(3S-trans)-3-[(t-Butyloxycarbonyl)aMino]-4-Methyl-2-oxo-1-(phenylMethoxy)azetidine

Base Information

• Chemical Name: (3S-trans)-3-[(t-Butyloxycarbonyl)aMino]-4-Methyl-2-oxo-1-(phenylMethoxy)azetidine
• CAS No.: 75659-16-4
• Molecular Formula: C16H22N2O4
• Molecular Weight: 306.362
• Mol file: 75659-16-4.mol

Synonyms:(3S-trans)-3-[(t-Butyloxycarbonyl)aMino]-4-Methyl-2-oxo-1-(phenylMethoxy)azetidine

Chemical Property of (3S-trans)-3-[(t-Butyloxycarbonyl)aMino]-4-Methyl-2-oxo-1-(phenylMethoxy)azetidine

Chemical Property:

• Melting Point: None °C
• PSA: 67.87000
• LogP: 2.57100

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
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MSDS Files:

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Technology Process of (3S-trans)-3-[(t-Butyloxycarbonyl)aMino]-4-Methyl-2-oxo-1-(phenylMethoxy)azetidine

There total 14 articles about (3S-trans)-3-[(t-Butyloxycarbonyl)aMino]-4-Methyl-2-oxo-1-(phenylMethoxy)azetidine 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: 89.7%

O-benzyl-α-N-t-BOC-D,L-allo-threonine hydroxamate (75624-30-5,75624-31-6,75659-15-3) → ((2R,3S)-1-Benzyloxy-2-methyl-4-oxo-azetidin-3-yl)-carbamic acid tert-butyl ester (75624-35-0,75659-16-4,75659-17-5)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran;

DOI:10.1021/ja00543a021

Reference yield: 85.0%

(2R,3S)-4-((benzyloxy)amino)-3-((tert-butoxycarbonyl)amino)-4-oxobutan-2-yl methanesulfonate → (3S-trans)-3-[(t-Butyloxycarbonyl)amino]-4-methyl-2-oxo-1-(phenylmethoxy)azetidine (75659-16-4)

Guidance literature:

With potassium carbonate; In acetone; at 90 - 100 ℃; for 3h;

DOI:10.1016/j.ejmech.2016.11.039

Reference yield: 79.0%

O-benzyl-α-N-t-BOC-D-threonine (75624-30-5) → 3-<(t-BOC)amino>-1-(benzyloxy)-4-methyl-2-azetidinone (75624-35-0,75659-16-4,75659-17-5)

Guidance literature:

With triethylamine; triphenylphosphine; In tetrachloromethane;

DOI:10.1021/ja00543a021

upstream raw materials:

O-benzyl-α-N-t-BOC-D-threonine

N-benzyloxyamine

tert-butyl ((2S,3R)-1-((benzyloxy)amino)-3-hydroxy-1-oxobutan-2-yl)carbamate

Boc-Thr-OH

Downstream raw materials:

(3S-trans)-3-(t-butyloxycarbonylamino)-1-hydroxy-4-methyl-2-azetidinone

(2S,3S)-3-((benzyloxy)amino)-2-((tert-butoxycarbonyl)amino)butanoic acid

(2S,3S)-1-(benzyloxy)-2-methyl-4-oxoazetidin-3-ylammonium tosylate salt

4-methyl-3-<(tert-butoxycarbonyl)amino>-1-dibenzylphosphoryl-2-azetidinone

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