6-O-acetyl-4-O-benzoyl-3-O-(tert-butyldimethyl)silyl-2-deoxy-2-iodo-1-trichloroacetimido-D-glucopyranose

Base Information

Chemical Name:6-O-acetyl-4-O-benzoyl-3-O-(tert-butyldimethyl)silyl-2-deoxy-2-iodo-1-trichloroacetimido-D-glucopyranose
CAS No.:245738-42-5
Molecular Formula:C₂₃H₃₁Cl₃INO₇Si
Molecular Weight:694.851
Hs Code.:

Synonyms:6-O-acetyl-4-O-benzoyl-3-O-(tert-butyldimethyl)silyl-2-deoxy-2-iodo-1-trichloroacetimido-D-glucopyranose

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Chemical Property of 6-O-acetyl-4-O-benzoyl-3-O-(tert-butyldimethyl)silyl-2-deoxy-2-iodo-1-trichloroacetimido-D-glucopyranose

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Technology Process of 6-O-acetyl-4-O-benzoyl-3-O-(tert-butyldimethyl)silyl-2-deoxy-2-iodo-1-trichloroacetimido-D-glucopyranose

There total 4 articles about 6-O-acetyl-4-O-benzoyl-3-O-(tert-butyldimethyl)silyl-2-deoxy-2-iodo-1-trichloroacetimido-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:

: C₁₉H₂₇IO₅Si

: 108-24-7
acetic anhydride

: 545-06-2
trichloroacetonitrile

: 6-O-acetyl-4-O-benzoyl-3-O-(tert-butyldimethyl)silyl-2-deoxy-2-iodo-1-trichloroacetimido-D-glucopyranose

: 245738-42-5
6-O-acetyl-4-O-benzoyl-3-O-(tert-butyldimethyl)silyl-2-deoxy-2-iodo-1-trichloroacetimido-D-glucopyranose

Guidance literature:: C₁₉H₂₇IO₅Si; acetic anhydride; With trifluoroacetic acid; at 23 ℃;

With hydrazine hydrate; In methanol; diethyl ether; at 23 ℃; for 0.5h;

trichloroacetonitrile; With sodium hydride; at -40 - -20 ℃; Further stages.;
DOI:10.1021/ol9908070

Reference yield:

: C₁₃H₁₃IO₅

: 245738-42-5
6-O-acetyl-4-O-benzoyl-3-O-(tert-butyldimethyl)silyl-2-deoxy-2-iodo-1-trichloroacetimido-D-glucopyranose

Guidance literature:: Multi-step reaction with 2 steps

1.1: 99 percent / 2,6-lutidine / CH₂Cl₂ / 0 °C

2.1: TFA / 23 °C

2.2: aq. hydrazine / methanol; diethyl ether / 0.5 h / 23 °C

2.3: NaH / -40 - -20 °C

With 2,6-dimethylpyridine; trifluoroacetic acid; In dichloromethane;
DOI:10.1021/ol9908070

Reference yield:

: 98-88-4
benzoyl chloride

: 245738-42-5
6-O-acetyl-4-O-benzoyl-3-O-(tert-butyldimethyl)silyl-2-deoxy-2-iodo-1-trichloroacetimido-D-glucopyranose

Guidance literature:: Multi-step reaction with 3 steps

1.1: 74 percent / pyridine / CH₂Cl₂

2.1: 99 percent / 2,6-lutidine / CH₂Cl₂ / 0 °C

3.1: TFA / 23 °C

3.2: aq. hydrazine / methanol; diethyl ether / 0.5 h / 23 °C

3.3: NaH / -40 - -20 °C

With pyridine; 2,6-dimethylpyridine; trifluoroacetic acid; In dichloromethane;
DOI:10.1021/ol9908070