2,6-anhydro-3,4,5,7-tetra-O-benzyl-1-C-trimethylsilylethynyl-aldehydo-D-glycero-D-gulo-heptose

Base Information

Chemical Name:2,6-anhydro-3,4,5,7-tetra-O-benzyl-1-C-trimethylsilylethynyl-aldehydo-D-glycero-D-gulo-heptose
CAS No.:869500-66-3
Molecular Formula:C₄₀H₄₄O₆Si
Molecular Weight:648.871
Hs Code.:

Synonyms:2,6-anhydro-3,4,5,7-tetra-O-benzyl-1-C-trimethylsilylethynyl-aldehydo-D-glycero-D-gulo-heptose

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Chemical Property of 2,6-anhydro-3,4,5,7-tetra-O-benzyl-1-C-trimethylsilylethynyl-aldehydo-D-glycero-D-gulo-heptose

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Technology Process of 2,6-anhydro-3,4,5,7-tetra-O-benzyl-1-C-trimethylsilylethynyl-aldehydo-D-glycero-D-gulo-heptose

There total 7 articles about 2,6-anhydro-3,4,5,7-tetra-O-benzyl-1-C-trimethylsilylethynyl-aldehydo-D-glycero-D-gulo-heptose 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: 63.9%

: 2,6-anhydro-3,4,5,7-tetra-O-benzyl-1-C-(N-methoxy-N-methyl)-aldehydo-D-glycero-D-gulo-heptose

: 1066-54-2
trimethylsilylacetylene

: 869500-66-3
2,6-anhydro-3,4,5,7-tetra-O-benzyl-1-C-trimethylsilylethynyl-aldehydo-D-glycero-D-gulo-heptose

Guidance literature:: trimethylsilylacetylene; With ethyl bromide; iodine; magnesium; Inert atmosphere;

2,6-anhydro-3,4,5,7-tetra-O-benzyl-1-C-(N-methoxy-N-methyl)-aldehydo-D-glycero-D-gulo-heptose; In tetrahydrofuran; ethylene dibromide; at 0 ℃; for 3h; Inert atmosphere;
DOI:10.1002/ejoc.201901037

Reference yield:

: 869500-98-1
3-Methyl-2-trimethylsilanylethynyl-2-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-2,3-dihydro-benzothiazole

: 869500-66-3
2,6-anhydro-3,4,5,7-tetra-O-benzyl-1-C-trimethylsilylethynyl-aldehydo-D-glycero-D-gulo-heptose

Guidance literature:: With water; mercury dichloride; In dichloromethane; acetonitrile; at 20 ℃; for 0.25h;
DOI:10.1021/jo051377w

Reference yield:

: 440677-66-7
2-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)benzothiazole

: 869500-66-3
2,6-anhydro-3,4,5,7-tetra-O-benzyl-1-C-trimethylsilylethynyl-aldehydo-D-glycero-D-gulo-heptose

Guidance literature:: Multi-step reaction with 3 steps

1.1: acetonitrile / 0.25 h / 20 °C

2.1: ethylmagnesium bromide / diethyl ether; tetrahydrofuran / 1.25 h / 0 - 25 °C

2.2: tetrahydrofuran; diethyl ether / 0.75 h / 0 - 20 °C

3.1: 281 mg / H₂O; HgCl₂ / acetonitrile; CH₂Cl₂ / 0.25 h / 20 °C

With ethylmagnesium bromide; water; mercury dichloride; In tetrahydrofuran; diethyl ether; dichloromethane; acetonitrile;
DOI:10.1021/jo051377w