566949-61-9

Upstream product

• 367909-90-8 (3R,4R)-4-(3,4-dimethoxyphenyl)-3-(pivaloyloxymethyl)-4-butanolide 
• 80522-42-5 triisopropylsilyl trifluoromethanesulfonate 
• 853750-47-7 (4S)-4-benzyl-3-{(2S)-2-[(S)-(3,4-dimethoxyphenyl)(triisopropylsilyloxy)methyl]-4-pentenoyl}-2-oxazolidinone 
• 853750-45-5 (4S)-4-benzyl-3-{(2S)-2-[(S)-(3,4-dimethoxyphenyl)(hydroxy)methyl]-4-pentenoyl}-2-oxazolidinone 
• 853750-49-9 (2R)-2-[(S)-(3,4-dimethoxyphenyl)(triisopropylsilyloxy)methyl]-4-penten-1-ol 
• 566949-60-8 (3R)-3-[(S)-(hydroxy)(3,4-dimethoxyphenyl)methyl]-4-butanolide 

Downstream Products

• 566949-62-0 (3R,4S)-4-hydroxy-4-(3,4-dimethoxyphenyl)-3-(triisopropylsilyloxy)methyl-N,N-diethylbutanamide 
• 566949-64-2 (3R,4S)-4-(3,4-dimethoxyphenyl)-4-(triisopropylsilyloxy)-3-(triisopropylsilyloxy)methylbutanal 
• 566949-63-1 (3R,4S)-4-(3,4-dimethoxyphenyl)-4-(triisopropylsilyloxy)-3-(triisopropylsilyloxy)methyl-N,N-diethylbutanamide 
• 566949-65-3 (1S,2R)-1-(3,4-dimethoxyphenyl)-2-(4-methoxycinnamyl)-1,3-bis(triisopropylsilyloxy)propane 
• 853750-52-4 (2R,3R)-2-[(S)-(3,4-dimethoxyphenyl)(triisopropylsilyloxy)methyl]-3-[(S)-(hydroxy)(3,4-methylenedioxyphenyl)methyl]tetramethylene dipivaloate 
• 853750-54-6 (2R,3R)-2-[(S)-(3,4-dimethoxyphenyl)(triisopropylsilyloxy)methyl]-3-(3,4-methylenedioxybenzoyl)tetramethylene dipivaloate 

Relevant academic research and scientific papers

First enantioselective synthesis of (-)- And (+)-virgatusin, tetra-substituted tetrahydrofuran lignan

The first highly enantioselective syntheses of tetra-substituted tetrahydrofuran lignan, (-)- and (+)-virgatusin, were achieved. Hemiacetal 15 was stereoselectively obtained from Evans's syn-aldol product 8 as a single isomer. This hemiacetal 15 was converted to (-)-virgatusin via hydrogenolysis. (+)-Virgatusin was also synthesized through the same process. The enantiomeric excess of the both enantiomers was determined as more than 99% ee. The Royal Society of Chemistry 2005.

Syntheses of the stereoisomers of neolignans morinol C and D

Morinol C and morinol D are neolignans isolated from the Chinese medicinal herb Morina chinensis as racemates. (1R,2R)-Morinol C and (1S,2R)-morinol D were synthesized from (+)-(3R,4R)-4-(3,4-dimethoxyphenyl)-3-pivaloyloxymethyl-4-butanolide 4. On the other hand, (1S,2S)-morinol C and (1R,2S)-morinol D were synthesized from anti-aldol product 8.