methyl 2,3-di-O-benzyl-5-O-(tert-butyldiphenylsilyl)-α-D-arabinofuranosyl-(1->5)-2,3-di-O-benzyl-α-D-arabinofuranoside

Base Information

Chemical Name:methyl 2,3-di-O-benzyl-5-O-(tert-butyldiphenylsilyl)-α-D-arabinofuranosyl-(1->5)-2,3-di-O-benzyl-α-D-arabinofuranoside
CAS No.:1360560-53-7
Molecular Formula:C₅₅H₆₂O₉Si
Molecular Weight:895.177
Hs Code.:

Synonyms:methyl 2,3-di-O-benzyl-5-O-(tert-butyldiphenylsilyl)-α-D-arabinofuranosyl-(1->5)-2,3-di-O-benzyl-α-D-arabinofuranoside

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Chemical Property of methyl 2,3-di-O-benzyl-5-O-(tert-butyldiphenylsilyl)-α-D-arabinofuranosyl-(1->5)-2,3-di-O-benzyl-α-D-arabinofuranoside

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Technology Process of methyl 2,3-di-O-benzyl-5-O-(tert-butyldiphenylsilyl)-α-D-arabinofuranosyl-(1->5)-2,3-di-O-benzyl-α-D-arabinofuranoside

There total 6 articles about methyl 2,3-di-O-benzyl-5-O-(tert-butyldiphenylsilyl)-α-D-arabinofuranosyl-(1->5)-2,3-di-O-benzyl-α-D-arabinofuranoside 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:

: 16896-03-0,16896-04-1,30589-89-0,53496-31-4,70831-62-8,103476-40-0,128821-26-1
methyl 2,3-di-O-benzyl-α-D-arabinofuranoside

: 917590-91-1
p-tolyl 2,3-di-O-benzyl-5-O-(tert-butyldiphenylsilyl)-1-thio-α-D-arabinofuranoside

: 1360560-53-7
methyl 2,3-di-O-benzyl-5-O-(tert-butyldiphenylsilyl)-α-D-arabinofuranosyl-(1->5)-2,3-di-O-benzyl-α-D-arabinofuranoside

: methyl 2,3-di-O-benzyl-5-O-(tert-butyldiphenylsilyl)-β-D-arabinofuranosyl-(1->5)-2,3-di-O-benzyl-α-D-arabinofuranoside

Guidance literature:: With N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; In EtCN; dichloromethane; acetonitrile; at -70 ℃; for 0.5h; optical yield given as %de; Inert atmosphere; Molecular sieve;
DOI:10.1002/chem.201100732

Reference yield:

: 1360561-10-9
C₃₆H₄₂O₅Si

: 1360560-53-7
methyl 2,3-di-O-benzyl-5-O-(tert-butyldiphenylsilyl)-α-D-arabinofuranosyl-(1->5)-2,3-di-O-benzyl-α-D-arabinofuranoside

: methyl 2,3-di-O-benzyl-5-O-(tert-butyldiphenylsilyl)-β-D-arabinofuranosyl-(1->5)-2,3-di-O-benzyl-α-D-arabinofuranoside

Guidance literature:: Multi-step reaction with 2 steps

1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 0 - 20 °C / Inert atmosphere

2: N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate / EtCN; dichloromethane; acetonitrile / 0.5 h / -70 °C / Inert atmosphere; Molecular sieve

With N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; tetrabutyl ammonium fluoride; In tetrahydrofuran; EtCN; dichloromethane; acetonitrile;
DOI:10.1002/chem.201100732

Reference yield:

: 56607-40-0
methyl D-arabinofuranoside

: 1360560-53-7
methyl 2,3-di-O-benzyl-5-O-(tert-butyldiphenylsilyl)-α-D-arabinofuranosyl-(1->5)-2,3-di-O-benzyl-α-D-arabinofuranoside

: methyl 2,3-di-O-benzyl-5-O-(tert-butyldiphenylsilyl)-β-D-arabinofuranosyl-(1->5)-2,3-di-O-benzyl-α-D-arabinofuranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 1H-imidazole / N,N-dimethyl-formamide / 2.17 h / 0 - 20 °C / Inert atmosphere

2: sodium hydride / N,N-dimethyl-formamide / 3 h / 0 °C / Inert atmosphere

3: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 0 - 20 °C / Inert atmosphere

4: N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate / EtCN; dichloromethane; acetonitrile / 0.5 h / -70 °C / Inert atmosphere; Molecular sieve

With 1H-imidazole; N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; tetrabutyl ammonium fluoride; sodium hydride; In tetrahydrofuran; EtCN; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1002/chem.201100732