(1S)-2,6-anhydro-3,4,5,7-tetra-O-benzyl-1-C-phenyl-1-C-trimethylsilylethynyl-D-glycero-D-gulo-heptitol

Base Information

Chemical Name:(1S)-2,6-anhydro-3,4,5,7-tetra-O-benzyl-1-C-phenyl-1-C-trimethylsilylethynyl-D-glycero-D-gulo-heptitol
CAS No.:869500-89-0
Molecular Formula:C₄₆H₅₀O₆Si
Molecular Weight:726.985
Hs Code.:

Synonyms:(1S)-2,6-anhydro-3,4,5,7-tetra-O-benzyl-1-C-phenyl-1-C-trimethylsilylethynyl-D-glycero-D-gulo-heptitol

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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 (1S)-2,6-anhydro-3,4,5,7-tetra-O-benzyl-1-C-phenyl-1-C-trimethylsilylethynyl-D-glycero-D-gulo-heptitol

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Technology Process of (1S)-2,6-anhydro-3,4,5,7-tetra-O-benzyl-1-C-phenyl-1-C-trimethylsilylethynyl-D-glycero-D-gulo-heptitol

There total 4 articles about (1S)-2,6-anhydro-3,4,5,7-tetra-O-benzyl-1-C-phenyl-1-C-trimethylsilylethynyl-D-glycero-D-gulo-heptitol 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: 75.0%

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

: phenylmagnesium bromide

: 869500-89-0
(1S)-2,6-anhydro-3,4,5,7-tetra-O-benzyl-1-C-phenyl-1-C-trimethylsilylethynyl-D-glycero-D-gulo-heptitol

Guidance literature:: In tetrahydrofuran; diethyl ether; at -20 - 20 ℃; for 1.25h;
DOI:10.1021/jo051377w

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

: 869500-89-0
(1S)-2,6-anhydro-3,4,5,7-tetra-O-benzyl-1-C-phenyl-1-C-trimethylsilylethynyl-D-glycero-D-gulo-heptitol

Guidance literature:: Multi-step reaction with 2 steps

1: 281 mg / H₂O; HgCl₂ / acetonitrile; CH₂Cl₂ / 0.25 h / 20 °C

2: 75 percent / tetrahydrofuran; diethyl ether / 1.25 h / -20 - 20 °C

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

Reference yield:

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

: 869500-89-0
(1S)-2,6-anhydro-3,4,5,7-tetra-O-benzyl-1-C-phenyl-1-C-trimethylsilylethynyl-D-glycero-D-gulo-heptitol

Guidance literature:: Multi-step reaction with 4 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

4.1: 75 percent / tetrahydrofuran; diethyl ether / 1.25 h / -20 - 20 °C

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