3-Oxo-octanoic acid (2S,3R,4R)-2,3,5-tris-benzyloxy-4-methoxymethoxy-pentyl ester

Base Information

Chemical Name:3-Oxo-octanoic acid (2S,3R,4R)-2,3,5-tris-benzyloxy-4-methoxymethoxy-pentyl ester
CAS No.:197716-43-1
Molecular Formula:C₃₆H₄₆O₈
Molecular Weight:606.756
Hs Code.:

Synonyms:3-Oxo-octanoic acid (2S,3R,4R)-2,3,5-tris-benzyloxy-4-methoxymethoxy-pentyl ester

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Chemical Property of 3-Oxo-octanoic acid (2S,3R,4R)-2,3,5-tris-benzyloxy-4-methoxymethoxy-pentyl ester

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Technology Process of 3-Oxo-octanoic acid (2S,3R,4R)-2,3,5-tris-benzyloxy-4-methoxymethoxy-pentyl ester

There total 13 articles about 3-Oxo-octanoic acid (2S,3R,4R)-2,3,5-tris-benzyloxy-4-methoxymethoxy-pentyl ester 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: 92.0%

: 13283-91-5
3-oxooctanoic acid

: (2S,3R,4R)-2,3,5-Tris-benzyloxy-4-methoxymethoxy-pentan-1-ol

: 197716-43-1
3-Oxo-octanoic acid (2S,3R,4R)-2,3,5-tris-benzyloxy-4-methoxymethoxy-pentyl ester

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In dichloromethane;
DOI:10.3987/COM-97-7926

Reference yield:

: 7367-90-0,96854-38-5,112138-04-2,118918-31-3
ethyl β-hydroxyoctanoate

: 197716-43-1
3-Oxo-octanoic acid (2S,3R,4R)-2,3,5-tris-benzyloxy-4-methoxymethoxy-pentyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: Jones oxidation

2: KOH

3: 92 percent / DCC, DMAP / CH₂Cl₂

With dmap; potassium hydroxide; dicyclohexyl-carbodiimide; In dichloromethane;
DOI:10.3987/COM-97-7926

Reference yield:

: 100-39-0
benzyl bromide

: 197716-43-1
3-Oxo-octanoic acid (2S,3R,4R)-2,3,5-tris-benzyloxy-4-methoxymethoxy-pentyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 93 percent / NaH / tetrahydrofuran

2: 93 percent / conc. HCl

3: 98 percent / NaH / tetrahydrofuran

4: 91 percent / 80percent CH₃COOH / 100 °C

5: 96 percent / NaBH₄ / ethanol

6: 92 percent / imidazole / dimethylformamide

7: 97 percent / diisopropylethylamine / CH₂Cl₂

8: 98 percent / Bu₄NF / tetrahydrofuran

9: 92 percent / DCC, DMAP / CH₂Cl₂

With 1H-imidazole; hydrogenchloride; dmap; sodium tetrahydroborate; tetrabutyl ammonium fluoride; sodium hydride; acetic acid; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.3987/COM-97-7926