(3R,4S)-3-(N-benzylhydroxylamino)-4,5-dihydroxy-4,5-O-isopropylidene-1-pentene

Base Information

Chemical Name:(3R,4S)-3-(N-benzylhydroxylamino)-4,5-dihydroxy-4,5-O-isopropylidene-1-pentene
CAS No.:181303-59-3
Molecular Formula:C₁₅H₂₁NO₃
Molecular Weight:263.337
Hs Code.:

Synonyms:(3R,4S)-3-(N-benzylhydroxylamino)-4,5-dihydroxy-4,5-O-isopropylidene-1-pentene

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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 (3R,4S)-3-(N-benzylhydroxylamino)-4,5-dihydroxy-4,5-O-isopropylidene-1-pentene

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Technology Process of (3R,4S)-3-(N-benzylhydroxylamino)-4,5-dihydroxy-4,5-O-isopropylidene-1-pentene

There total 7 articles about (3R,4S)-3-(N-benzylhydroxylamino)-4,5-dihydroxy-4,5-O-isopropylidene-1-pentene 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: 88.0%

: 1826-67-1
vinyl magnesium bromide

: 91190-38-4,111058-38-9,1165677-00-8
N-benzyl-2,3-O-isopropylidene-D-glyceraldehyde nitrone

: 181303-61-7
(3S,4S)-3-(N-benzylhydroxylamino)-4,5-dihydroxy-4,5-O-isopropylidene-1-pentene

: 181303-59-3
(3R,4S)-3-(N-benzylhydroxylamino)-4,5-dihydroxy-4,5-O-isopropylidene-1-pentene

Guidance literature:: With diethylaluminium chloride; In diethyl ether; at -30 ℃; for 2h;
DOI:10.1080/00397910008087449

Reference yield:

: 360073-77-4
N-benzyl-O-[(4S,5)-isopropylidenedioxy-(2E)-pentenyl]hydroxylamine

: 181303-61-7
(3S,4S)-3-(N-benzylhydroxylamino)-4,5-dihydroxy-4,5-O-isopropylidene-1-pentene

: 181303-59-3
(3R,4S)-3-(N-benzylhydroxylamino)-4,5-dihydroxy-4,5-O-isopropylidene-1-pentene

Guidance literature:: With n-butyllithium; In hexane; toluene; at 0 ℃; for 1h;
DOI:10.1021/ja011128z

Reference yield:

: 360074-00-6
C₁₉H₂₅NO₅

: 181303-59-3
(3R,4S)-3-(N-benzylhydroxylamino)-4,5-dihydroxy-4,5-O-isopropylidene-1-pentene

Guidance literature:: Multi-step reaction with 2 steps

1: 67 percent / triethylsilane; palladium(II) acetate; triethylamine / CH₂Cl₂ / 2 h / 20 °C

2: n-BuLi / toluene; hexane / 1 h / 0 °C

With triethylsilane; n-butyllithium; palladium diacetate; triethylamine; In hexane; dichloromethane; toluene; 2: <2,3>-Wittig rearrangement;
DOI:10.1021/ja011128z