(5-acetyl-4-benzyloxy-2-ethoxy-tetrahydro-furan-3-yl)-acetic acid ethyl ester

Base Information

Chemical Name:(5-acetyl-4-benzyloxy-2-ethoxy-tetrahydro-furan-3-yl)-acetic acid ethyl ester
CAS No.:250369-67-6
Molecular Formula:C₁₉H₂₆O₆
Molecular Weight:350.412
Hs Code.:

Synonyms:(5-acetyl-4-benzyloxy-2-ethoxy-tetrahydro-furan-3-yl)-acetic acid ethyl ester

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Chemical Property of (5-acetyl-4-benzyloxy-2-ethoxy-tetrahydro-furan-3-yl)-acetic acid ethyl ester

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Technology Process of (5-acetyl-4-benzyloxy-2-ethoxy-tetrahydro-furan-3-yl)-acetic acid ethyl ester

There total 11 articles about (5-acetyl-4-benzyloxy-2-ethoxy-tetrahydro-furan-3-yl)-acetic acid ethyl 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: 79.0%

: 250369-66-5
[4-benzyloxy-2-ethoxy-5-(1-hydroxy-ethyl)-tetrahydro-furan-3-yl]-acetic acid ethyl ester

: 250369-67-6
(5-acetyl-4-benzyloxy-2-ethoxy-tetrahydro-furan-3-yl)-acetic acid ethyl ester

Guidance literature:: With dimethyl sulfoxide; triethylamine; In dichloromethane; at -78 - -40 ℃; for 0.5h;
DOI:10.1002/chem.200500513

Reference yield:

: 250369-64-3
C₁₉H₂₈O₇

: 250369-67-6
(5-acetyl-4-benzyloxy-2-ethoxy-tetrahydro-furan-3-yl)-acetic acid ethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: NaIO₄ / tetrahydrofuran; H₂O / 0.33 h / 25 °C

1.2: 63 percent / TiCl₄; Ti(OiPr)4 / tetrahydrofuran / 2 h / 0 - 25 °C

2.1: 79 percent / oxalyl chloride; DMSO; triethylamine / CH₂Cl₂ / -78 - -40 °C

With sodium periodate; oxalyl dichloride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; water; 2.1: Swern oxidation;
DOI:10.1021/ol9909785

Reference yield:

: 530-26-7
D-Mannose

: 250369-67-6
(5-acetyl-4-benzyloxy-2-ethoxy-tetrahydro-furan-3-yl)-acetic acid ethyl ester

Guidance literature:: Multi-step reaction with 8 steps

1.1: 85 percent / iodine / 2 h / 25 °C

2.1: p-toluenesulfonyl chloride; triethylamine; DMAP / CH₂Cl₂ / 2 h / 25 °C

3.1: 80 percent / naphthalene; sodium / tetrahydrofuran / 0.17 h / 0 - 25 °C

4.1: 90 percent / sodium hydride; tetrabutylammonium iodide / tetrahydrofuran / 2 h / 0 - 25 °C

5.1: 45 percent / Rh₂(OAc)4 / CH₂Cl₂ / 3 h / 25 °C

6.1: 78 percent / aq. H₂SO₄ / 48 h / 25 °C

7.1: NaIO₄ / tetrahydrofuran; H₂O / 0.33 h / 25 °C

7.2: 63 percent / TiCl₄; Ti(OiPr)4 / tetrahydrofuran / 2 h / 0 - 25 °C

8.1: 79 percent / oxalyl chloride; DMSO; triethylamine / CH₂Cl₂ / -78 - -40 °C

With dmap; dirhodium tetraacetate; sodium periodate; oxalyl dichloride; naphthalene; sulfuric acid; iodine; sodium; tetra-(n-butyl)ammonium iodide; sodium hydride; dimethyl sulfoxide; triethylamine; p-toluenesulfonyl chloride; In tetrahydrofuran; dichloromethane; water; 8.1: Swern oxidation;
DOI:10.1021/ol9909785