6,7,8-trideoxy-3-O-benzyl-1,2-O-isopropylidene-8-(methyl 5-O-tert-butyldiphenylsilyl-6-deoxy-2,3-O-isopropylidene-α-D-manno-furanosid-6-yl)-α-D-gluco-oct-7-ynofuranose

Base Information

Chemical Name:6,7,8-trideoxy-3-O-benzyl-1,2-O-isopropylidene-8-(methyl 5-O-tert-butyldiphenylsilyl-6-deoxy-2,3-O-isopropylidene-α-D-manno-furanosid-6-yl)-α-D-gluco-oct-7-ynofuranose
CAS No.:221015-79-8
Molecular Formula:C₄₄H₅₆O₁₀Si
Molecular Weight:773.008
Hs Code.:

6,7,8-trideoxy-3-O-benzyl-1,2-O-isopropylidene-8-(methyl 5-O-tert-butyldiphenylsilyl-6-deoxy-2,3-O-isopropylidene-α-D-manno-furanosid-6-yl)-α-D-gluco-oct-7-ynofuranose

Synonyms:6,7,8-trideoxy-3-O-benzyl-1,2-O-isopropylidene-8-(methyl 5-O-tert-butyldiphenylsilyl-6-deoxy-2,3-O-isopropylidene-α-D-manno-furanosid-6-yl)-α-D-gluco-oct-7-ynofuranose

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Chemical Property of 6,7,8-trideoxy-3-O-benzyl-1,2-O-isopropylidene-8-(methyl 5-O-tert-butyldiphenylsilyl-6-deoxy-2,3-O-isopropylidene-α-D-manno-furanosid-6-yl)-α-D-gluco-oct-7-ynofuranose

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Technology Process of 6,7,8-trideoxy-3-O-benzyl-1,2-O-isopropylidene-8-(methyl 5-O-tert-butyldiphenylsilyl-6-deoxy-2,3-O-isopropylidene-α-D-manno-furanosid-6-yl)-α-D-gluco-oct-7-ynofuranose

There total 2 articles about 6,7,8-trideoxy-3-O-benzyl-1,2-O-isopropylidene-8-(methyl 5-O-tert-butyldiphenylsilyl-6-deoxy-2,3-O-isopropylidene-α-D-manno-furanosid-6-yl)-α-D-gluco-oct-7-ynofuranose 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: 63.0%

: 158946-12-4
3-O-benzyl 1,2-O-isopropylidene-5,6-O-sulfuryl-α-D-glucofuranose

: 221015-74-3
methyl 5-O-tert-butyldiphenylsilyl-6,7,8-trideoxy-2,3-O-isopropylidene-α-D-manno-oct-7-ynofuranoside

: 221015-79-8
6,7,8-trideoxy-3-O-benzyl-1,2-O-isopropylidene-8-(methyl 5-O-tert-butyldiphenylsilyl-6-deoxy-2,3-O-isopropylidene-α-D-manno-furanosid-6-yl)-α-D-gluco-oct-7-ynofuranose

Guidance literature:: With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; In tetrahydrofuran; at -5 ℃;
DOI:10.1055/s-1999-3389

Reference yield:

: 127244-81-9
methyl 2,3-O-isopropylidene-α-D-mannofuranoside 5,6-O-cyclic sulfate

: 221015-79-8
6,7,8-trideoxy-3-O-benzyl-1,2-O-isopropylidene-8-(methyl 5-O-tert-butyldiphenylsilyl-6-deoxy-2,3-O-isopropylidene-α-D-manno-furanosid-6-yl)-α-D-gluco-oct-7-ynofuranose

Guidance literature:: Multi-step reaction with 3 steps

1: 70 percent / dimethylformamide; xylene / 0.58 h / -5 °C

2: 86 percent / imidazole / dimethylformamide / 12 h / 90 °C

3: 63 percent / BuLi, HMPA / tetrahydrofuran / -5 °C

With 1H-imidazole; N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; In tetrahydrofuran; N,N-dimethyl-formamide; xylene;
DOI:10.1055/s-1999-3389