74597-66-3

Upstream product

• 10034-09-0 1-methoxy-1,3-butadiene 
• 69261-49-0 benzyl formylcarbamate 
• 67561-03-9 N-benzyloxycarbonylglycinal 

Downstream Products

• 74609-60-2 ((2S,4R)-4-Hexylsulfanyl-3,4-dihydro-2H-pyran-2-ylmethyl)-carbamic acid benzyl ester 
• 74597-55-0 ((2R,6S)-6-Hexylsulfanyl-3,6-dihydro-2H-pyran-2-ylmethyl)-carbamic acid benzyl ester 
• 111833-81-9 methyl 6-benzyloxycarbonylamino-3,4,6-trideoxy-α-D,L-threo-hexopyranoside 
• 111833-84-2 6-benzyloxycarbonylamino-2,5-dihydroxy-1-methoxyhexane 

Relevant academic research and scientific papers

TOTAL SYNTHESIS OF D,L-PURPUROSAMINE C

Methyl 2,6-diacetamido-2,3,4,6-tetradeoxy-α-D,L-erythropyranoside (methyl 2,6-N,N-diacetyl-D,L-purpurosamidine C) was synthesized from N-tert-butoxycarbonylaminoethanol and l-methoxybuta-1,3-diene in a seven-step reaction sequence. (4+2)Cycloaddition of diene 1 to N-protected α-amino aldehyde 2 and hydroboration of the adduct formed are key steps in the synthetic sequence.

Organic Syntheses under High Pressure: Lanthanide-Catalysed Cycloaddition of 1-Methoxybuta-1,3-diene to Carbonyl Compounds

High-pressure cycloaddition of 1-methoxybuta-1,3-diene to carbonyl compounds is described.The pressure required is successfully reduced to 10 kbar with the use of a lanthanide catalyst.