6-O-benzyl-3-O-tert-butyl-2,4-dideoxy-1-(2-phenylethynyl)-D-glucopyranose

Base Information

Chemical Name:6-O-benzyl-3-O-tert-butyl-2,4-dideoxy-1-(2-phenylethynyl)-D-glucopyranose
CAS No.:608530-20-7
Molecular Formula:C₂₅H₃₀O₄
Molecular Weight:394.511
Hs Code.:

Synonyms:6-O-benzyl-3-O-tert-butyl-2,4-dideoxy-1-(2-phenylethynyl)-D-glucopyranose

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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 6-O-benzyl-3-O-tert-butyl-2,4-dideoxy-1-(2-phenylethynyl)-D-glucopyranose

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Technology Process of 6-O-benzyl-3-O-tert-butyl-2,4-dideoxy-1-(2-phenylethynyl)-D-glucopyranose

There total 1 articles about 6-O-benzyl-3-O-tert-butyl-2,4-dideoxy-1-(2-phenylethynyl)-D-glucopyranose 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%

: 536-74-3
phenylacetylene

: 207558-12-1
(4S,6S)-6-Benzyloxymethyl-4-tert-butoxy-tetrahydro-pyran-2-one

: 608530-20-7
6-O-benzyl-3-O-tert-butyl-2,4-dideoxy-1-(2-phenylethynyl)-D-glucopyranose

Guidance literature:: With n-butyllithium; In tetrahydrofuran; hexane; at -78 - -40 ℃;
DOI:10.1002/ejoc.200300255

Reference yield: 79.0%

: 608530-20-7
6-O-benzyl-3-O-tert-butyl-2,4-dideoxy-1-(2-phenylethynyl)-D-glucopyranose

: 608529-92-6
6-O-benzyl-3-O-tert-butyl-2,4-dideoxy-1-(2-phenylethynyl)-D-gluco-β-C-pyranose

Guidance literature:: With triethylsilane; boron trifluoride diethyl etherate; In dichloromethane; acetonitrile; at -40 ℃; for 2h;
DOI:10.1002/ejoc.200300255

Reference yield:

: 608530-20-7
6-O-benzyl-3-O-tert-butyl-2,4-dideoxy-1-(2-phenylethynyl)-D-glucopyranose

: 198060-23-0
[6-O-benzyl-3-O-tert-butyl-2,4-dideoxy-D-gluco-β-C-pyranosyl]-carbaldehyde

Guidance literature:: Multi-step reaction with 3 steps

1.1: 79 percent / Et₃SiH; BF₃*Et₂O / acetonitrile; CH₂Cl₂ / 2 h / -40 °C

2.1: 100 percent / hydrogen; quinoline / Pd Lindlar / ethyl acetate / 16 h / 20 °C

3.1: ozone / CH₂Cl₂ / -78 °C

3.2: 58 percent / Me₂S / CH₂Cl₂

With quinoline; triethylsilane; boron trifluoride diethyl etherate; hydrogen; ozone; palladium, 5% on calcium carbonate, poisoned with lead; In dichloromethane; ethyl acetate; acetonitrile; 1.1: Kishi deoxygenation;
DOI:10.1002/ejoc.200300255