(3S,5R,6R)-benzyl 6-D-α-aminophenylacetamidocyclopropanespiro-2-bisnorpenicillanate

Base Information

Chemical Name:(3S,5R,6R)-benzyl 6-D-α-aminophenylacetamidocyclopropanespiro-2-bisnorpenicillanate
CAS No.:78385-43-0
Molecular Formula:C₂₃H₂₃N₃O₄S
Molecular Weight:437.519
Hs Code.:

Synonyms:

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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,5R,6R)-benzyl 6-D-α-aminophenylacetamidocyclopropanespiro-2-bisnorpenicillanate

Chemical Property:

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Technology Process of (3S,5R,6R)-benzyl 6-D-α-aminophenylacetamidocyclopropanespiro-2-bisnorpenicillanate

There total 5 articles about (3S,5R,6R)-benzyl 6-D-α-aminophenylacetamidocyclopropanespiro-2-bisnorpenicillanate 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:

: 78385-35-0
benzyloxycarbonylbromomethylenetriphenylphosphorane

: 78385-43-0
(3S,5R,6R)-benzyl 6-D-α-aminophenylacetamidocyclopropanespiro-2-bisnorpenicillanate

Guidance literature:: Multi-step reaction with 5 steps

1: benzene / 3.5 h

2: 1.70 g / K₂CO₃ / dimethylformamide / 0.58 h / Ambient temperature

3: 427 mg / K₂CO₃ / hexamethylphosphoric acid triamide / 8 h / Ambient temperature

4: 1.) PCl₅, N-methylmorpholine, 2.) methanol, 3.) aq. acid

5: 53 mg / N,N-dimethylaniline / CH₂Cl₂ / 1.) ice-bath, 25 min 2.) ice-bath -> RT, 20 min

With 4-methyl-morpholine; methanol; phosphorus pentachloride; potassium carbonate; N,N-dimethyl-aniline; In N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane; N,N-dimethyl-formamide; benzene;

Reference yield:

: 78385-37-2
benzyl 2-bromocyclopropylideneacetate

: 78385-43-0
(3S,5R,6R)-benzyl 6-D-α-aminophenylacetamidocyclopropanespiro-2-bisnorpenicillanate

Guidance literature:: Multi-step reaction with 4 steps

1: 1.70 g / K₂CO₃ / dimethylformamide / 0.58 h / Ambient temperature

2: 427 mg / K₂CO₃ / hexamethylphosphoric acid triamide / 8 h / Ambient temperature

3: 1.) PCl₅, N-methylmorpholine, 2.) methanol, 3.) aq. acid

4: 53 mg / N,N-dimethylaniline / CH₂Cl₂ / 1.) ice-bath, 25 min 2.) ice-bath -> RT, 20 min

With 4-methyl-morpholine; methanol; phosphorus pentachloride; potassium carbonate; N,N-dimethyl-aniline; In N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

: 78385-38-3,83151-14-8,83199-45-5
1-<(2R,3R)-4-oxo-3-phenoxyacetamidoazetidin-2-ylthio>-1-(1-benzyloxycarbonyl-1-bromomethyl)cyclopropane

: 78385-43-0
(3S,5R,6R)-benzyl 6-D-α-aminophenylacetamidocyclopropanespiro-2-bisnorpenicillanate

Guidance literature:: Multi-step reaction with 3 steps

1: 427 mg / K₂CO₃ / hexamethylphosphoric acid triamide / 8 h / Ambient temperature

2: 1.) PCl₅, N-methylmorpholine, 2.) methanol, 3.) aq. acid

3: 53 mg / N,N-dimethylaniline / CH₂Cl₂ / 1.) ice-bath, 25 min 2.) ice-bath -> RT, 20 min

With 4-methyl-morpholine; methanol; phosphorus pentachloride; potassium carbonate; N,N-dimethyl-aniline; In N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane;