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

Base Information

Chemical Name:4-<(6-deoxy-4-O-<(1,1-dimethylethyl)dimethylsilyl>-3-O-methyl-α-L-mannopyranosyl)oxy>-5-iodo-2,3-dimethoxy-6-methylbenzonitrile
CAS No.:168567-08-6
Molecular Formula:C₂₃H₃₆INO₇Si
Molecular Weight:593.531
Hs Code.:

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

There total 16 articles about 4-<(6-deoxy-4-O-<(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: 94.0%

: 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

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

Guidance literature:: With sodium methylate; In methanol; at -10 ℃; for 18h;
DOI:10.1021/ja00126a013

Reference yield:

: 76404-29-0
phenylmethyl 4-O-acetyl-2,3,6-trideoxy-α-L-erythro-hex-2-enopyranoside

: 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

Guidance literature:: Multi-step reaction with 9 steps

1: NaOMe / methanol

2: 91 percent / imidazole / CH₂Cl₂

3: 96 percent / OsO₄, NMO / acetone; H₂O

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

5: pyridine

6: H₂ / Pd(OH)2 / methanol

7: NaH / CH₂Cl₂

8: 95 percent / BF₃*OEt₂ / CH₂Cl₂

9: NaOMe / methanol

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

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 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

Guidance literature:: Multi-step reaction with 8 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

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