3-O-(2-O-acetyl-3,4-di-O-benzoyl-6-O-t-butyldimethylsilyl-α-L-idopyranosyl)-2,5-anhydro-1,4,6-tri-O-benzoyl-D-mannitol

Base Information

Chemical Name:3-O-(2-O-acetyl-3,4-di-O-benzoyl-6-O-t-butyldimethylsilyl-α-L-idopyranosyl)-2,5-anhydro-1,4,6-tri-O-benzoyl-D-mannitol
CAS No.:735327-07-8
Molecular Formula:C₅₅H₅₈O₁₆Si
Molecular Weight:1003.14
Hs Code.:

Synonyms:3-O-(2-O-acetyl-3,4-di-O-benzoyl-6-O-t-butyldimethylsilyl-α-L-idopyranosyl)-2,5-anhydro-1,4,6-tri-O-benzoyl-D-mannitol

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Chemical Property of 3-O-(2-O-acetyl-3,4-di-O-benzoyl-6-O-t-butyldimethylsilyl-α-L-idopyranosyl)-2,5-anhydro-1,4,6-tri-O-benzoyl-D-mannitol

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Technology Process of 3-O-(2-O-acetyl-3,4-di-O-benzoyl-6-O-t-butyldimethylsilyl-α-L-idopyranosyl)-2,5-anhydro-1,4,6-tri-O-benzoyl-D-mannitol

There total 14 articles about 3-O-(2-O-acetyl-3,4-di-O-benzoyl-6-O-t-butyldimethylsilyl-α-L-idopyranosyl)-2,5-anhydro-1,4,6-tri-O-benzoyl-D-mannitol 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:

: 98-88-4
benzoyl chloride

: 735327-07-8
3-O-(2-O-acetyl-3,4-di-O-benzoyl-6-O-t-butyldimethylsilyl-α-L-idopyranosyl)-2,5-anhydro-1,4,6-tri-O-benzoyl-D-mannitol

Guidance literature:: Multi-step reaction with 5 steps

1: 58 percent / pyridine; CH₂Cl₂ / 0 - 20 °C

2: 81 percent / TfOH; NIS; molecular sieve / CH₂Cl₂ / -40 - 20 °C

3: 95 percent / hydrogen / Pd/C / H₂O; methanol / 6 h / 20 °C

4: 100 percent / pyridine / 0 - 20 °C

5: 20 g / pyridine / 0 - 20 °C

With N-iodo-succinimide; molecular sieve; trifluorormethanesulfonic acid; hydrogen; palladium on activated charcoal; In pyridine; methanol; dichloromethane; water;
DOI:10.1016/j.carres.2004.03.006

Reference yield:

: 86363-73-7
(2R,3S,4S,5R)-3,4-dihydroxy(tetrahydrofuran-2,5-diyl)bis(methylene) dibenzoate

: 735327-07-8
3-O-(2-O-acetyl-3,4-di-O-benzoyl-6-O-t-butyldimethylsilyl-α-L-idopyranosyl)-2,5-anhydro-1,4,6-tri-O-benzoyl-D-mannitol

Guidance literature:: Multi-step reaction with 4 steps

1: 81 percent / TfOH; NIS; molecular sieve / CH₂Cl₂ / -40 - 20 °C

2: 95 percent / hydrogen / Pd/C / H₂O; methanol / 6 h / 20 °C

3: 100 percent / pyridine / 0 - 20 °C

4: 20 g / pyridine / 0 - 20 °C

With N-iodo-succinimide; molecular sieve; trifluorormethanesulfonic acid; hydrogen; palladium on activated charcoal; In pyridine; methanol; dichloromethane; water;
DOI:10.1016/j.carres.2004.03.006

Reference yield:

: 175978-39-9
phenyl 3-O-benzyl-1-thio-α-L-idopyranoside

: 735327-07-8
3-O-(2-O-acetyl-3,4-di-O-benzoyl-6-O-t-butyldimethylsilyl-α-L-idopyranosyl)-2,5-anhydro-1,4,6-tri-O-benzoyl-D-mannitol

Guidance literature:: Multi-step reaction with 6 steps

1: 64 percent / dimethylformamide / 5 h / 70 °C / 75.01 Torr

2: 80 percent / pyridine / 20 °C

3: 81 percent / TfOH; NIS; molecular sieve / CH₂Cl₂ / -40 - 20 °C

4: 95 percent / hydrogen / Pd/C / H₂O; methanol / 6 h / 20 °C

5: 100 percent / pyridine / 0 - 20 °C

6: 20 g / pyridine / 0 - 20 °C

With N-iodo-succinimide; molecular sieve; trifluorormethanesulfonic acid; hydrogen; palladium on activated charcoal; In pyridine; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/j.carres.2004.03.006