(1R,2R,3S,4S)-1,4-di(benzoyloxy)-2-formyl-3-(2-methoxycarbonylethyl)cyclopentane

Base Information

Chemical Name:(1R,2R,3S,4S)-1,4-di(benzoyloxy)-2-formyl-3-(2-methoxycarbonylethyl)cyclopentane
CAS No.:358395-65-0
Molecular Formula:C₂₄H₂₄O₇
Molecular Weight:424.45
Hs Code.:

Synonyms:(1R,2R,3S,4S)-1,4-di(benzoyloxy)-2-formyl-3-(2-methoxycarbonylethyl)cyclopentane

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Chemical Property of (1R,2R,3S,4S)-1,4-di(benzoyloxy)-2-formyl-3-(2-methoxycarbonylethyl)cyclopentane

Chemical Property:

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Technology Process of (1R,2R,3S,4S)-1,4-di(benzoyloxy)-2-formyl-3-(2-methoxycarbonylethyl)cyclopentane

There total 11 articles about (1R,2R,3S,4S)-1,4-di(benzoyloxy)-2-formyl-3-(2-methoxycarbonylethyl)cyclopentane 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:

: 358395-64-9
(1R,2S,3S,4S)-1,4-di(benzoyloxy)-2-hydroxymethyl-3-(2-methoxycarbonylethyl)cyclopentane

: 358395-65-0
(1R,2R,3S,4S)-1,4-di(benzoyloxy)-2-formyl-3-(2-methoxycarbonylethyl)cyclopentane

Guidance literature:: With Dess-Martin periodane; In dichloromethane;
DOI:10.1016/S0040-4039(01)00754-7

Reference yield:

: 358395-59-2
(2S,4R,5R)-6-(tert-butyldiphenylsilyloxy)-1,1-diethylthio-5-iodohexane-2,4-diol

: 358395-65-0
(1R,2R,3S,4S)-1,4-di(benzoyloxy)-2-formyl-3-(2-methoxycarbonylethyl)cyclopentane

Guidance literature:: Multi-step reaction with 8 steps

1: 88 percent / pyridine / 20 °C

2: 100 percent / HgO; HgCl₂ / acetone; H₂O / Heating

3: 74 percent / KHMDS / tetrahydrofuran / 1 h / -80 - 20 °C

4: Jones reagent / acetone / 2 h / -10 - 20 °C

5: 401 mg / diethyl ether

6: 72 percent / Bu₃SnH; BEt₃; O₂ / p-xylene / 0.67 h / 20 °C

7: 68 percent / HCl / diethyl ether; methanol / 20 h / 20 °C

8: Dess-Martin periodinane / CH₂Cl₂; H₂O / 0.5 h / 20 °C

With hydrogenchloride; jones reagent; triethyl borane; oxygen; tri-n-butyl-tin hydride; potassium hexamethylsilazane; Dess-Martin periodane; mercury dichloride; mercury(II) oxide; In tetrahydrofuran; pyridine; methanol; diethyl ether; dichloromethane; para-xylene; water; acetone; 8: Dess-Martin oxidation;
DOI:10.1016/S0040-4020(03)00258-8

Reference yield:

: 358395-61-6
(2S,4R,5R)-6-(tert-butyldiphenylsilyloxy)-2,4-di(benzoyloxy)-5-iodohexanal

: 358395-65-0
(1R,2R,3S,4S)-1,4-di(benzoyloxy)-2-formyl-3-(2-methoxycarbonylethyl)cyclopentane

Guidance literature:: Multi-step reaction with 6 steps

1: 74 percent / KHMDS / tetrahydrofuran / 1 h / -80 - 20 °C

2: Jones reagent / acetone / 2 h / -10 - 20 °C

3: 401 mg / diethyl ether

4: 72 percent / Bu₃SnH; BEt₃; O₂ / p-xylene / 0.67 h / 20 °C

5: 68 percent / HCl / diethyl ether; methanol / 20 h / 20 °C

6: Dess-Martin periodinane / CH₂Cl₂; H₂O / 0.5 h / 20 °C

With hydrogenchloride; jones reagent; triethyl borane; oxygen; tri-n-butyl-tin hydride; potassium hexamethylsilazane; Dess-Martin periodane; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; para-xylene; water; acetone; 6: Dess-Martin oxidation;
DOI:10.1016/S0040-4020(03)00258-8