(3S,4S)-3-benzyloxycarbonylamino-4-<(1'R)-1'-methoxyethyl>azetidin-2-one

Base Information

Chemical Name:(3S,4S)-3-benzyloxycarbonylamino-4-<(1'R)-1'-methoxyethyl>azetidin-2-one
CAS No.:112318-31-7
Molecular Formula:C₁₄H₁₈N₂O₄
Molecular Weight:278.308
Hs Code.:

Synonyms:(3S,4S)-3-benzyloxycarbonylamino-4-<(1'R)-1'-methoxyethyl>azetidin-2-one

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Chemical Property of (3S,4S)-3-benzyloxycarbonylamino-4-<(1'R)-1'-methoxyethyl>azetidin-2-one

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Technology Process of (3S,4S)-3-benzyloxycarbonylamino-4-<(1'R)-1'-methoxyethyl>azetidin-2-one

There total 5 articles about (3S,4S)-3-benzyloxycarbonylamino-4-<(1'R)-1'-methoxyethyl>azetidin-2-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: 66.0%

: 112318-30-6
(3S,4S)-1-(p-methoxybenzyl)-3-benzyloxycarbonylamino-4-<(1'R)-1'-methoxyethyl>azetidin-2-one

: 112318-31-7
(3S,4S)-3-benzyloxycarbonylamino-4-<(1'R)-1'-methoxyethyl>azetidin-2-one

Guidance literature:: With dipotassium hydrogenphosphate; potassium peroxomonosulphate; copper(II) sulfate; In water; acetonitrile; at 95 ℃; for 2h;
DOI:10.1248/cpb.34.2732

Reference yield:

: 112174-18-2
(4S)-1-(p-methoxybenzyl)-4-(1'-hydroxyethyl)azetidin-2-one

: 112318-31-7
(3S,4S)-3-benzyloxycarbonylamino-4-<(1'R)-1'-methoxyethyl>azetidin-2-one

Guidance literature:: Multi-step reaction with 5 steps

1: 80 percent / NaH / tetrahydrofuran / 6 h / Ambient temperature

2: 1.) lithium hexamethyldisilazide, 2.) isoamyl nitrite / 1.) THF, -78 deg C, 10 min then -50 deg C, 10 min, 2.) THF, -50 deg C, 1 h

3: 71 percent / hydrogen / PtO₂ / ethyl acetate / 12 h

4: 96 percent / NaHCO₃ / tetrahydrofuran; H₂O / 2 h / 0 °C

5: 66 percent / potassium persulfate, dipotassium hydrogen phosphate, cupric sulfate pentahydrate / acetonitrile; H₂O / 2 h / 95 °C

With dipotassium hydrogenphosphate; potassium peroxomonosulphate; hydrogen; sodium hydride; sodium hydrogencarbonate; copper(II) sulfate; lithium hexamethyldisilazane; isopentyl nitrite; platinum(IV) oxide; In tetrahydrofuran; water; ethyl acetate; acetonitrile;
DOI:10.1248/cpb.34.2732

Reference yield:

: 112162-38-6,112162-39-7,112318-26-0,115362-51-1
(4S)-1-(p-methoxybenzyl)-3-hydroxyimino-4-<(1'R)-1'-methoxyethyl>azetidin-2-one

: 112318-31-7
(3S,4S)-3-benzyloxycarbonylamino-4-<(1'R)-1'-methoxyethyl>azetidin-2-one

Guidance literature:: Multi-step reaction with 3 steps

1: 71 percent / hydrogen / PtO₂ / ethyl acetate / 12 h

2: 96 percent / NaHCO₃ / tetrahydrofuran; H₂O / 2 h / 0 °C

3: 66 percent / potassium persulfate, dipotassium hydrogen phosphate, cupric sulfate pentahydrate / acetonitrile; H₂O / 2 h / 95 °C

With dipotassium hydrogenphosphate; potassium peroxomonosulphate; hydrogen; sodium hydrogencarbonate; copper(II) sulfate; platinum(IV) oxide; In tetrahydrofuran; water; ethyl acetate; acetonitrile;
DOI:10.1248/cpb.34.2732