1224714-25-3

Basic information

• Product Name: (4R)-4-benzyl-3-[(2R,3S,6E,8S,10S)-3-hydroxy-2-(4-methoxybenzyl)-8,10-dimethyldodec-6-enoyl]-1,3-oxazolidin-2-one
• Synonyms: (4R)-4-benzyl-3-[(2R,3S,6E,8S,10S)-3-hydroxy-2-(4-methoxybenzyl)-8,10-dimethyldodec-6-enoyl]-1,3-oxazolidin-2-one
• CAS NO: 1224714-25-3
• Molecular Weight: 521.697
• Mol File: 1224714-25-3.mol

Chemical Properties

• CAS DataBase Reference: (4R)-4-benzyl-3-[(2R,3S,6E,8S,10S)-3-hydroxy-2-(4-methoxybenzyl)-8,10-dimethyldodec-6-enoyl]-1,3-oxazolidin-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: (4R)-4-benzyl-3-[(2R,3S,6E,8S,10S)-3-hydroxy-2-(4-methoxybenzyl)-8,10-dimethyldodec-6-enoyl]-1,3-oxazolidin-2-one(1224714-25-3)
• EPA Substance Registry System: (4R)-4-benzyl-3-[(2R,3S,6E,8S,10S)-3-hydroxy-2-(4-methoxybenzyl)-8,10-dimethyldodec-6-enoyl]-1,3-oxazolidin-2-one(1224714-25-3)

Safety Data

• Hazardous Substances Data: 1224714-25-3(Hazardous Substances Data)

Upstream product

• 1224714-23-1 (4E,6S,8S)-6,8-dimethyldec-4-enal 
• 1224714-08-2 (4R)-4-benzyl-3-[3-(4-methoxyphenyl)propanoyl]-1,3-oxazolidin-2-one 

Downstream Products

• 1224714-27-5 (4R)-4-benzyl-3-[(2R,3S,6E,8S,10S)-2-(4-methoxybenzyl)-3-(methoxymethoxy)-8,10-dimethyldodec-6-enoyl]-1,3-oxazolidin-2-one 

Relevant articles and documents

Synthesis of the alkaloid tyroscherin by an aldol/Curtius strategy

The alkaloid tyroscherin (2), which contains a vicinal anti-amino alcohol subunit was prepared from 4-hydroxyphenylpropionic acid (5) and meso-diol 9. After desymmetrization of diol 9 and suitable protecting group manipulations, one terminus was extended via a Claisen rearrangement giving rise to enoate ent-15. The missing carbon on the other end could be incorporated using MeMgCl/CuBr·SMe2 leading eventually to aldehyde ent-22. The acylated oxazolidinone 32 derived from acid 5 and aldehyde ent-22 were combined in an aldol reaction. A subsequent Curtius rearrangement on the carboxylic group furnished the amino function of tyroscherin (2). In a proof of concept study the same strategy was used to prepare tyroscherin analog 28.