(3S,3'S)-1-(tert-butyldimethylsilyl)-3-<3'-<(benzyloxycarbonyl)amino>-3'-carboxypropyl>-3-hydroxy-2-oxoazetidine δ-lactone

Base Information

Chemical Name:(3S,3'S)-1-(tert-butyldimethylsilyl)-3-<3'-<(benzyloxycarbonyl)amino>-3'-carboxypropyl>-3-hydroxy-2-oxoazetidine δ-lactone
CAS No.:137627-21-5
Molecular Formula:C₂₁H₃₀N₂O₅Si
Molecular Weight:418.565
Hs Code.:

Synonyms:(3S,3'S)-1-(tert-butyldimethylsilyl)-3-<3'-<(benzyloxycarbonyl)amino>-3'-carboxypropyl>-3-hydroxy-2-oxoazetidine δ-lactone

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (3S,3'S)-1-(tert-butyldimethylsilyl)-3-<3'-<(benzyloxycarbonyl)amino>-3'-carboxypropyl>-3-hydroxy-2-oxoazetidine δ-lactone

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Technology Process of (3S,3'S)-1-(tert-butyldimethylsilyl)-3-<3'-<(benzyloxycarbonyl)amino>-3'-carboxypropyl>-3-hydroxy-2-oxoazetidine δ-lactone

There total 3 articles about (3S,3'S)-1-(tert-butyldimethylsilyl)-3-<3'-<(benzyloxycarbonyl)amino>-3'-carboxypropyl>-3-hydroxy-2-oxoazetidine δ-lactone 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:

: 137627-20-4,137627-26-0
(3RS,3'S,4'E)-1-(tert-butyldimethylsilyl)-3-<3'-<(benzyloxycarbonyl)amino>hex-4'-enyl>-3-hydroxy-2-oxoazetidine

: 137694-51-0
(3R,3'S)-1-(tert-butyldimethylsilyl)-3-<3'-<(benzyloxycarbonyl)amino>-3'-carboxypropyl>-3-hydroxy-2-oxoazetidine δ-lactone

: 137627-21-5
(3S,3'S)-1-(tert-butyldimethylsilyl)-3-<3'-<(benzyloxycarbonyl)amino>-3'-carboxypropyl>-3-hydroxy-2-oxoazetidine δ-lactone

Guidance literature:: With dimethylsulfide; 4 A molecular sieve; sodium acetate; ozone; pyridinium chlorochromate; Yield given. Multistep reaction. Yields of byproduct given; 1.) MeOH, -78 deg C; 25 deg C, 2 h, 2.) CH₂Cl₂, 25 deg C, 3 h;
DOI:10.1021/jo00027a024

Reference yield:

: 137627-17-9
1-(tert-butyldimethylsilyl)-3-<(trimethylsilyl)oxy>-2-azetidinone

: 137627-21-5
(3S,3'S)-1-(tert-butyldimethylsilyl)-3-<3'-<(benzyloxycarbonyl)amino>-3'-carboxypropyl>-3-hydroxy-2-oxoazetidine δ-lactone

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) LDA / 1.) THF, -78 deg C, 1 h, 2.) -78 deg C to 0 deg C, 2 h

3: 1.) ozone, Me₂S, 2.) PCC, NaOAC, 4 Angstroem molecular sieves / 1.) MeOH, -78 deg C; 25 deg C, 2 h, 2.) CH₂Cl₂, 25 deg C, 3 h

With dimethylsulfide; 4 A molecular sieve; sodium acetate; ozone; pyridinium chlorochromate; lithium diisopropyl amide;
DOI:10.1021/jo00027a024

Reference yield:

: 137627-18-0
(3RS,3'E,5'R)-1-(tert-butyldimethylsilyl)-3-<5'-(methylthio)hex-3'-enyl>-3-<(trimethylsilyl)oxy>-2-oxoazetidine

: 137627-21-5
(3S,3'S)-1-(tert-butyldimethylsilyl)-3-<3'-<(benzyloxycarbonyl)amino>-3'-carboxypropyl>-3-hydroxy-2-oxoazetidine δ-lactone

Guidance literature:: Multi-step reaction with 2 steps

2: 1.) ozone, Me₂S, 2.) PCC, NaOAC, 4 Angstroem molecular sieves / 1.) MeOH, -78 deg C; 25 deg C, 2 h, 2.) CH₂Cl₂, 25 deg C, 3 h

With dimethylsulfide; 4 A molecular sieve; sodium acetate; ozone; pyridinium chlorochromate;
DOI:10.1021/jo00027a024