ethyl 6-O-benzyl-2,3-C-(2-butene-1,4-diyl)-2,3,4-trideoxy-β-L-erythro-hex-4-enopyranoside

Base Information

Chemical Name:ethyl 6-O-benzyl-2,3-C-(2-butene-1,4-diyl)-2,3,4-trideoxy-β-L-erythro-hex-4-enopyranoside
CAS No.:86668-11-3
Molecular Formula:C₁₉H₂₄O₃
Molecular Weight:300.398
Hs Code.:

Synonyms:ethyl 6-O-benzyl-2,3-C-(2-butene-1,4-diyl)-2,3,4-trideoxy-β-L-erythro-hex-4-enopyranoside

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Chemical Property of ethyl 6-O-benzyl-2,3-C-(2-butene-1,4-diyl)-2,3,4-trideoxy-β-L-erythro-hex-4-enopyranoside

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Technology Process of ethyl 6-O-benzyl-2,3-C-(2-butene-1,4-diyl)-2,3,4-trideoxy-β-L-erythro-hex-4-enopyranoside

There total 6 articles about ethyl 6-O-benzyl-2,3-C-(2-butene-1,4-diyl)-2,3,4-trideoxy-β-L-erythro-hex-4-enopyranoside 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:

: 86646-61-9
ethyl 6-O-benzyl-2,3-C-(2-butene-1,4-diyl)-2,3-dideoxy-4-O-(methylsulfonyl)-α-D-talopyranoside

: 86668-11-3
ethyl 6-O-benzyl-2,3-C-(2-butene-1,4-diyl)-2,3,4-trideoxy-β-L-erythro-hex-4-enopyranoside

Guidance literature:: With sodium benzoate; In N,N-dimethyl-formamide; at 120 ℃; for 24h;
DOI:10.1021/ja00356a026

Reference yield:

: 25474-16-2
(2R)-2r-acetoxymethyl-6t-ethoxy-6H-pyran-3-one

: 86668-11-3
ethyl 6-O-benzyl-2,3-C-(2-butene-1,4-diyl)-2,3,4-trideoxy-β-L-erythro-hex-4-enopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 81 percent / AlCl₃ / CH₂Cl₂ / 2.5 h / -40 °C

2: 80 percent / LiAlH₄ / tetrahydrofuran / 0.5 h / Ambient temperature

3: 67 percent / NaH / 1,2-dimethoxy-ethane / 4 h / Ambient temperature

4: 93 percent / pyridine / 7 h / Ambient temperature

5: 73 mg / sodium benzoate / dimethylformamide / 24 h / 120 °C

With sodium benzoate; lithium aluminium tetrahydride; aluminium trichloride; sodium hydride; In tetrahydrofuran; pyridine; 1,2-dimethoxyethane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja00356a026

Reference yield:

: 100-39-0
benzyl bromide

: 86668-11-3
ethyl 6-O-benzyl-2,3-C-(2-butene-1,4-diyl)-2,3,4-trideoxy-β-L-erythro-hex-4-enopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 67 percent / NaH / 1,2-dimethoxy-ethane / 4 h / Ambient temperature

2: 93 percent / pyridine / 7 h / Ambient temperature

3: 73 mg / sodium benzoate / dimethylformamide / 24 h / 120 °C

With sodium benzoate; sodium hydride; In pyridine; 1,2-dimethoxyethane; N,N-dimethyl-formamide;
DOI:10.1021/ja00356a026