3,7-anhydro-4,5,6,8-tetra-O-benzyl-1,1,2,2-tetradehydro-1,2-dideoxy-1-C-(trimethylsilyl)-D-glycero-D-galactooctitol

Base Information

Chemical Name:3,7-anhydro-4,5,6,8-tetra-O-benzyl-1,1,2,2-tetradehydro-1,2-dideoxy-1-C-(trimethylsilyl)-D-glycero-D-galactooctitol
CAS No.:219864-02-5
Molecular Formula:C₃₉H₄₄O₅Si
Molecular Weight:620.861
Hs Code.:

Synonyms:3,7-anhydro-4,5,6,8-tetra-O-benzyl-1,1,2,2-tetradehydro-1,2-dideoxy-1-C-(trimethylsilyl)-D-glycero-D-galactooctitol

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Chemical Property of 3,7-anhydro-4,5,6,8-tetra-O-benzyl-1,1,2,2-tetradehydro-1,2-dideoxy-1-C-(trimethylsilyl)-D-glycero-D-galactooctitol

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Technology Process of 3,7-anhydro-4,5,6,8-tetra-O-benzyl-1,1,2,2-tetradehydro-1,2-dideoxy-1-C-(trimethylsilyl)-D-glycero-D-galactooctitol

There total 6 articles about 3,7-anhydro-4,5,6,8-tetra-O-benzyl-1,1,2,2-tetradehydro-1,2-dideoxy-1-C-(trimethylsilyl)-D-glycero-D-galactooctitol 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: 81.0%

: 887644-42-0
4,5,6,8-tetra-O-benzyl-1,1,2,2-tetradehydro-1,2-dideoxy-1-C-(trimethylsilyl)-D-mannooct-3-ulopyranose

: 219864-02-5
3,7-anhydro-4,5,6,8-tetra-O-benzyl-1,1,2,2-tetradehydro-1,2-dideoxy-1-C-(trimethylsilyl)-D-glycero-D-galactooctitol

Guidance literature:: With tris-(trimethylsilyl)silane; boron trifluoride diethyl etherate; In dichloromethane; acetonitrile; at 0 ℃; for 1.5h;
DOI:10.1039/b516282c

Reference yield:

: 4132-28-9,4291-69-4,6386-24-9,6564-72-3,59531-24-7,69257-52-9,78184-89-1,78609-16-2,78609-17-3,78609-18-4,96553-53-6,104111-61-7,131347-08-5
2,3,4,6-tetra-O-benzyl-D-mannopyranose

: 219864-02-5
3,7-anhydro-4,5,6,8-tetra-O-benzyl-1,1,2,2-tetradehydro-1,2-dideoxy-1-C-(trimethylsilyl)-D-glycero-D-galactooctitol

Guidance literature:: Multi-step reaction with 3 steps

1.1: Ac₂O / dimethylsulfoxide / 7 h / 20 °C

2.1: n-BuLi / tetrahydrofuran; hexane / -78 - 0 °C

2.2: 5.52 g / tetrahydrofuran; hexane / 3.5 h

3.1: 81 percent / (TMS)3SiH; BF₃*Et₂O / acetonitrile; CH₂Cl₂ / 1.5 h / 0 °C

With n-butyllithium; tris-(trimethylsilyl)silane; boron trifluoride diethyl etherate; acetic anhydride; In tetrahydrofuran; hexane; dichloromethane; dimethyl sulfoxide; acetonitrile;
DOI:10.1039/b516282c

Reference yield:

: 82598-88-7
2,3,4,6-tetra-O-benzyl-D-mannono-1,5-lactone

: 219864-02-5
3,7-anhydro-4,5,6,8-tetra-O-benzyl-1,1,2,2-tetradehydro-1,2-dideoxy-1-C-(trimethylsilyl)-D-glycero-D-galactooctitol

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-BuLi / tetrahydrofuran; hexane / -78 - 0 °C

1.2: 5.52 g / tetrahydrofuran; hexane / 3.5 h

2.1: 81 percent / (TMS)3SiH; BF₃*Et₂O / acetonitrile; CH₂Cl₂ / 1.5 h / 0 °C

With n-butyllithium; tris-(trimethylsilyl)silane; boron trifluoride diethyl etherate; In tetrahydrofuran; hexane; dichloromethane; acetonitrile;
DOI:10.1039/b516282c