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cefaloglycin Basic information Product Name: cefaloglycin Synonyms: cefaloglycin;Cephaloglycin;(6R,7R)-7-[(R)-2-Amino-2-phenylacetylamino]-3-(acetoxymethyl)-8-oxo-5

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5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylicacid, 3-[(acetyloxy)methyl]-7-[[(2R)-2-amino-2-phenylacetyl]amino]-8-oxo-,(6R,7R)-Appearance:Off white to slight yellow solid Storage:Store in dry and cool condition Package:25kg or according to cutomer

5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylicacid, 3-[(acetyloxy)methyl]-7-[[(2R)-2-amino-2-phenylacetyl]amino]-8-oxo-,(6R,7R)-

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5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylicacid, 3-[(acetyloxy)methyl]-7-[[(2R)-2-amino-2-phenylacetyl]amino]-8-oxo-,(6R,7R)-

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Synthetic route

: 7765-60-8
(6R)-3-acetoxymethyl-7t-((R)-2-tert-butoxycarbonylamino-2-phenyl-acetylamino)-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

: 3577-01-3
cephaloglycin

Conditions

Conditions	Yield
(i) CF3CO2H, (ii) ion exchange resin - form>; Multistep reaction;

: 24461-61-8
(R)-Phenylglycine methyl ester

: 957-68-6
7-Aminocephalosporanic acid

: 3577-01-3
cephaloglycin

Conditions

Conditions	Yield
at 30℃; for 3h; Pseudomonas melanogenum KY 3987 and KY 8540; Yield given;

: 19883-41-1
D-phenylglycine methyl ester hydrochloride

: 957-68-6
7-Aminocephalosporanic acid

: 3577-01-3
cephaloglycin

Conditions

Conditions	Yield
With potassium phosphate; Pseudomonas melanogenum KY 8541 at 30℃; pH=6.5;

: 33125-05-2
Boc-D-Phg-OH

: 3577-01-3
cephaloglycin

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: (i) Et3N, (ii) iBuOCOCl, (iii) /BRN= 5406532/ 2: (i) CF3CO2H, (ii) ion exchange resin - form> View Scheme

: 10416-59-8
N,O-bis-(trimethylsilyl)-acetamide

: 3577-01-3
cephaloglycin

: 7β-[D-2-(Chromone-3-carboxamido)-2-phenylacetamido]-3-acetoxymethyl-3-cephem-4-carboxylic acid

Conditions

Conditions	Yield
In dichloromethane; ethyl acetate	55%

: 3577-01-3
cephaloglycin

: 4704-60-3
cephalosporanic acid

Conditions

Conditions	Yield
	26%

triethylamine salt of cephaloglycine: triethylamine salt of cephaloglycine

: 42835-54-1
1-oxo-6,7-dihydro-1H,5H-pyrido[3,2,1-ij]quinoline-2-carboxylic acid

: 3577-01-3
cephaloglycin

: 543-27-1
isobutyl chloroformate

: 71-36-3
butan-1-ol

: sodium 2-ethylhexanoic acid

: 73253-21-1, 115404-31-4
(6R)-3-acetoxymethyl-8-oxo-7t-[(R)-2-(1-oxo-6,7-dihydro-1H,5H-pyrido[3,2,1-ij]quinoline-2-carbonylamino)-2-phenyl-acetylamino]-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Conditions

Conditions	Yield
With magnesium sulfate; triethylamine In N-methyl-acetamide; diethyl ether; dichloromethane; water

...Expand

triethylamine salt of cephaloglycine: triethylamine salt of cephaloglycine

: 42835-34-7
5-methyl-1-oxo-6,7-dihydro-1H,5H-pyrido[3,2,1-ij]quinoline-2-carboxylic acid

: 3577-01-3
cephaloglycin

: 543-27-1
isobutyl chloroformate

: 71-36-3
butan-1-ol

: sodium 2-ethylhexanoic acid

: 73253-22-2
(6R)-3-acetoxymethyl-7t-[(R)-2-((Ξ)-5-methyl-1-oxo-6,7-dihydro-1H,5H-pyrido[3,2,1-ij]quinoline-2-carbonylamino)-2-phenyl-acetylamino]-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Conditions

Conditions	Yield
With magnesium sulfate; triethylamine In N-methyl-acetamide; diethyl ether; water

...Expand

triethylamine salt of cephaloglycine: triethylamine salt of cephaloglycine

: 3577-01-3
cephaloglycin

: 73004-70-3
8-(4-formyl-1-piperazinyl)-6,7-dihydro-1-oxo-1H,5H-benzo[ij]quinolizine-2-carboxylic acid

: 543-27-1
isobutyl chloroformate

: 71-36-3
butan-1-ol

: sodium 2-ethylhexanoic acid

: 73253-23-3
(6R)-3-acetoxymethyl-7t-{(R)-2-[8-(4-formyl-piperazin-1-yl)-1-oxo-6,7-dihydro-1H,5H-pyrido[3,2,1-ij]quinoline-2-carbonylamino]-2-phenyl-acetylamino}-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Conditions

Conditions	Yield
With magnesium sulfate; triethylamine In N-methyl-acetamide; diethyl ether; water

...Expand

: 60-29-7
diethyl ether

: 3577-01-3
cephaloglycin

: sodium 2-ethylhexanoic acid

: N-[6-[4-[N-Methyl-5-oxo-L-prolylamino]phenyl]-1,2-dihydro-2-oxo-nicotinyl]-7-[D-2-amino-2-phenylacetamido]-3-acetoxymethyl-3-cephem-4-carboxylic acid

Conditions

Conditions	Yield
With dimethyl sulfoxide In (2S)-N-methyl-1-phenylpropan-2-amine hydrate; N,N-dimethyl acetamide; ethyl acetate

...Expand

triethylamine salt of cephaloglycine: triethylamine salt of cephaloglycine

: 57771-89-8
2-methyl-6-oxo-1,2-dihydro-6H-pyrrolo[3,2,1-ij]quinoline-5-carboxylic acid

: 3577-01-3
cephaloglycin

: 543-27-1
isobutyl chloroformate

: sodium 2-ethylhexanoic acid

: 7-[2-(2-methyl-1,2-dihydro-6-oxo-6H-pyrrolo[3,2,1-ij]quinoline-5-carboxamido)-2-phenylacetamido]-3-(acetyloxymethyl)-8-oxo-5-thia-1-azabicyclo[4,2,0]oct-2-ene-2-carboxylic acid

Conditions

Conditions	Yield
With magnesium sulfate; triethylamine In N-methyl-acetamide; diethyl ether; water; butan-1-ol

...Expand

: 40400-68-8
6-oxo-1,2-dihydro-6H-pyrrolo[3,2,1-ij]quinoline-5-carboxylic acid

: 3577-01-3
cephaloglycin

: 543-27-1
isobutyl chloroformate

: sodium 2-ethylhexanoic acid

: 73253-27-7, 115404-30-3
(6R)-3-acetoxymethyl-8-oxo-7t-[(R)-2-(6-oxo-1,2-dihydro-6H-pyrrolo[3,2,1-ij]quinoline-5-carbonylamino)-2-phenyl-acetylamino]-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Conditions

Conditions	Yield
With triethylamine In N-methyl-acetamide; diethyl ether; water; butan-1-ol

...Expand

: 3577-01-3
cephaloglycin

: sodium 2-ethylhexanoic acid

: N-[6-[4-(N-acetyl-alpha-aminoisobutyrylamino)phenyl]-1,2-dihydro-2-oxonicotinyl]-7-[D-2-amino-2-phenylacetamido]-3-acetoxymethyl-3-cephem-4-carboxylic acid

Conditions

Conditions	Yield
In N,N-dimethyl acetamide; water; ethyl acetate

: 3577-01-3
cephaloglycin

: sodium 2-ethylhexanoic acid

: N-[2-[4-(N-Acetyl-D-alanylamino)phenyl]-4-hydroxy-5-pyrimidinyl-carbonyl]-7-[D-2-amino-2-phenylacetamido]-3-acetoxymethyl-3-cephem-4-carboxylic acid

Conditions

Conditions	Yield
With triethylamine In (2S)-N-methyl-1-phenylpropan-2-amine hydrate; 2-[4-(N-acetyl-D-alanylamino)phenyl]-4-hydroxy-5-pyrimidine carboxylic acid imidazolide; N,N-dimethyl acetamide; water; ethyl acetate

: 76741-36-1
2-[4-(N-acetyl-DL-alanylamino)phenyl]-4-hydroxy-5-pyrimidine carboxylic acid imidazolide

: N-[2-[4-(N-acetylglycylamino)phenyl]-4-hydroxy-5-pyrimidinylcarbonyl]-7-[D-2-amino-2-phenylacetamido]-3-acetoxymethyl-3-cephem-4-carboxylic acid

: 3577-01-3
cephaloglycin

: sodium 2-ethylhexanoic acid

: N-[2-[4-(N-acetyl-DL-alanylamino)phenyl]-4-hydroxy-5-pyrimidinylcarbonyl]-7-[D-2-amino-2-phenylacetamido]-3-acetoxymethyl-3-cephem-4-carboxylic acid

Conditions

Conditions	Yield
In N,N-dimethyl acetamide

...Expand

: 76718-64-4
2-[4-(N-t-butoxycarbonyl-D-alanylamino)phenyl]-4-hydroxy-5-pyrimidine carboxylic acid imidazolide

: 3577-01-3
cephaloglycin

: sodium 2-ethylhexanoic acid

: N-[2-[4-(N-t-butoxycarbonyl-D-alanylamino)phenyl]-4-hydroxy-5-pyrimidinylcarbonyl]-7-[D-2-amino-2-phenylacetamido]-3-acetoxymethyl-3-cephem-4-carboxylic acid

Conditions

Conditions	Yield
In N,N-dimethyl acetamide; water; ethyl acetate

...Expand

2-[4-(N-acetylglcylamino)phenyl]-4-hydroxy-5-pyrimidine carboxylic acid imidazolide: 2-[4-(N-acetylglcylamino)phenyl]-4-hydroxy-5-pyrimidine carboxylic acid imidazolide

: 3577-01-3
cephaloglycin

: sodium 2-ethylhexanoic acid

: N-[2-[4-(N-acetylglycylamino)phenyl]-4-hydroxy-5-pyrimidinylcarbonyl]-7-[D-2-amino-2-phenylacetamido]-3-acetoxymethyl-3-cephem-4-carboxylic acid

Conditions

Conditions	Yield
With sodium hydroxide In N,N-dimethyl acetamide; water; ethyl acetate

...Expand

: 3577-01-3
cephaloglycin

: N-[6-[4-(D-alanylamino)phenyl]-1,2-dihydro-2-oxonicotinyl]-7-[D-2-amino-2-phenylacetamido]-3-acetoxymethyl-3-cephem-4-carboxylic acid

Conditions

Conditions	Yield
With hydrogenchloride; ammonium hydroxide In (2S)-N-methyl-1-phenylpropan-2-amine hydrate; N,N-dimethyl acetamide; dimethyl sulfoxide

: 598-53-8
isopropyl methyl ether

: 3577-01-3
cephaloglycin

: N-[6-[4-(N-Acetyl-4-hydroxy-L-prolylamino)phenyl]-1,2-dihydro-2-oxonicotinyl]-7-[D-2-amino-2-phenylacetamido]-3-acetoxymethyl-3-cephem-4-carboxylic acid

Conditions

Conditions	Yield
With sodium hydroxide; dimethyl sulfoxide In N,N-dimethyl acetamide; water; ethyl acetate; triethylamine

: 76718-59-7
2-[4-(N-acetyl-DL-prolylamino)phenyl]-4-hydroxy-5-pyrimidine carboxylic acid imidazolide

: 3577-01-3
cephaloglycin

: N-[2-[4-(N-Acetyl-DL-prolylamino)phenyl]-4-hydroxy-5-pyrimidinylcarbonyl]-7-[D-2-amino-2-phenylacetamido]-3-acetoxy-methyl-3-cephem-4-carboxylic acid

Conditions

Conditions	Yield
With hydrogenchloride; triethylamine In (2S)-N-methyl-1-phenylpropan-2-amine hydrate; N,N-dimethyl acetamide; water

: 76718-60-0
2-[4-(N-acetyl-DL-glutaminylamino)phenyl]-4-hydroxy-5-pyrimidine carboxylic acid imidazolide

: 3577-01-3
cephaloglycin

: N-[2-[4-(N-Acetyl-DL-glutaminylamino)phenyl]-4-hydroxy-5-pyrimidinylcarbonyl]-7-[D-2-amino-2phenylacetamido]-3-acetoxymethyl-3-cephem-4-carboxylic acid

Conditions

Conditions	Yield
With triethylamine In N,N-dimethyl acetamide

2-[4-(N-acetyl-DL-methionylamino)phenyl]-4-hydroxy-5-pyrimidine]carboxylic acid imidazolide: 2-[4-(N-acetyl-DL-methionylamino)phenyl]-4-hydroxy-5-pyrimidine]carboxylic acid imidazolide

: 3577-01-3
cephaloglycin

: N-[2-[4-(N-acetyl-DL-methionylamino)phenyl]-4-hydroxy-5-pyrimidinylcarbonyl]-7-[D-2-amino-2-phenylacetamido]-3-acetoxymethyl-3-cephem-4-carboxylic acid

Conditions

Conditions	Yield
With triethylamine In N,N-dimethyl acetamide

: 2-[4-(N-acetyl-alpha-aminoisobutyrylamino)phenyl]-4-hydroxy-5-pyrimidine carboxylic acid imidazolide

: 3577-01-3
cephaloglycin

: N-[2-[4-(N-acetyl-alpha-aminoisobutyrylamino)phenyl]-4-hydroxy-5-pyrimidinylcarbonyl]-7-[D-2-amino-2-phenylacetamido]-3-acetoxymethyl-3-cephem-4-carboxylic acid

Conditions

Conditions	Yield
With triethylamine In N,N-dimethyl acetamide

: 76718-53-1
2-[4-(N-acetyl-DL-leucylamino)phenyl]-4-hydroxy-5-pyrimidine carboxylic acid imidazolide

: 3577-01-3
cephaloglycin

: N-[2-[4-(N-Acetyl-DL-leucylamino)phenyl]-4-hydroxy-5-pyrimidinylcarbonyl]-7-[D-2-amino-2-phenylacetamido]-3-acetoxymethyl-3-cephem-4-carboxylic acid

Conditions

Conditions	Yield
With triethylamine In N,N-dimethyl acetamide

: 76718-57-5
2-[4-(N-acetyl-L-alanylamino)phenyl]-4-hydroxy-5-pyrimidine carboxylic acid imidazolide

: 3577-01-3
cephaloglycin

: N-[2-[4-(N-Acetyl-L-alanylamino)phenyl]-4-hydroxy-5-pyrimidinylcarbonyl]-7-[D-2-amino-2-phenylacetamido]-3-acetoxy-methyl-3-cephem-4-carboxylic acid

Conditions

Conditions	Yield
With sodium hydroxide In N,N-dimethyl acetamide; water; ethyl acetate; sodium 2-ethylhexanoic acid

: 2-[4-(N-acetyl-L-hydroxyprolylamino)phenyl]-4-hydroxy-5-pyrimidine carboxylic acid N-hydroxysuccinimide ester

: 3577-01-3
cephaloglycin

: N-[2-[4-(N-acetyl-L-hydroxyprolylamino)phenyl]-4-hydroxy-5-pyrimidinylcarbonyl]-7-[D-2-amino-2-phenylacetamido]-3-acetoxymethyl-3-cephem-4-carboxylic acid

Conditions

Conditions	Yield
With sodium hydroxide; triethylamine In (2S)-N-methyl-1-phenylpropan-2-amine hydrate; N,N-dimethyl acetamide; water; ethyl acetate

: 2-[4-(N-acetyl-γ-aminobutyrylamino)phenyl]-4-hydroxy-5-pyrimidine carboxylic acid imidazolide

: 3577-01-3
cephaloglycin

: N-[2-[4-(N-Acetyl-γ-aminobutyrylamino)phenyl]-4-hydroxy-5-pyrimidinylcarbonyl]-7-[D-2-amino-2-phenylacetamido]-3-acetoxy-methyl-3-cephem-4-carboxylic acid

Conditions

Conditions	Yield
With triethylamine In (2S)-N-methyl-1-phenylpropan-2-amine hydrate; N,N-dimethyl acetamide; ethyl acetate

: 76718-63-3
2-[4-(N-acetyl-D-valylamino)phenyl]-4-hydroxy-5-pyrimidine carboxylic acid imidazolide

: 3577-01-3
cephaloglycin

: N-[2-[4-(N-acetyl-D-valylamino)phenyl]-4-hydroxy-5-pyrimidinylcarbonyl]-7-[D-2-amino-2-phenylacetamido]-3-acetoxymethyl-3-cephem-4-carboxylic acid

Conditions

Conditions	Yield
With sodium hydroxide; triethylamine In N,N-dimethyl acetamide; water; ethyl acetate

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