4-<(6-deoxy-2,4-O,O-bis<(1,1-dimethylethyl)dimethylsilyl>-3-O-methyl-α-L-mannopyranosyl)oxy>-5-iodo-2,3-dimethoxy-6-methylbenzonitrile

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Chemical Name:4-<(6-deoxy-2,4-O,O-bis<(1,1-dimethylethyl)dimethylsilyl>-3-O-methyl-α-L-mannopyranosyl)oxy>-5-iodo-2,3-dimethoxy-6-methylbenzonitrile
CAS No.:168567-09-7
Molecular Formula:C₂₉H₅₀INO₇Si₂
Molecular Weight:707.794
Hs Code.:

Synonyms:4-<(6-deoxy-2,4-O,O-bis<(1,1-dimethylethyl)dimethylsilyl>-3-O-methyl-α-L-mannopyranosyl)oxy>-5-iodo-2,3-dimethoxy-6-methylbenzonitrile

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Chemical Property of 4-<(6-deoxy-2,4-O,O-bis<(1,1-dimethylethyl)dimethylsilyl>-3-O-methyl-α-L-mannopyranosyl)oxy>-5-iodo-2,3-dimethoxy-6-methylbenzonitrile

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Technology Process of 4-<(6-deoxy-2,4-O,O-bis<(1,1-dimethylethyl)dimethylsilyl>-3-O-methyl-α-L-mannopyranosyl)oxy>-5-iodo-2,3-dimethoxy-6-methylbenzonitrile

There total 17 articles about 4-<(6-deoxy-2,4-O,O-bis<(1,1-dimethylethyl)dimethylsilyl>-3-O-methyl-α-L-mannopyranosyl)oxy>-5-iodo-2,3-dimethoxy-6-methylbenzonitrile 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: 100.0%

: 69739-34-0
t-butyldimethylsiyl triflate

: 168567-08-6
4-<(6-deoxy-4-O-<(1,1-dimethylethyl)dimethylsilyl>-3-O-methyl-α-L-mannopyranosyl)oxy>-5-iodo-2,3-dimethoxy-6-methylbenzonitrile

: 168567-09-7
4-<(6-deoxy-2,4-O,O-bis<(1,1-dimethylethyl)dimethylsilyl>-3-O-methyl-α-L-mannopyranosyl)oxy>-5-iodo-2,3-dimethoxy-6-methylbenzonitrile

Guidance literature:: With pyridine; dmap; In dichloromethane; for 36h; Ambient temperature;
DOI:10.1021/ja00126a013

Reference yield:

: 4-<(2-O-acetyl-6-deoxy-4-O-<(1,1-dimethylethyl)dimethylsilyl>-3-O-methyl-L-mannopyranosyl)oxy>-5-iodo-2,3-dimethoxy-6-methylbenzonitrile

: 168567-09-7
4-<(6-deoxy-2,4-O,O-bis<(1,1-dimethylethyl)dimethylsilyl>-3-O-methyl-α-L-mannopyranosyl)oxy>-5-iodo-2,3-dimethoxy-6-methylbenzonitrile

Guidance literature:: Multi-step reaction with 2 steps

1: 94 percent / MeONa / methanol / 18 h / -10 °C

2: 100 percent / pyridine, DMAP / CH₂Cl₂ / 36 h / Ambient temperature

With pyridine; dmap; sodium methylate; In methanol; dichloromethane;
DOI:10.1021/ja00126a013

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 168567-09-7
4-<(6-deoxy-2,4-O,O-bis<(1,1-dimethylethyl)dimethylsilyl>-3-O-methyl-α-L-mannopyranosyl)oxy>-5-iodo-2,3-dimethoxy-6-methylbenzonitrile

Guidance literature:: Multi-step reaction with 9 steps

1: 91 percent / imidazole / CH₂Cl₂

2: 96 percent / OsO₄, NMO / acetone; H₂O

3: 1.) Bu₂SnO, 2.) TBAB / 1,) MeOH, 2.) PhH

4: pyridine

5: H₂ / Pd(OH)2 / methanol

6: NaH / CH₂Cl₂

7: 95 percent / BF₃*OEt₂ / CH₂Cl₂

8: NaOMe / methanol

9: 87 percent / pyridine / CH₂Cl₂

With pyridine; 1H-imidazole; osmium(VIII) oxide; N-methyl-2-indolinone; boron trifluoride diethyl etherate; tetrabutylammomium bromide; hydrogen; sodium methylate; sodium hydride; di(n-butyl)tin oxide; palladium dihydroxide; In methanol; dichloromethane; water; acetone;
DOI:10.1021/jo951560x