1,3,4,5-tetra-O-benzyl-8-bromo-7,8-dideoxy-L-glycero-L-galacto-oct-7-ynitol

Base Information

Chemical Name:1,3,4,5-tetra-O-benzyl-8-bromo-7,8-dideoxy-L-glycero-L-galacto-oct-7-ynitol
CAS No.:875140-33-3
Molecular Formula:C₃₆H₃₇BrO₆
Molecular Weight:645.59
Hs Code.:

Synonyms:1,3,4,5-tetra-O-benzyl-8-bromo-7,8-dideoxy-L-glycero-L-galacto-oct-7-ynitol

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 1,3,4,5-tetra-O-benzyl-8-bromo-7,8-dideoxy-L-glycero-L-galacto-oct-7-ynitol

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Technology Process of 1,3,4,5-tetra-O-benzyl-8-bromo-7,8-dideoxy-L-glycero-L-galacto-oct-7-ynitol

There total 2 articles about 1,3,4,5-tetra-O-benzyl-8-bromo-7,8-dideoxy-L-glycero-L-galacto-oct-7-ynitol 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: 71.0%

: 875140-30-0
1,3,4,5-tetra-O-benzyl-7,8-dideoxy-8-C-(trimethylsilyl)-D-glycero-L-galacto-oct-7-ynitol

: 875140-33-3
1,3,4,5-tetra-O-benzyl-8-bromo-7,8-dideoxy-L-glycero-L-galacto-oct-7-ynitol

Guidance literature:: With N-Bromosuccinimide; silver nitrate; In acetone;
DOI:10.1002/hlca.200590235

Reference yield:

: 6386-24-9
2,3,4,6-tetra-O-benzyl-D-galactopyranose

: 875140-33-3
1,3,4,5-tetra-O-benzyl-8-bromo-7,8-dideoxy-L-glycero-L-galacto-oct-7-ynitol

Guidance literature:: Multi-step reaction with 2 steps

1.1: BuLi / hexane; tetrahydrofuran / 0.5 h / -78 °C

1.2: 39 percent / hexane; tetrahydrofuran / 24 h / 23 °C

2.1: 71 percent / N-bromosuccinimide; AgNO₃ / acetone

With N-Bromosuccinimide; n-butyllithium; silver nitrate; In tetrahydrofuran; hexane; acetone;
DOI:10.1002/hlca.200590235

Reference yield:

: 875140-33-3
1,3,4,5-tetra-O-benzyl-8-bromo-7,8-dideoxy-L-glycero-L-galacto-oct-7-ynitol

: (3R,4S,5R,6S,7R)-4,5,6-Tris-benzyloxy-7-benzyloxymethyl-2-[1-bromo-meth-(Z)-ylidene]-oxepan-3-ol

: 2,3,4,6-tetra-O-benzyl-D-galactono-1,4-lactone

Guidance literature:: With sodium hydride; In tetrahydrofuran; at 23 ℃; for 12h; Title compound not separated from byproducts;
DOI:10.1002/hlca.200590235