Benzoic acid (1S,3R)-3-methoxy-1-(2-methyl-[1,3]dioxolan-2-yl)-5-oxo-pentyl ester

Base Information

Chemical Name:Benzoic acid (1S,3R)-3-methoxy-1-(2-methyl-[1,3]dioxolan-2-yl)-5-oxo-pentyl ester
CAS No.:651748-31-1
Molecular Formula:C₁₇H₂₂O₆
Molecular Weight:322.358
Hs Code.:

Synonyms:Benzoic acid (1S,3R)-3-methoxy-1-(2-methyl-[1,3]dioxolan-2-yl)-5-oxo-pentyl ester

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Chemical Property of Benzoic acid (1S,3R)-3-methoxy-1-(2-methyl-[1,3]dioxolan-2-yl)-5-oxo-pentyl ester

Chemical Property:

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Technology Process of Benzoic acid (1S,3R)-3-methoxy-1-(2-methyl-[1,3]dioxolan-2-yl)-5-oxo-pentyl ester

There total 9 articles about Benzoic acid (1S,3R)-3-methoxy-1-(2-methyl-[1,3]dioxolan-2-yl)-5-oxo-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:

: 651747-87-4
Benzoic acid (1S,3S)-3-methoxy-1-(2-methyl-[1,3]dioxolan-2-yl)-hex-5-enyl ester

: 651748-31-1
Benzoic acid (1S,3R)-3-methoxy-1-(2-methyl-[1,3]dioxolan-2-yl)-5-oxo-pentyl ester

Guidance literature:: With sodium periodate; osmium(VIII) oxide; In tetrahydrofuran; water; at 20 ℃;
DOI:10.1021/ol036058a

Reference yield:

: 65-85-0,8013-63-6
benzoic acid

: 651748-31-1
Benzoic acid (1S,3R)-3-methoxy-1-(2-methyl-[1,3]dioxolan-2-yl)-5-oxo-pentyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 67 percent / Ph₃P; DIAD / tetrahydrofuran / 20 °C

2: OsO₄; NaIO₄ / tetrahydrofuran; H₂O / 20 °C

3: diethyl ether / -78 °C

4: 91 percent / NaH / tetrahydrofuran / 20 °C

5: H₅IO₆ / ethyl acetate / 0 °C

6: CH₂Cl₂ / 0 °C

7: Dess-Martin periodinane; NaHCO₃ / CH₂Cl₂ / 20 °C

8: 97 percent / TsOH / benzene

9: OsO₄; NaIO₄ / tetrahydrofuran; H₂O / 20 °C

With sodium periodate; osmium(VIII) oxide; di-isopropyl azodicarboxylate; sodium hydride; sodium hydrogencarbonate; Dess-Martin periodane; toluene-4-sulfonic acid; periodic acid; triphenylphosphine; In tetrahydrofuran; diethyl ether; dichloromethane; water; ethyl acetate; benzene; 1: Mitsunobu reaction / 2: Johnson-Lemieux oxidation / 7: Dess-Martin oxidation;
DOI:10.1021/ol036058a

Reference yield:

: Benzoic acid (1S,3S)-1-formyl-3-methoxy-hex-5-enyl ester

: 651748-31-1
Benzoic acid (1S,3R)-3-methoxy-1-(2-methyl-[1,3]dioxolan-2-yl)-5-oxo-pentyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: CH₂Cl₂ / 0 °C

2: Dess-Martin periodinane; NaHCO₃ / CH₂Cl₂ / 20 °C

3: 97 percent / TsOH / benzene

4: OsO₄; NaIO₄ / tetrahydrofuran; H₂O / 20 °C

With sodium periodate; osmium(VIII) oxide; sodium hydrogencarbonate; Dess-Martin periodane; toluene-4-sulfonic acid; In tetrahydrofuran; dichloromethane; water; benzene; 2: Dess-Martin oxidation;
DOI:10.1021/ol036058a