potassium (3S,4S)-4-<(S)-1-(N-benzyl-N-methoxycarbamoyloxy)ethyl>-3-<(R)-1-hydroxyethyl>-2-azetidinone-1-sulfonate

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Chemical Name:potassium (3S,4S)-4-<(S)-1-(N-benzyl-N-methoxycarbamoyloxy)ethyl>-3-<(R)-1-hydroxyethyl>-2-azetidinone-1-sulfonate
CAS No.:130164-27-1
Molecular Formula:C₁₆H₂₁N₂O₈S*K
Molecular Weight:440.516
Hs Code.:

Synonyms:potassium (3S,4S)-4-<(S)-1-(N-benzyl-N-methoxycarbamoyloxy)ethyl>-3-<(R)-1-hydroxyethyl>-2-azetidinone-1-sulfonate

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Chemical Property of potassium (3S,4S)-4-<(S)-1-(N-benzyl-N-methoxycarbamoyloxy)ethyl>-3-<(R)-1-hydroxyethyl>-2-azetidinone-1-sulfonate

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Technology Process of potassium (3S,4S)-4-<(S)-1-(N-benzyl-N-methoxycarbamoyloxy)ethyl>-3-<(R)-1-hydroxyethyl>-2-azetidinone-1-sulfonate

There total 5 articles about potassium (3S,4S)-4-<(S)-1-(N-benzyl-N-methoxycarbamoyloxy)ethyl>-3-<(R)-1-hydroxyethyl>-2-azetidinone-1-sulfonate 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: 86.0%

: 130164-07-7
tetrabutylammonium (3S,4S)-4-<(S)-1-(N-benzyl-N-methoxycarbamoyloxy)ethyl>-3-<(R)-1-(benzyloxycarbonyloxy)ethyl>-2-azetidinone-1-sulfonate

: 130164-27-1
potassium (3S,4S)-4-<(S)-1-(N-benzyl-N-methoxycarbamoyloxy)ethyl>-3-<(R)-1-hydroxyethyl>-2-azetidinone-1-sulfonate

Guidance literature:: With hydrogen; palladium on activated charcoal; In tetrahydrofuran; Ambient temperature;
DOI:10.1248/cpb.38.917

Reference yield:

: 112256-71-0
(3S,4S)-4-<(S)-1-benzyloxyethyl>-3-<(R)-1-hydroxyethyl>-2-azetidinone

: 130164-27-1
potassium (3S,4S)-4-<(S)-1-(N-benzyl-N-methoxycarbamoyloxy)ethyl>-3-<(R)-1-hydroxyethyl>-2-azetidinone-1-sulfonate

Guidance literature:: Multi-step reaction with 5 steps

1: 98 percent / pyridinium p-toluenesulfonate / CH₂Cl₂ / 2 h / Ambient temperature

2: 100 percent / 1N HCl, hydrogen / 5percent Pd-C / tetrahydrofuran / 5.5 h / Ambient temperature

4: 1) sulfur trioxide-pyridine complex, 2) 0.5M KH₂PO₄ / 1) DMF, 50 deg C, 6 h

5: 86 percent / hydrogen / 5percent Pd-C / tetrahydrofuran / Ambient temperature

With hydrogenchloride; potassium dihydrogenphosphate; hydrogen; sulfur trioxide pyridine complex; pyridinium p-toluenesulfonate; palladium on activated charcoal; In tetrahydrofuran; dichloromethane;
DOI:10.1248/cpb.38.917

Reference yield:

: 130163-57-4
(3S,4S)-3-<(R)-1-tetrahydropyran-2-yloxyethyl>-4-<(S)-1-hydroxyethyl>-2-azetidinone

: 130164-27-1
potassium (3S,4S)-4-<(S)-1-(N-benzyl-N-methoxycarbamoyloxy)ethyl>-3-<(R)-1-hydroxyethyl>-2-azetidinone-1-sulfonate

Guidance literature:: Multi-step reaction with 3 steps

2: 1) sulfur trioxide-pyridine complex, 2) 0.5M KH₂PO₄ / 1) DMF, 50 deg C, 6 h

3: 86 percent / hydrogen / 5percent Pd-C / tetrahydrofuran / Ambient temperature

With potassium dihydrogenphosphate; hydrogen; sulfur trioxide pyridine complex; palladium on activated charcoal; In tetrahydrofuran;
DOI:10.1248/cpb.38.917