(3S,4R)-3-(N-acetoxy-N-benzylamino)-5-hydroxy-4,5-N,O-isopropylidene-4-[(tert-butoxycarbonyl)amino]-1-pentyne

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Chemical Name:(3S,4R)-3-(N-acetoxy-N-benzylamino)-5-hydroxy-4,5-N,O-isopropylidene-4-[(tert-butoxycarbonyl)amino]-1-pentyne
CAS No.:212330-24-0
Molecular Formula:C₂₂H₃₀N₂O₅
Molecular Weight:402.491
Hs Code.:

Synonyms:(3S,4R)-3-(N-acetoxy-N-benzylamino)-5-hydroxy-4,5-N,O-isopropylidene-4-[(tert-butoxycarbonyl)amino]-1-pentyne

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Chemical Property of (3S,4R)-3-(N-acetoxy-N-benzylamino)-5-hydroxy-4,5-N,O-isopropylidene-4-[(tert-butoxycarbonyl)amino]-1-pentyne

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Technology Process of (3S,4R)-3-(N-acetoxy-N-benzylamino)-5-hydroxy-4,5-N,O-isopropylidene-4-[(tert-butoxycarbonyl)amino]-1-pentyne

There total 3 articles about (3S,4R)-3-(N-acetoxy-N-benzylamino)-5-hydroxy-4,5-N,O-isopropylidene-4-[(tert-butoxycarbonyl)amino]-1-pentyne 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: 100.0%

: 108-24-7
acetic anhydride

: 212330-23-9
(R)-4-[(S)-1-(Benzyl-hydroxy-amino)-prop-2-ynyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

: 212330-24-0
(3S,4R)-3-(N-acetoxy-N-benzylamino)-5-hydroxy-4,5-N,O-isopropylidene-4-[(tert-butoxycarbonyl)amino]-1-pentyne

Guidance literature:: With pyridine; In dichloromethane; for 1h; Ambient temperature;
DOI:10.1021/jo9714775

Reference yield:

: 158723-45-6,188965-45-9
(Z)-N-[(4R)-3-(tert-butoxycarbonyl)-2,2-dimethyl-1,3-oxazolidin-4-yl]benzylamine N-oxide

: 212330-24-0
(3S,4R)-3-(N-acetoxy-N-benzylamino)-5-hydroxy-4,5-N,O-isopropylidene-4-[(tert-butoxycarbonyl)amino]-1-pentyne

Guidance literature:: Multi-step reaction with 3 steps

1: 97 percent / tetrahydrofuran / 0.25 h / -80 °C

2: 88 percent / Bu₄NF / tetrahydrofuran / 1 h / Ambient temperature

3: 100 percent / pyridine / CH₂Cl₂ / 1 h / Ambient temperature

With pyridine; tetrabutyl ammonium fluoride; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo9714775

Reference yield:

: 212330-22-8
(R)-4-[(S)-1-(Benzyl-hydroxy-amino)-3-trimethylsilanyl-prop-2-ynyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

: 212330-24-0
(3S,4R)-3-(N-acetoxy-N-benzylamino)-5-hydroxy-4,5-N,O-isopropylidene-4-[(tert-butoxycarbonyl)amino]-1-pentyne

Guidance literature:: Multi-step reaction with 2 steps

1: 88 percent / Bu₄NF / tetrahydrofuran / 1 h / Ambient temperature

2: 100 percent / pyridine / CH₂Cl₂ / 1 h / Ambient temperature

With pyridine; tetrabutyl ammonium fluoride; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo9714775