2-((tert-butyldiphenylsilyloxy)methyl)-5-<(4-O-acetyl-6-deoxy-3-O-methyl-2-O-pivaloyl-α-L-mannopyranosyl)oxy>-3,4-dimethoxy-6-iodotoluene

Base Information

Chemical Name:2-((tert-butyldiphenylsilyloxy)methyl)-5-<(4-O-acetyl-6-deoxy-3-O-methyl-2-O-pivaloyl-α-L-mannopyranosyl)oxy>-3,4-dimethoxy-6-iodotoluene
CAS No.:153693-41-5
Molecular Formula:C₄₀H₅₃IO₁₀Si
Molecular Weight:848.845
Hs Code.:

Synonyms:2-((tert-butyldiphenylsilyloxy)methyl)-5-<(4-O-acetyl-6-deoxy-3-O-methyl-2-O-pivaloyl-α-L-mannopyranosyl)oxy>-3,4-dimethoxy-6-iodotoluene

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Chemical Property of 2-((tert-butyldiphenylsilyloxy)methyl)-5-<(4-O-acetyl-6-deoxy-3-O-methyl-2-O-pivaloyl-α-L-mannopyranosyl)oxy>-3,4-dimethoxy-6-iodotoluene

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Technology Process of 2-((tert-butyldiphenylsilyloxy)methyl)-5-<(4-O-acetyl-6-deoxy-3-O-methyl-2-O-pivaloyl-α-L-mannopyranosyl)oxy>-3,4-dimethoxy-6-iodotoluene

There total 9 articles about 2-((tert-butyldiphenylsilyloxy)methyl)-5-<(4-O-acetyl-6-deoxy-3-O-methyl-2-O-pivaloyl-α-L-mannopyranosyl)oxy>-3,4-dimethoxy-6-iodotoluene 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:

Reference yield:

: 115592-74-0,115650-45-8,127761-05-1
4-Hydroxy-5-iod-2,3-dimethoxy-6-methyl-benzoesaeuremethylester

: 153693-41-5
2-((tert-butyldiphenylsilyloxy)methyl)-5-<(4-O-acetyl-6-deoxy-3-O-methyl-2-O-pivaloyl-α-L-mannopyranosyl)oxy>-3,4-dimethoxy-6-iodotoluene

Guidance literature:: Multi-step reaction with 3 steps

1: DIBAL / CH₂Cl₂ / 1.) -78 deg C, 10 min, 2.) 25 deg C, 5 min

2: imidazole / dimethylformamide / 2 h / 65 °C

3: 1.) 2,6-di-tert-butyl-4-methylpyridine, 2.) (Bu₃Sn)2O

With 1H-imidazole; 2,6-di-tert-butyl-4-methylpyridine; diisobutylaluminium hydride; bis(tri-n-butyltin)oxide; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja00084a018

Reference yield:

: 3282-30-2
pivaloyl chloride

: 153693-41-5
2-((tert-butyldiphenylsilyloxy)methyl)-5-<(4-O-acetyl-6-deoxy-3-O-methyl-2-O-pivaloyl-α-L-mannopyranosyl)oxy>-3,4-dimethoxy-6-iodotoluene

Guidance literature:: Multi-step reaction with 3 steps

1: 82 percent / pyridine / 6 h / 60 °C

2: 92 percent / mCPBA / CH₂Cl₂ / 0.83 h / -78 - 0 °C

3: 1.) 2,6-di-tert-butyl-4-methylpyridine, 2.) (Bu₃Sn)2O

With pyridine; 2,6-di-tert-butyl-4-methylpyridine; 3-chloro-benzenecarboperoxoic acid; bis(tri-n-butyltin)oxide; In dichloromethane;
DOI:10.1021/ja00084a018

Reference yield:

: 1214-98-8,105026-40-2,127061-11-4,131724-82-8
phenyl 1-thio-α-L-rhamnopyranose

: 153693-41-5
2-((tert-butyldiphenylsilyloxy)methyl)-5-<(4-O-acetyl-6-deoxy-3-O-methyl-2-O-pivaloyl-α-L-mannopyranosyl)oxy>-3,4-dimethoxy-6-iodotoluene

Guidance literature:: Multi-step reaction with 7 steps

1: ZnCl₂, 85percent H₃PO₄ / 24 h / 25 °C

2: pyridine / 10 h / 25 °C

3: AcOH, H₂O / tetrahydrofuran / 48 h / 70 °C

4: 1.) 4-A sieves, Bu₂SnO / 1.) DMF, 80 deg C, 5 h, 2.) DMF, 80 deg C, 6 h

5: 82 percent / pyridine / 6 h / 60 °C

6: 92 percent / mCPBA / CH₂Cl₂ / 0.83 h / -78 - 0 °C

7: 1.) 2,6-di-tert-butyl-4-methylpyridine, 2.) (Bu₃Sn)2O

With pyridine; 2,6-di-tert-butyl-4-methylpyridine; phosphoric acid; 4 A molecular sieve; water; di(n-butyl)tin oxide; acetic acid; 3-chloro-benzenecarboperoxoic acid; bis(tri-n-butyltin)oxide; zinc(II) chloride; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja00084a018