Heptanamide, 5-[bis(phenylmethyl)amino]-4-hydroxy-2,6-dimethyl-, (2S,4S,5S)-

Base Information

Chemical Name:Heptanamide, 5-[bis(phenylmethyl)amino]-4-hydroxy-2,6-dimethyl-, (2S,4S,5S)-
CAS No.:586413-22-1
Molecular Formula:C23H32N2O2
Molecular Weight:368.519
Hs Code.:

Synonyms:

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of Heptanamide, 5-[bis(phenylmethyl)amino]-4-hydroxy-2,6-dimethyl-, (2S,4S,5S)-

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Technology Process of Heptanamide, 5-[bis(phenylmethyl)amino]-4-hydroxy-2,6-dimethyl-, (2S,4S,5S)-

There total 6 articles about Heptanamide, 5-[bis(phenylmethyl)amino]-4-hydroxy-2,6-dimethyl-, (2S,4S,5S)- 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: 94.0%

: 586413-23-2
(5S)-5-(dibenzylamino)-2,6-dimethyl-4-oxoheptaneamide

: 586413-22-1
(5S)-5-(dibenzylamino)-4-hydroxy-2,6-dimethylheptaneamide

Guidance literature:: With sodium tetrahydroborate; In methanol; at 0 ℃; for 1h;
DOI:10.1002/ejoc.200200626

Reference yield:

: 586413-20-9
(5S)-5-(dibenzylamino)-4-hydroxy-2,6-dimethylheptanenitrile

: 586413-22-1
(5S)-5-(dibenzylamino)-4-hydroxy-2,6-dimethylheptaneamide

: (2R,4S,5S)-5-Dibenzylamino-4-hydroxy-2,6-dimethyl-heptanoic acid amide

Guidance literature:: With dihydrogen peroxide; potassium carbonate; In dimethyl sulfoxide; at 20 ℃; Title compound not separated from byproducts;
DOI:10.1002/ejoc.200200626

Reference yield:

: 111060-51-6
(S)-benzyl 2-(dibenzylamino)-3-methylbutanoate

: 586413-22-1
(5S)-5-(dibenzylamino)-4-hydroxy-2,6-dimethylheptaneamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: n-BuLi / hexane; tetrahydrofuran / 0.25 h / -78 °C

1.2: 69 percent / tetrahydrofuran; hexane / 3 h / -78 - -30 °C

2.1: 81 percent / K₂CO₃ / ethanol / 2.25 h / 25 °C

3.1: acetone cyanohydrin / toluene / 6 h / 25 °C

4.1: 86 percent / NaBH₄ / methanol / 1 h / 0 °C

5.1: aq. H₂O₂; K₂CO₃ / dimethylsulfoxide / 20 °C

With sodium tetrahydroborate; n-butyllithium; dihydrogen peroxide; potassium carbonate; 2-hydroxy-2-methylpropanenitrile; In tetrahydrofuran; methanol; ethanol; hexane; dimethyl sulfoxide; toluene; 2.1: Horner-Emmons olefination;
DOI:10.1002/ejoc.200200626