(2S,3R,4R)-4-acetoxy-3-benzyloxy-2--5-hexenal

Base Information

Chemical Name:(2S,3R,4R)-4-acetoxy-3-benzyloxy-2--5-hexenal
CAS No.:141438-60-0
Molecular Formula:C₂₃H₂₅NO₆
Molecular Weight:411.455
Hs Code.:

(2S,3R,4R)-4-acetoxy-3-benzyloxy-2-<N-(benzyloxycarbonyl)amino>-5-hexenal

Synonyms:(2S,3R,4R)-4-acetoxy-3-benzyloxy-2--5-hexenal

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Chemical Property of (2S,3R,4R)-4-acetoxy-3-benzyloxy-2--5-hexenal

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Technology Process of (2S,3R,4R)-4-acetoxy-3-benzyloxy-2--5-hexenal

There total 7 articles about (2S,3R,4R)-4-acetoxy-3-benzyloxy-2--5-hexenal 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%

: 141438-57-5
methyl 4-O-acetyl-2--3-O-benzyl-2,6-dideoxy-6-iodo-α-D-glucopyranoside

: 141438-60-0
(2S,3R,4R)-4-acetoxy-3-benzyloxy-2--5-hexenal

Guidance literature:: With zinc; In ethanol; water; for 1h; Heating;
DOI:10.1021/jo00039a044

Reference yield:

: 100-39-0
benzyl bromide

: 141438-60-0
(2S,3R,4R)-4-acetoxy-3-benzyloxy-2--5-hexenal

Guidance literature:: Multi-step reaction with 5 steps

1: 67 percent / KH, n-Bu₄NI / tetrahydrofuran / 1.5 h / 0 °C

2: 92 percent / CH₃COCl, CH₃OH / 2 h / 24 °C

3: 75 percent / I₂, PPh₃, pyridine / toluene / 4 h / 70 °C

4: 100 percent / Et₃N, DMAP / CH₂Cl₂ / 0.5 h / 24 °C

5: 100 percent / activated Zn / ethanol; H₂O / 1 h / Heating

With pyridine; methanol; dmap; iodine; tetra-(n-butyl)ammonium iodide; potassium hydride; triethylamine; acetyl chloride; triphenylphosphine; zinc; In tetrahydrofuran; ethanol; dichloromethane; water; toluene;
DOI:10.1021/jo00039a044

Reference yield:

: 87907-35-5
methyl 2--3-O-benzyl-2-deoxy-α-D-glucopyranoside

: 141438-60-0
(2S,3R,4R)-4-acetoxy-3-benzyloxy-2--5-hexenal

Guidance literature:: Multi-step reaction with 3 steps

1: 75 percent / I₂, PPh₃, pyridine / toluene / 4 h / 70 °C

2: 100 percent / Et₃N, DMAP / CH₂Cl₂ / 0.5 h / 24 °C

3: 100 percent / activated Zn / ethanol; H₂O / 1 h / Heating

With pyridine; dmap; iodine; triethylamine; triphenylphosphine; zinc; In ethanol; dichloromethane; water; toluene;
DOI:10.1021/jo00039a044