8-O-acetyl-3,7-anhydro-4,5,6-tri-O-benzyl-1,2-dideoxy-D-glycero-D-talo-oct-1-ynitol

Base Information

Chemical Name:8-O-acetyl-3,7-anhydro-4,5,6-tri-O-benzyl-1,2-dideoxy-D-glycero-D-talo-oct-1-ynitol
CAS No.:220339-86-6
Molecular Formula:C₃₁H₃₂O₆
Molecular Weight:500.591
Hs Code.:

Synonyms:8-O-acetyl-3,7-anhydro-4,5,6-tri-O-benzyl-1,2-dideoxy-D-glycero-D-talo-oct-1-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 8-O-acetyl-3,7-anhydro-4,5,6-tri-O-benzyl-1,2-dideoxy-D-glycero-D-talo-oct-1-ynitol

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Technology Process of 8-O-acetyl-3,7-anhydro-4,5,6-tri-O-benzyl-1,2-dideoxy-D-glycero-D-talo-oct-1-ynitol

There total 3 articles about 8-O-acetyl-3,7-anhydro-4,5,6-tri-O-benzyl-1,2-dideoxy-D-glycero-D-talo-oct-1-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: 95.0%

: 108-24-7
acetic anhydride

: 219864-05-8
3,7-anhydro-4,5,6,8-tetra-O-benzyl-1,1,2,2-tetradehydro-1,2-dideoxy-D-glycero-D-talooctitol

: 220339-86-6
8-O-acetyl-3,7-anhydro-4,5,6-tri-O-benzyl-1,2-dideoxy-D-glycero-D-talo-oct-1-ynitol

Guidance literature:: With zinc(II) chloride; In acetic acid; at 20 ℃; for 4h;
DOI:10.1039/b609734k

Reference yield:

: Acetic acid (2R,3R,4R,5R,6R)-3,4,5-tris-benzyloxy-6-trimethylsilanylethynyl-tetrahydro-pyran-2-ylmethyl ester

: 220339-86-6
8-O-acetyl-3,7-anhydro-4,5,6-tri-O-benzyl-1,2-dideoxy-D-glycero-D-talo-oct-1-ynitol

Guidance literature:: With tetrabutyl ammonium fluoride; water; In tetrahydrofuran; Yield given;

Reference yield:

: 65556-30-1
1,6-di-O-acetyl-2,3,4-tri-O-benzyl-α-D-mannopyranoside

: 220339-86-6
8-O-acetyl-3,7-anhydro-4,5,6-tri-O-benzyl-1,2-dideoxy-D-glycero-D-talo-oct-1-ynitol

Guidance literature:: Multi-step reaction with 2 steps

1: TMSOTf / CH₂Cl₂ / 15 h / 20 °C

2: 2.32 g / aq. n-Bu₄NF / tetrahydrofuran / 1.5 h / 20 °C

With trimethylsilyl trifluoromethanesulfonate; tetrabutyl ammonium fluoride; In tetrahydrofuran; dichloromethane;
DOI:10.1039/b414905j