octyl 4-O-acetyl-2-O-benzyl-3-O-tert-butyldimethylsilyl-α-L-fucopyranosyl-(1->4)-2,3-di-O-benzyl-α-L-fucopyranosyl-(1->3)-4-O-acetyl-2-O-benzyl-β-L-fucopyranoside

Base Information

Chemical Name:octyl 4-O-acetyl-2-O-benzyl-3-O-tert-butyldimethylsilyl-α-L-fucopyranosyl-(1->4)-2,3-di-O-benzyl-α-L-fucopyranosyl-(1->3)-4-O-acetyl-2-O-benzyl-β-L-fucopyranoside
CAS No.:760190-21-4
Molecular Formula:C₆₄H₉₀O₁₅Si
Molecular Weight:1127.5
Hs Code.:

octyl 4-O-acetyl-2-O-benzyl-3-O-tert-butyldimethylsilyl-α-L-fucopyranosyl-(1->4)-2,3-di-O-benzyl-α-L-fucopyranosyl-(1->3)-4-O-acetyl-2-O-benzyl-β-L-fucopyranoside

Synonyms:octyl 4-O-acetyl-2-O-benzyl-3-O-tert-butyldimethylsilyl-α-L-fucopyranosyl-(1->4)-2,3-di-O-benzyl-α-L-fucopyranosyl-(1->3)-4-O-acetyl-2-O-benzyl-β-L-fucopyranoside

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Chemical Property of octyl 4-O-acetyl-2-O-benzyl-3-O-tert-butyldimethylsilyl-α-L-fucopyranosyl-(1->4)-2,3-di-O-benzyl-α-L-fucopyranosyl-(1->3)-4-O-acetyl-2-O-benzyl-β-L-fucopyranoside

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Technology Process of octyl 4-O-acetyl-2-O-benzyl-3-O-tert-butyldimethylsilyl-α-L-fucopyranosyl-(1->4)-2,3-di-O-benzyl-α-L-fucopyranosyl-(1->3)-4-O-acetyl-2-O-benzyl-β-L-fucopyranoside

There total 9 articles about octyl 4-O-acetyl-2-O-benzyl-3-O-tert-butyldimethylsilyl-α-L-fucopyranosyl-(1->4)-2,3-di-O-benzyl-α-L-fucopyranosyl-(1->3)-4-O-acetyl-2-O-benzyl-β-L-fucopyranoside 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: 62.0%

: 760190-13-4
octyl 4-O-acetyl-2-O-benzyl-β-L-fucopyranoside

: 760190-14-5
ethyl 4-O-acetyl-2-O-benzyl-3-O-tert-butyldimethylsilyl-α-L-fucopyranosyl-(1->4)-2,3-di-O-benzyl-1-thio-β-L-fucopyranoside

: 760190-21-4
octyl 4-O-acetyl-2-O-benzyl-3-O-tert-butyldimethylsilyl-α-L-fucopyranosyl-(1->4)-2,3-di-O-benzyl-α-L-fucopyranosyl-(1->3)-4-O-acetyl-2-O-benzyl-β-L-fucopyranoside

Guidance literature:: With N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -20 ℃; for 0.5h;
DOI:10.1016/j.carres.2004.06.006

Reference yield:

: 138343-56-3
ethyl 2-O-benzyl-1-thio-β-L-fucopyranoside

: 760190-21-4
octyl 4-O-acetyl-2-O-benzyl-3-O-tert-butyldimethylsilyl-α-L-fucopyranosyl-(1->4)-2,3-di-O-benzyl-α-L-fucopyranosyl-(1->3)-4-O-acetyl-2-O-benzyl-β-L-fucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: dibutyltin oxide / methanol / 3 h / Heating

1.2: 89 percent / Bu₄NI / toluene / 24 h / 60 °C

2.1: 82 percent / AgOTf / diethyl ether / 0.5 h / 0 °C

3.1: 62 percent / TMSOTf; N-iodosuccinimide / CH₂Cl₂ / 0.5 h / -20 °C

With N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; silver trifluoromethanesulfonate; di(n-butyl)tin oxide; In methanol; diethyl ether; dichloromethane;
DOI:10.1016/j.carres.2004.06.006

Reference yield:

: (2S,3R,4R,5S,6R)-5-Benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-6-ethylsulfanyl-2-methyl-tetrahydro-pyran-3-ol

: 760190-21-4
octyl 4-O-acetyl-2-O-benzyl-3-O-tert-butyldimethylsilyl-α-L-fucopyranosyl-(1->4)-2,3-di-O-benzyl-α-L-fucopyranosyl-(1->3)-4-O-acetyl-2-O-benzyl-β-L-fucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 1.81 g / pyridine / 4 h / 20 °C

2: 90 percent / TMSOTf; N-iodosuccinimide / CH₂Cl₂ / 0.83 h / -20 °C

3: 84 percent / HF*pyridine / pyridine / 0 - 20 °C

4: 62 percent / TMSOTf; N-iodosuccinimide / CH₂Cl₂ / 0.5 h / -20 °C

With pyridine; N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; pyridine hydrogenfluoride; In pyridine; dichloromethane;
DOI:10.1016/j.carres.2004.06.006