Technology Process of (3R,4R,5S,6R)-3-Azido-4,5-bis-benzyloxy-6-benzyloxymethyl-2-[(1R,2S,3R,4R,5R,6R)-2,3,4,5-tetrakis-benzyloxy-6-(4-methoxy-benzyloxy)-cyclohexyloxy]-tetrahydro-pyran
There total 9 articles about (3R,4R,5S,6R)-3-Azido-4,5-bis-benzyloxy-6-benzyloxymethyl-2-[(1R,2S,3R,4R,5R,6R)-2,3,4,5-tetrakis-benzyloxy-6-(4-methoxy-benzyloxy)-cyclohexyloxy]-tetrahydro-pyran which
guide to synthetic route it.
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synthetic route:
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1041747-49-2
(3R,4R,5S,6R)-3-Azido-4,5-bis-benzyloxy-6-benzyloxymethyl-2-[(1R,2S,3R,4R,5R,6R)-2,3,4,5-tetrakis-benzyloxy-6-(4-methoxy-benzyloxy)-cyclohexyloxy]-tetrahydro-pyran
- Guidance literature:
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Multi-step reaction with 6 steps
1: 0.27 g / NaH / tetrahydrofuran / Ambient temperature
2: AcCl / methanol / Ambient temperature
3: 1.) dibutyltin(IV) oxide, 2.) CsF, KI / 1.) MeOH, reflux, 2 h, 2.) DMF, rom temperature, overnight
4: 2.79 g / NaH / dimethylformamide / 2 h / Ambient temperature
5: 1.) t-BuOK, 2.) HCl / 1.) DMSO, 60 deg C, 1.5 h, 2.) Me2CO, reflux, 10 min
6: molecular sieves 3A, zirconocene dichloride, AgClO4, tetramethylurea / diethyl ether / Ambient temperature
With
hydrogenchloride; 3 A molecular sieve; zirconocene dichloride; potassium tert-butylate; silver perchlorate; sodium hydride; di(n-butyl)tin oxide; acetyl chloride; cesium fluoride; tetramethylurea; potassium iodide;
In
tetrahydrofuran; methanol; diethyl ether; N,N-dimethyl-formamide;
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1041747-49-2
(3R,4R,5S,6R)-3-Azido-4,5-bis-benzyloxy-6-benzyloxymethyl-2-[(1R,2S,3R,4R,5R,6R)-2,3,4,5-tetrakis-benzyloxy-6-(4-methoxy-benzyloxy)-cyclohexyloxy]-tetrahydro-pyran
- Guidance literature:
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Multi-step reaction with 8 steps
1: 99 percent / NaH / dimethylformamide / 1.5 h / Ambient temperature
2: 78 percent / p-TsOH*H2O, ethylene glycol / acetonitrile; CHCl3 / 0.5 h / Ambient temperature
3: 0.27 g / NaH / tetrahydrofuran / Ambient temperature
4: AcCl / methanol / Ambient temperature
5: 1.) dibutyltin(IV) oxide, 2.) CsF, KI / 1.) MeOH, reflux, 2 h, 2.) DMF, rom temperature, overnight
6: 2.79 g / NaH / dimethylformamide / 2 h / Ambient temperature
7: 1.) t-BuOK, 2.) HCl / 1.) DMSO, 60 deg C, 1.5 h, 2.) Me2CO, reflux, 10 min
8: molecular sieves 3A, zirconocene dichloride, AgClO4, tetramethylurea / diethyl ether / Ambient temperature
With
hydrogenchloride; 3 A molecular sieve; zirconocene dichloride; potassium tert-butylate; silver perchlorate; sodium hydride; di(n-butyl)tin oxide; toluene-4-sulfonic acid; ethylene glycol; acetyl chloride; cesium fluoride; tetramethylurea; potassium iodide;
In
tetrahydrofuran; methanol; diethyl ether; chloroform; N,N-dimethyl-formamide; acetonitrile;
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1041747-49-2
(3R,4R,5S,6R)-3-Azido-4,5-bis-benzyloxy-6-benzyloxymethyl-2-[(1R,2S,3R,4R,5R,6R)-2,3,4,5-tetrakis-benzyloxy-6-(4-methoxy-benzyloxy)-cyclohexyloxy]-tetrahydro-pyran
- Guidance literature:
-
Multi-step reaction with 6 steps
1: 0.27 g / NaH / tetrahydrofuran / Ambient temperature
2: AcCl / methanol / Ambient temperature
3: 1.) dibutyltin(IV) oxide, 2.) CsF, KI / 1.) MeOH, reflux, 2 h, 2.) DMF, rom temperature, overnight
4: 2.79 g / NaH / dimethylformamide / 2 h / Ambient temperature
5: 1.) t-BuOK, 2.) HCl / 1.) DMSO, 60 deg C, 1.5 h, 2.) Me2CO, reflux, 10 min
6: molecular sieves 3A, zirconocene dichloride, AgClO4, tetramethylurea / diethyl ether / Ambient temperature
With
hydrogenchloride; 3 A molecular sieve; zirconocene dichloride; potassium tert-butylate; silver perchlorate; sodium hydride; di(n-butyl)tin oxide; acetyl chloride; cesium fluoride; tetramethylurea; potassium iodide;
In
tetrahydrofuran; methanol; diethyl ether; N,N-dimethyl-formamide;