5-[(R)-2-Methyl-1-((S)-5-oxo-tetrahydro-furan-2-yl)-allyl]-2-phenylsulfanylmethyl-furan-3-carboxylic acid methyl ester

Base Information

Chemical Name:5-[(R)-2-Methyl-1-((S)-5-oxo-tetrahydro-furan-2-yl)-allyl]-2-phenylsulfanylmethyl-furan-3-carboxylic acid methyl ester
CAS No.:139896-99-4
Molecular Formula:C₂₁H₂₂O₅S
Molecular Weight:386.469
Hs Code.:

Synonyms:5-[(R)-2-Methyl-1-((S)-5-oxo-tetrahydro-furan-2-yl)-allyl]-2-phenylsulfanylmethyl-furan-3-carboxylic acid methyl ester

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Chemical Property of 5-[(R)-2-Methyl-1-((S)-5-oxo-tetrahydro-furan-2-yl)-allyl]-2-phenylsulfanylmethyl-furan-3-carboxylic acid methyl ester

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Technology Process of 5-[(R)-2-Methyl-1-((S)-5-oxo-tetrahydro-furan-2-yl)-allyl]-2-phenylsulfanylmethyl-furan-3-carboxylic acid methyl ester

There total 7 articles about 5-[(R)-2-Methyl-1-((S)-5-oxo-tetrahydro-furan-2-yl)-allyl]-2-phenylsulfanylmethyl-furan-3-carboxylic acid methyl 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:

: 13865-19-5
4-oxobutanoic acid methyl ester

: 139896-99-4
5-[(R)-2-Methyl-1-((S)-5-oxo-tetrahydro-furan-2-yl)-allyl]-2-phenylsulfanylmethyl-furan-3-carboxylic acid methyl ester

: 139896-98-3
5-[(R)-2-Methyl-1-((R)-5-oxo-tetrahydro-furan-2-yl)-allyl]-2-phenylsulfanylmethyl-furan-3-carboxylic acid methyl ester

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; at -78 - -20 ℃; Yield given. Yields of byproduct given;

Reference yield:

: 126822-57-9
methyl 2-<(phenylthio)methyl>-5-(hydroxymethyl)-3-furoate

: 139896-99-4
5-[(R)-2-Methyl-1-((S)-5-oxo-tetrahydro-furan-2-yl)-allyl]-2-phenylsulfanylmethyl-furan-3-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) oxalyl chloride, dimethyl sulfoxide, 2.) triethylamine / 1.) dichloromethane, -60 deg C, 15 min, 2.) from -60 deg C to RT, 45 min

2: 74 percent / diethyl ether / 0.5 h / -30 °C

3: 93 percent / pyridine, thionyl chloride / diethyl ether / 0.08 h / 0 °C

4: 1.) CrCl₂, 2.) camphorsulfonic acid / 1.) THF, RT, 15 h, 2.) benzene, reflux, 2 h

With pyridine; chromium dichloride; thionyl chloride; oxalyl dichloride; camphor-10-sulfonic acid; dimethyl sulfoxide; triethylamine; In diethyl ether;

Reference yield:

: 126822-58-0
methyl 2-<(phenylthio)methyl>-5-(1-hydroxy-2-methyl-2-propenyl)-3-furoate

: 139896-99-4
5-[(R)-2-Methyl-1-((S)-5-oxo-tetrahydro-furan-2-yl)-allyl]-2-phenylsulfanylmethyl-furan-3-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 93 percent / pyridine, thionyl chloride / diethyl ether / 0.08 h / 0 °C

2: 1.) CrCl₂, 2.) camphorsulfonic acid / 1.) THF, RT, 15 h, 2.) benzene, reflux, 2 h

With pyridine; chromium dichloride; thionyl chloride; camphor-10-sulfonic acid; In diethyl ether;