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

Base Information

Chemical Name:octyl 2,4-di-O-benzyl-3-O-tert-butyldimethylsilyl-α-L-fucopyranosyl-(1->3)-2,4-di-O-benzyl-β-L-fucopyranoside
CAS No.:685109-98-2
Molecular Formula:C₅₄H₇₆O₉Si
Molecular Weight:897.278
Hs Code.:

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

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

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

There total 5 articles about octyl 2,4-di-O-benzyl-3-O-tert-butyldimethylsilyl-α-L-fucopyranosyl-(1->3)-2,4-di-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: 89.0%

: 685109-95-9
ethyl 2,4-di-O-benzyl-3-O-tert-butyldimethylsilyl-1-thio-β-L-fucopyranoside

: 685109-97-1
octyl 2,4-di-O-benzyl-β-L-fucopyranoside

: 685109-98-2
octyl 2,4-di-O-benzyl-3-O-tert-butyldimethylsilyl-α-L-fucopyranosyl-(1->3)-2,4-di-O-benzyl-β-L-fucopyranoside

Guidance literature:: With N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -20 ℃; for 1h;
DOI:10.1016/j.carres.2003.12.014

Reference yield:

: 100-39-0
benzyl bromide

: 685109-98-2
octyl 2,4-di-O-benzyl-3-O-tert-butyldimethylsilyl-α-L-fucopyranosyl-(1->3)-2,4-di-O-benzyl-β-L-fucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 97 percent / NaH / dimethylformamide / 2.5 h / 0 - 20 °C

2: 97 percent / N-iodosuccinimide; trimethylsilyl trifluoromethanesulfonate / CH₂Cl₂ / 1 h / -20 °C

3: 89 percent / tetrabutylammonium fluoride monohydrate / tetrahydrofuran / 2 h / 20 °C

4: 89 percent / N-iodosuccinimide; trimethylsilyl trifluoromethanesulfonate / CH₂Cl₂ / 1 h / -20 °C

With N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; tetrabutyl ammonium fluoride; sodium hydride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.carres.2003.12.014

Reference yield:

: 132799-10-1
ethyl 1-thio-α-L-fucopyranoside

: 685109-98-2
octyl 2,4-di-O-benzyl-3-O-tert-butyldimethylsilyl-α-L-fucopyranosyl-(1->3)-2,4-di-O-benzyl-β-L-fucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 92 percent / imidazole / dimethylformamide / 2.5 h / 0 - 20 °C

2: 97 percent / NaH / dimethylformamide / 2.5 h / 0 - 20 °C

3: 97 percent / N-iodosuccinimide; trimethylsilyl trifluoromethanesulfonate / CH₂Cl₂ / 1 h / -20 °C

4: 89 percent / tetrabutylammonium fluoride monohydrate / tetrahydrofuran / 2 h / 20 °C

5: 89 percent / N-iodosuccinimide; trimethylsilyl trifluoromethanesulfonate / CH₂Cl₂ / 1 h / -20 °C

With 1H-imidazole; N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; tetrabutyl ammonium fluoride; sodium hydride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.carres.2003.12.014