(4R,5S)-5-[N-(tert-butyloxycarbonyl)amino]-4-hydroxy-1,6-diphenyl-2-hexene

Base Information

Chemical Name:(4R,5S)-5-[N-(tert-butyloxycarbonyl)amino]-4-hydroxy-1,6-diphenyl-2-hexene
CAS No.:198208-08-1
Molecular Formula:C₂₃H₂₉NO₃
Molecular Weight:367.488
Hs Code.:

Synonyms:(4R,5S)-5-[N-(tert-butyloxycarbonyl)amino]-4-hydroxy-1,6-diphenyl-2-hexene

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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 (4R,5S)-5-[N-(tert-butyloxycarbonyl)amino]-4-hydroxy-1,6-diphenyl-2-hexene

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Technology Process of (4R,5S)-5-[N-(tert-butyloxycarbonyl)amino]-4-hydroxy-1,6-diphenyl-2-hexene

There total 3 articles about (4R,5S)-5-[N-(tert-butyloxycarbonyl)amino]-4-hydroxy-1,6-diphenyl-2-hexene 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: 73.0%

: 198208-01-4
(S,E)-tert-butyl 3-oxo-1,6-diphenylhex-4-en-2-ylcarbamate

: 198208-08-1
(4R,5S)-5-[N-(tert-butyloxycarbonyl)amino]-4-hydroxy-1,6-diphenyl-2-hexene

: tert-butyl (2S,3S,E)-3-hydroxy-1,6-diphenylhex-4-en-2-ylcarbamate

Guidance literature:: With sodium tetrahydroborate; In methanol; at 0 ℃; for 1h; Yields of byproduct given;
DOI:10.1021/jo971202p

Reference yield:

: 51987-73-6
(S)-2-tert-butoxycarbonylamino-3-phenyl-propionic acid methyl ester

: 198208-08-1
(4R,5S)-5-[N-(tert-butyloxycarbonyl)amino]-4-hydroxy-1,6-diphenyl-2-hexene

Guidance literature:: Multi-step reaction with 3 steps

1: 95 percent / n-BuLi / tetrahydrofuran

2: 50 percent / K₂CO₃ / ethanol

3: NaBH₄ / methanol / 0 °C

With sodium tetrahydroborate; n-butyllithium; potassium carbonate; In tetrahydrofuran; methanol; ethanol; 2: Horner-Emmons olefination;
DOI:10.1016/j.bmc.2003.08.004

Reference yield:

: 176504-90-8
dimethyl [(3S)-4-phenyl-3-[N-(tert-butyloxycarbonyl)amino]-2-oxobutyl]phosphonate

: 198208-08-1
(4R,5S)-5-[N-(tert-butyloxycarbonyl)amino]-4-hydroxy-1,6-diphenyl-2-hexene

Guidance literature:: Multi-step reaction with 2 steps

1: 50 percent / K₂CO₃ / ethanol

2: NaBH₄ / methanol / 0 °C

With sodium tetrahydroborate; potassium carbonate; In methanol; ethanol; 1: Horner-Emmons olefination;
DOI:10.1016/j.bmc.2003.08.004