(4S,5R)-N-benzyloxycarbonyl-5-(4-nitrobenzoyloxy)-4-(2-methylpropyl)-1,3-oxazinan-6-one

Base Information

Chemical Name:(4S,5R)-N-benzyloxycarbonyl-5-(4-nitrobenzoyloxy)-4-(2-methylpropyl)-1,3-oxazinan-6-one
CAS No.:937793-08-3
Molecular Formula:C₂₃H₂₄N₂O₈
Molecular Weight:456.452
Hs Code.:

Synonyms:(4S,5R)-N-benzyloxycarbonyl-5-(4-nitrobenzoyloxy)-4-(2-methylpropyl)-1,3-oxazinan-6-one

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Chemical Property of (4S,5R)-N-benzyloxycarbonyl-5-(4-nitrobenzoyloxy)-4-(2-methylpropyl)-1,3-oxazinan-6-one

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Technology Process of (4S,5R)-N-benzyloxycarbonyl-5-(4-nitrobenzoyloxy)-4-(2-methylpropyl)-1,3-oxazinan-6-one

There total 3 articles about (4S,5R)-N-benzyloxycarbonyl-5-(4-nitrobenzoyloxy)-4-(2-methylpropyl)-1,3-oxazinan-6-one 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: 39.0%

: 937793-04-9
(4S,5S)-N-benzyloxycarbonyl-5-hydroxy-4-isobutyl-1,3-oxazinan-6-one

: 62-23-7
4-nitro-benzoic acid

: 937793-08-3
(4S,5R)-N-benzyloxycarbonyl-5-(4-nitrobenzoyloxy)-4-(2-methylpropyl)-1,3-oxazinan-6-one

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at 20 ℃; for 20h;
DOI:10.1021/jo0700326

Reference yield:

: 922705-34-8
phenylmethyl (4S)-4-(2-methylpropyl)-6-oxo-1,3-oxazinane-3-carboxylate

: 937793-08-3
(4S,5R)-N-benzyloxycarbonyl-5-(4-nitrobenzoyloxy)-4-(2-methylpropyl)-1,3-oxazinan-6-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: NaHMDS / tetrahydrofuran; hexane / 0.67 h / -78 - -50 °C

1.2: 46 percent / MoO₅*pyridine*(Me₂N)3PO / tetrahydrofuran; hexane / -50 - -30 °C

2.1: 39 percent / triphenylphosphine; diethyl azodicarboxylate / tetrahydrofuran / 20 h / 20 °C

With sodium hexamethyldisilazane; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; hexane; 2.1: Mitsunobu reaction;
DOI:10.1021/jo0700326

Reference yield:

: 118247-68-0
N-Benzyloxycarbonyl-L-Homoleucine

: 937793-08-3
(4S,5R)-N-benzyloxycarbonyl-5-(4-nitrobenzoyloxy)-4-(2-methylpropyl)-1,3-oxazinan-6-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: 68 percent / camphorsulfonic acid; molecular sieves 4 Angstroem / toluene / 4 h / 90 °C

2.1: NaHMDS / tetrahydrofuran; hexane / 0.67 h / -78 - -50 °C

2.2: 46 percent / MoO₅*pyridine*(Me₂N)3PO / tetrahydrofuran; hexane / -50 - -30 °C

3.1: 39 percent / triphenylphosphine; diethyl azodicarboxylate / tetrahydrofuran / 20 h / 20 °C

With 4 A molecular sieve; camphor-10-sulfonic acid; sodium hexamethyldisilazane; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; hexane; toluene; 3.1: Mitsunobu reaction;
DOI:10.1021/jo0700326