dl-trans-4-benzyloxy-6-hydroxy-5-hexanolide

Base Information

Chemical Name:dl-trans-4-benzyloxy-6-hydroxy-5-hexanolide
CAS No.:126906-86-3
Molecular Formula:C₁₃H₁₆O₄
Molecular Weight:236.268
Hs Code.:

Synonyms:

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Chemical Property of dl-trans-4-benzyloxy-6-hydroxy-5-hexanolide

Chemical Property:

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Technology Process of dl-trans-4-benzyloxy-6-hydroxy-5-hexanolide

There total 7 articles about dl-trans-4-benzyloxy-6-hydroxy-5-hexanolide 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: 64.0%

: 115690-00-1,115690-01-2,126906-82-9,126906-98-7
ethyl dl-erythro-4-benzyloxy-2-ethoxycarbonyl-5,6-isopropylidenedioxyhexanoate

: 126906-86-3
dl-trans-4-benzyloxy-6-hydroxy-5-hexanolide

Guidance literature:: With magnesium chloride; In N,N-dimethyl acetamide; for 22h; Heating;
DOI:10.1248/cpb.37.2379

Reference yield:

: 100-52-7
benzaldehyde

: 126906-86-3
dl-trans-4-benzyloxy-6-hydroxy-5-hexanolide

Guidance literature:: Multi-step reaction with 7 steps

1: 58 percent / p-TsOH (H₂O) / toluene / 8 h / Heating

2: 65 percent / LiAlH₄-AlCl₃ / diethyl ether; CH₂Cl₂ / 3 h / Ambient temperature

3: 80 percent / p-TsOH (H₂O) / benzene / 3 h / Heating

4: 13.11 g / Et₃N / benzene / 1 h / Ambient temperature

5: 95 percent / NaI, NaHCO₃ / acetone / 14 h / Heating

6: 73 percent / 55percent NaH / dimethylformamide / 3 h / 95 °C

7: 64 percent / MgCl₂(6H₂O) / N,N-dimethyl-acetamide / 22 h / Heating

With lithium aluminium tetrahydride; aluminium trichloride; sodium hydride; sodium hydrogencarbonate; toluene-4-sulfonic acid; triethylamine; sodium iodide; magnesium chloride; toluene-4-sulfonic acid; In diethyl ether; dichloromethane; N,N-dimethyl acetamide; N,N-dimethyl-formamide; acetone; toluene; benzene;
DOI:10.1248/cpb.37.2379

Reference yield:

: 84379-51-1,84379-52-2,124909-02-0,127000-44-6
dl-2-O-benzylerythritol

: 126906-86-3
dl-trans-4-benzyloxy-6-hydroxy-5-hexanolide

Guidance literature:: Multi-step reaction with 5 steps

1: 80 percent / p-TsOH (H₂O) / benzene / 3 h / Heating

2: 13.11 g / Et₃N / benzene / 1 h / Ambient temperature

3: 95 percent / NaI, NaHCO₃ / acetone / 14 h / Heating

4: 73 percent / 55percent NaH / dimethylformamide / 3 h / 95 °C

5: 64 percent / MgCl₂(6H₂O) / N,N-dimethyl-acetamide / 22 h / Heating

With sodium hydride; sodium hydrogencarbonate; triethylamine; sodium iodide; magnesium chloride; toluene-4-sulfonic acid; In N,N-dimethyl acetamide; N,N-dimethyl-formamide; acetone; benzene;
DOI:10.1248/cpb.37.2379