(4R,5S)-5-<(phenylsulfonyl)amino>-4,6-dihydroxyhexene

Base Information

Chemical Name:(4R,5S)-5-<(phenylsulfonyl)amino>-4,6-dihydroxyhexene
CAS No.:119593-26-9
Molecular Formula:C₁₂H₁₇NO₄S
Molecular Weight:271.337
Hs Code.:

Synonyms:(4R,5S)-5-<(phenylsulfonyl)amino>-4,6-dihydroxyhexene

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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-<(phenylsulfonyl)amino>-4,6-dihydroxyhexene

Chemical Property:

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Technology Process of (4R,5S)-5-<(phenylsulfonyl)amino>-4,6-dihydroxyhexene

There total 2 articles about (4R,5S)-5-<(phenylsulfonyl)amino>-4,6-dihydroxyhexene 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:

: 85828-38-2
(S)-5-<(Phenylsulfonyl)amino>-6-hydroxy-4-hexenone

: 119593-26-9
(4R,5S)-5-<(phenylsulfonyl)amino>-4,6-dihydroxyhexene

: 119593-25-8
(4S,5S)-5-<(phenylsulfonyl)amino>-4,6-dihydroxyhexene

Guidance literature:: With lithium borohydride; In isopropyl alcohol; at -23 ℃; for 2h; Yield given. Yields of byproduct given;
DOI:10.1021/jo00269a023

Reference yield:

: 85828-29-1
3-hydroxy-2-[(phenylsulfonyl)amino]propanoic acid

: 119593-26-9
(4R,5S)-5-<(phenylsulfonyl)amino>-4,6-dihydroxyhexene

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) n-BuLi / 1.) THF, -78 deg C, 2.) THF, from 0 deg C to room temp., 18 h

2: L-Selectride / tetrahydrofuran / 2 h / -78 °C

With n-butyllithium; L-Selectride; In tetrahydrofuran;
DOI:10.1021/jo00269a023

Reference yield:

: 119593-25-8,119593-26-9,150989-64-3,150989-65-4
(4RS,5S)-5-<(phenylsulfonyl)amino>-4,6-dihydroxyhexene

: 119593-46-3,119677-19-9
(4R,5S)-5-<(phenylsulfonyl)amino>-2,2-dimethyl-4-(3-aminopropyl)-1,3-dioxane

Guidance literature:: Multi-step reaction with 5 steps

1: toluenesulfonic acid / tetrahydrofuran / 3 h / Ambient temperature

2: 1.) BH₃*THF, 2.) 30percent H₂O₂, 3 M NaOH / 1.) THF, RT, 1 h, 2.) THF, 45 deg C, 0.5 h

3: Et₃N / CH₂Cl₂ / 0.5 h / 0 °C

4: NaN₃, NaI / dimethylformamide / 18 h / 80 °C

5: H₂ / PtO₂ / methanol / 3 h / 760 Torr

With sodium hydroxide; sodium azide; borane-THF; o-toluenesulfonic acid; hydrogen; dihydrogen peroxide; triethylamine; sodium iodide; platinum(IV) oxide; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo00269a023