(Z)-N-{[(4S,5R)-3-(tert-butoxycarbonyl)-2,2,5-trimethyl-1,3-oxazolidin-4-yl]methylidene}benzylamine N-oxide

Base Information

• Chemical Name: (Z)-N-{[(4S,5R)-3-(tert-butoxycarbonyl)-2,2,5-trimethyl-1,3-oxazolidin-4-yl]methylidene}benzylamine N-oxide
• CAS No.: 299409-53-3
• Molecular Formula: C₁₉H₂₈N₂O₄
• Molecular Weight: 348.442

Synonyms:(Z)-N-{[(4S,5R)-3-(tert-butoxycarbonyl)-2,2,5-trimethyl-1,3-oxazolidin-4-yl]methylidene}benzylamine N-oxide

Chemical Property of (Z)-N-{[(4S,5R)-3-(tert-butoxycarbonyl)-2,2,5-trimethyl-1,3-oxazolidin-4-yl]methylidene}benzylamine N-oxide

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Technology Process of (Z)-N-{[(4S,5R)-3-(tert-butoxycarbonyl)-2,2,5-trimethyl-1,3-oxazolidin-4-yl]methylidene}benzylamine N-oxide

There total 1 articles about (Z)-N-{[(4S,5R)-3-(tert-butoxycarbonyl)-2,2,5-trimethyl-1,3-oxazolidin-4-yl]methylidene}benzylamine N-oxide 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: 80.0%

(4S,5R)-3-(tert-Butoxycarbonyl)-4-formyl-2,2,5-trimethyloxazolidine (108149-62-8) + N-benzyl hydroxylalmine (622-30-0) → (Z)-N-{[(4S,5R)-3-(tert-butoxycarbonyl)-2,2,5-trimethyl-1,3-oxazolidin-4-yl]methylidene}benzylamine N-oxide (299409-53-3)

Guidance literature:

With magnesium sulfate; In dichloromethane; at 20 ℃; for 5h;

DOI:10.1002/ejoc.200200698

Reference yield: 87.0%

vinyl magnesium bromide (1826-67-1) + (Z)-N-{[(4S,5R)-3-(tert-butoxycarbonyl)-2,2,5-trimethyl-1,3-oxazolidin-4-yl]methylidene}benzylamine N-oxide (299409-53-3) → (3S,4R,5R)-3-(N-benzylhydroxylamino)-4-(tert-butoxycarbonylamino)-5-hydroxy-4,5-O-isopropylidene-1-hexene (299409-54-4) + (3R,4R,5R)-3-(N-benzylhydroxylamino)-4-(tert-butoxycarbonylamino)-5-hydroxy-4,5-O-isopropylidene-1-hexene

Guidance literature:

In tetrahydrofuran; at -30 ℃; for 2h;

DOI:10.1080/00397910008087449

Reference yield: 70.0%

phosphonic acid diethyl ester (762-04-9) + (Z)-N-{[(4S,5R)-3-(tert-butoxycarbonyl)-2,2,5-trimethyl-1,3-oxazolidin-4-yl]methylidene}benzylamine N-oxide (299409-53-3) → diethyl {(S)-[benzyl(hydroxy)amino][(4S,5R)-3-(tert-butoxycarbonyl)-2,2,5-trimethyl-1,3-oxazolidin-4-yl]methyl}phosphonate

Guidance literature:

With t-butyldimethylsiyl triflate; In dichloromethane; at -20 ℃; for 0.166667h;

DOI:10.1002/ejoc.200200698

upstream raw materials:

(4S,5R)-3-(tert-Butoxycarbonyl)-4-formyl-2,2,5-trimethyloxazolidine

N-benzyl hydroxylalmine

Downstream raw materials:

(3S,4R,5R)-3-(N-benzylhydroxylamino)-4-(tert-butoxycarbonylamino)-5-hydroxy-4,5-O-isopropylidene-1-hexene

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