6-O-benzyl-3-O-tert-butyl-2,4-dideoxy-1-[(Z)-2-phenylethenyl]-D-gluco-β-C-pyranose

Base Information

Chemical Name:6-O-benzyl-3-O-tert-butyl-2,4-dideoxy-1-[(Z)-2-phenylethenyl]-D-gluco-β-C-pyranose
CAS No.:608530-21-8
Molecular Formula:C₂₅H₃₂O₃
Molecular Weight:380.527
Hs Code.:

Synonyms:6-O-benzyl-3-O-tert-butyl-2,4-dideoxy-1-[(Z)-2-phenylethenyl]-D-gluco-β-C-pyranose

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Chemical Property of 6-O-benzyl-3-O-tert-butyl-2,4-dideoxy-1-[(Z)-2-phenylethenyl]-D-gluco-β-C-pyranose

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Technology Process of 6-O-benzyl-3-O-tert-butyl-2,4-dideoxy-1-[(Z)-2-phenylethenyl]-D-gluco-β-C-pyranose

There total 4 articles about 6-O-benzyl-3-O-tert-butyl-2,4-dideoxy-1-[(Z)-2-phenylethenyl]-D-gluco-β-C-pyranose 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: 100.0%

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

: 608530-21-8
6-O-benzyl-3-O-tert-butyl-2,4-dideoxy-1-[(Z)-2-phenylethenyl]-D-gluco-β-C-pyranose

Guidance literature:: With quinoline; hydrogen; palladium, 5% on calcium carbonate, poisoned with lead; In ethyl acetate; at 20 ℃; for 16h;
DOI:10.1002/ejoc.200300255

Reference yield:

: 536-74-3
phenylacetylene

: 608530-21-8
6-O-benzyl-3-O-tert-butyl-2,4-dideoxy-1-[(Z)-2-phenylethenyl]-D-gluco-β-C-pyranose

Guidance literature:: Multi-step reaction with 3 steps

1: 95 percent / nBuLi / tetrahydrofuran; hexane / -78 - -40 °C

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

3: 100 percent / hydrogen; quinoline / Pd Lindlar / ethyl acetate / 16 h / 20 °C

With quinoline; triethylsilane; n-butyllithium; boron trifluoride diethyl etherate; hydrogen; palladium, 5% on calcium carbonate, poisoned with lead; In tetrahydrofuran; hexane; dichloromethane; ethyl acetate; acetonitrile; 2: Kishi deoxygenation;
DOI:10.1002/ejoc.200300255

Reference yield:

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

: 608530-21-8
6-O-benzyl-3-O-tert-butyl-2,4-dideoxy-1-[(Z)-2-phenylethenyl]-D-gluco-β-C-pyranose

Guidance literature:: Multi-step reaction with 3 steps

1: 95 percent / nBuLi / tetrahydrofuran; hexane / -78 - -40 °C

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

3: 100 percent / hydrogen; quinoline / Pd Lindlar / ethyl acetate / 16 h / 20 °C

With quinoline; triethylsilane; n-butyllithium; boron trifluoride diethyl etherate; hydrogen; palladium, 5% on calcium carbonate, poisoned with lead; In tetrahydrofuran; hexane; dichloromethane; ethyl acetate; acetonitrile; 2: Kishi deoxygenation;
DOI:10.1002/ejoc.200300255