(3S)-trans-O-acetyl-N-benzyloxycarbonyl-febrifugine

Base Information

Chemical Name:(3S)-trans-O-acetyl-N-benzyloxycarbonyl-febrifugine
CAS No.:330798-23-7
Molecular Formula:C₂₆H₂₇N₃O₆
Molecular Weight:477.517
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 (3S)-trans-O-acetyl-N-benzyloxycarbonyl-febrifugine

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

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Technology Process of (3S)-trans-O-acetyl-N-benzyloxycarbonyl-febrifugine

There total 9 articles about (3S)-trans-O-acetyl-N-benzyloxycarbonyl-febrifugine 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:

: (S)-5-Azido-2-hydroxy-pentanoic acid methoxy-methyl-amide

: 330798-23-7
(3S)-trans-O-acetyl-N-benzyloxycarbonyl-febrifugine

Guidance literature:: Multi-step reaction with 5 steps

1.1: H₂; aq.HCl / Pd/C / ethanol / 3 h / 7600.51 Torr

2.1: NaHCO₃ / tetrahydrofuran; H₂O / 1 h / 0 °C

3.1: 91 percent / LiAlH₄ / diethyl ether / 1.5 h / 0 °C

4.1: triethylamine / 4-N,N-dimethylaminopyridine / 20 °C

5.1: tin(II) triflate; diisopropylethylamine / CH₂Cl₂ / Heating

5.2: Sc(OTf)3 / CH₂Cl₂ / 0.5 h / Heating

With hydrogenchloride; lithium aluminium tetrahydride; tin(II) trifluoromethanesulfonate; hydrogen; sodium hydrogencarbonate; triethylamine; N-ethyl-N,N-diisopropylamine; dmap; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; water;
DOI:10.1021/jo001297m

Reference yield:

: (S)-5-Amino-2-hydroxy-pentanoic acid methoxy-methyl-amide

: 330798-23-7
(3S)-trans-O-acetyl-N-benzyloxycarbonyl-febrifugine

Guidance literature:: Multi-step reaction with 4 steps

1.1: NaHCO₃ / tetrahydrofuran; H₂O / 1 h / 0 °C

2.1: 91 percent / LiAlH₄ / diethyl ether / 1.5 h / 0 °C

3.1: triethylamine / 4-N,N-dimethylaminopyridine / 20 °C

4.1: tin(II) triflate; diisopropylethylamine / CH₂Cl₂ / Heating

4.2: Sc(OTf)3 / CH₂Cl₂ / 0.5 h / Heating

With lithium aluminium tetrahydride; tin(II) trifluoromethanesulfonate; sodium hydrogencarbonate; triethylamine; N-ethyl-N,N-diisopropylamine; dmap; In tetrahydrofuran; diethyl ether; dichloromethane; water;
DOI:10.1021/jo001297m

Reference yield:

: 2-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-pentanoic acid methoxy-methyl-amide

: 330798-23-7
(3S)-trans-O-acetyl-N-benzyloxycarbonyl-febrifugine

Guidance literature:: Multi-step reaction with 7 steps

1.1: aq. HCl / tetrahydrofuran / 5 h / 20 °C

2.1: triphenylphosphine; diphenylphosphoryl azide; DEAD / tetrahydrofuran / 1 h / 20 °C

3.1: H₂; aq.HCl / Pd/C / ethanol / 3 h / 7600.51 Torr

4.1: NaHCO₃ / tetrahydrofuran; H₂O / 1 h / 0 °C

5.1: 91 percent / LiAlH₄ / diethyl ether / 1.5 h / 0 °C

6.1: triethylamine / 4-N,N-dimethylaminopyridine / 20 °C

7.1: tin(II) triflate; diisopropylethylamine / CH₂Cl₂ / Heating

7.2: Sc(OTf)3 / CH₂Cl₂ / 0.5 h / Heating

With hydrogenchloride; lithium aluminium tetrahydride; tin(II) trifluoromethanesulfonate; diphenylphosphoranyl azide; hydrogen; sodium hydrogencarbonate; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; diethylazodicarboxylate; dmap; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; water; 2.1: Mitsunobu reaction;
DOI:10.1021/jo001297m