1-O-acetyl-2-deoxy-2-iodo-3,4,6-tri-O-tert-butyldiphenylsilyl-β-D-glucopyranose

Base Information

Chemical Name:1-O-acetyl-2-deoxy-2-iodo-3,4,6-tri-O-tert-butyldiphenylsilyl-β-D-glucopyranose
CAS No.:479352-40-4
Molecular Formula:C₅₆H₆₇IO₆Si₃
Molecular Weight:1047.31
Hs Code.:

Synonyms:1-O-acetyl-2-deoxy-2-iodo-3,4,6-tri-O-tert-butyldiphenylsilyl-β-D-glucopyranose

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Chemical Property of 1-O-acetyl-2-deoxy-2-iodo-3,4,6-tri-O-tert-butyldiphenylsilyl-β-D-glucopyranose

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Technology Process of 1-O-acetyl-2-deoxy-2-iodo-3,4,6-tri-O-tert-butyldiphenylsilyl-β-D-glucopyranose

There total 5 articles about 1-O-acetyl-2-deoxy-2-iodo-3,4,6-tri-O-tert-butyldiphenylsilyl-β-D-glucopyranose 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: 90.0%

: 105937-90-4
3,4,6-tri-O-tertiary-butyldiphenylsilyl-D-glucal

: 64-19-7,77671-22-8
acetic acid

: Acetic acid (2R,3S,4S,5R,6R)-4,5-bis-(tert-butyl-diphenyl-silanyloxy)-6-(tert-butyl-diphenyl-silanyloxymethyl)-3-iodo-tetrahydro-pyran-2-yl ester

: 479352-40-4
1-O-acetyl-2-deoxy-2-iodo-3,4,6-tri-O-tert-butyldiphenylsilyl-β-D-glucopyranose

Guidance literature:: With N-iodo-succinimide; In toluene; at 100 ℃; for 0.166667h;
DOI:10.1021/ol027066e

Reference yield:

: 13265-84-4
D-glucal

: 479352-40-4
1-O-acetyl-2-deoxy-2-iodo-3,4,6-tri-O-tert-butyldiphenylsilyl-β-D-glucopyranose

Guidance literature:: Multi-step reaction with 2 steps

1: 6.38 g / imidazole / dimethylformamide; tetrahydrofuran / 12 h / 70 °C

2: 90 percent / NIS / toluene / 0.17 h / 100 °C

With 1H-imidazole; N-iodo-succinimide; In tetrahydrofuran; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ol027066e

Reference yield:

: 2873-29-2
D-glucal triacetate

: 479352-40-4
1-O-acetyl-2-deoxy-2-iodo-3,4,6-tri-O-tert-butyldiphenylsilyl-β-D-glucopyranose

Guidance literature:: Multi-step reaction with 3 steps

1: NaOMe / methanol

2: 6.38 g / imidazole / dimethylformamide; tetrahydrofuran / 12 h / 70 °C

3: 90 percent / NIS / toluene / 0.17 h / 100 °C

With 1H-imidazole; N-iodo-succinimide; sodium methylate; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ol027066e