70 percent / DDQ / CH2Cl2; H2O / 3 h
10: 60 percent / acetic acid; sulfuric acid / 1 h / 0 °C
11: 26 percent / BF3*OEt2; activated molecular sieves 4 Angstroem / CH2Cl2 / 12 h
With
oxalyl dichloride; (8a,9R,8′′′a,9′′′R)-9,9′-[(2,5-diphenylpyrimidine-4,6-diyl)bis(oxy)]bis(6′-methoxy-10,11-dihydrocinchonan); 4 A molecular sieve; sulfuric acid; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; sodium hydride; potassium carbonate; acetic acid; dimethyl sulfoxide; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; potassium hexacyanoferrate(III);
osmium(VIII) oxide;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; tert-butyl alcohol;
3: Swern oxidation / 5: Sharpless asymmetric dihydroxylation;
DOI:10.1016/j.tet.2004.02.017
