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

Base Information

Chemical Name:4-O-(6-O-acetyl-4-O-benzoyl-3-O-(tert-butyldimethyl)silyl-2-deoxy-2-iodo-β-D-glucopyranosyl)-1:6-anhydro-3-O-benzoyl-2-deoxy-2-iodo-D-glucopyranose
CAS No.:245738-49-2
Molecular Formula:C₃₄H₄₂I₂O₁₁Si
Molecular Weight:908.595
Hs Code.:

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

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

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

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

There total 5 articles about 4-O-(6-O-acetyl-4-O-benzoyl-3-O-(tert-butyldimethyl)silyl-2-deoxy-2-iodo-β-D-glucopyranosyl)-1:6-anhydro-3-O-benzoyl-2-deoxy-2-iodo-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: 95.0%

: Benzoic acid (1R,2R,3S,4R,5R)-2-hydroxy-4-iodo-6,8-dioxa-bicyclo[3.2.1]oct-3-yl ester

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

: 245738-49-2
4-O-(6-O-acetyl-4-O-benzoyl-3-O-(tert-butyldimethyl)silyl-2-deoxy-2-iodo-β-D-glucopyranosyl)-1:6-anhydro-3-O-benzoyl-2-deoxy-2-iodo-D-glucopyranose

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

Guidance literature:: With t-butyldimethylsiyl triflate; In dichloromethane; at -78 ℃;
DOI:10.1021/ja000743k

Reference yield:

: C₁₉H₂₇IO₅Si

: 245738-49-2
4-O-(6-O-acetyl-4-O-benzoyl-3-O-(tert-butyldimethyl)silyl-2-deoxy-2-iodo-β-D-glucopyranosyl)-1:6-anhydro-3-O-benzoyl-2-deoxy-2-iodo-D-glucopyranose

Guidance literature:: Multi-step reaction with 2 steps

1.1: TFA / 23 °C

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

1.3: NaH / -40 - -20 °C

2.1: 4 Angstroem molecular sieves; TBSOTf / CH₂Cl₂ / 1.75 h / -78 °C

With 4 A molecular sieve; t-butyldimethylsiyl triflate; trifluoroacetic acid; In dichloromethane;
DOI:10.1021/ol9908070

Reference yield:

: C₁₃H₁₃IO₅

: 245738-49-2
4-O-(6-O-acetyl-4-O-benzoyl-3-O-(tert-butyldimethyl)silyl-2-deoxy-2-iodo-β-D-glucopyranosyl)-1:6-anhydro-3-O-benzoyl-2-deoxy-2-iodo-D-glucopyranose

Guidance literature:: Multi-step reaction with 3 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

3.1: 4 Angstroem molecular sieves; TBSOTf / CH₂Cl₂ / 1.75 h / -78 °C

With 2,6-dimethylpyridine; 4 A molecular sieve; t-butyldimethylsiyl triflate; trifluoroacetic acid; In dichloromethane;
DOI:10.1021/ol9908070