Welcome to LookChem.com Sign In|Join Free

CAS

  • or

80082-65-1

Post Buying Request

80082-65-1 Suppliers

Recommended suppliersmore

  • Product
  • FOB Price
  • Min.Order
  • Supply Ability
  • Supplier
  • Contact Supplier

80082-65-1 Usage

Chemical Properties

White Solid

Uses

Different sources of media describe the Uses of 80082-65-1 differently. You can refer to the following data:
1. (2S-trans)-3-Amino-2-methyl-4-oxoazetidine-1-sulphonic acid is an aztreonam intermediate.
2. A useful intermediate in the preparation of ?Lactams

Check Digit Verification of cas no

The CAS Registry Mumber 80082-65-1 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 8,0,0,8 and 2 respectively; the second part has 2 digits, 6 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 80082-65:
(7*8)+(6*0)+(5*0)+(4*8)+(3*2)+(2*6)+(1*5)=111
111 % 10 = 1
So 80082-65-1 is a valid CAS Registry Number.
InChI:InChI=1/C4H8N2O4S/c1-2-3(5)4(7)6(2)11(8,9)10/h2-3H,5H2,1H3,(H,8,9,10)/t2-,3-/m0/s1

80082-65-1SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name (2S)-trans-3-Amino-2-methyl-4-oxoazetidine-1-sulphonic acid

1.2 Other means of identification

Product number -
Other names (2S-trans)-3-Amino-2-methyl-4-oxoazetidine-1-sulphonic acid

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:80082-65-1 SDS

80082-65-1Synthetic route

(3S)-trans-3-<(tert-butoxycarbonyl)amino>-4-methyl-2-oxoazetidine-1-sulfonic acid tetra-n-butylammonium salt
80082-60-6

(3S)-trans-3-<(tert-butoxycarbonyl)amino>-4-methyl-2-oxoazetidine-1-sulfonic acid tetra-n-butylammonium salt

(3S-trans)-3-Amino-4-methyl-2-oxo-1-azetidinesulfonic acid
80082-65-1

(3S-trans)-3-Amino-4-methyl-2-oxo-1-azetidinesulfonic acid

Conditions
ConditionsYield
With formic acid for 4.5h; Ambient temperature;93%
With formic acid for 5h;70%
With formic acid for 5h; Ambient temperature;56%
(3S-trans)-2-Oxo-3-[[(phenylmethoxy)carbonyl]amino]-4-methyl-1-azetidinesulfonic acid,tetrabutylammonium salt
80082-62-8

(3S-trans)-2-Oxo-3-[[(phenylmethoxy)carbonyl]amino]-4-methyl-1-azetidinesulfonic acid,tetrabutylammonium salt

(3S-trans)-3-Amino-4-methyl-2-oxo-1-azetidinesulfonic acid
80082-65-1

(3S-trans)-3-Amino-4-methyl-2-oxo-1-azetidinesulfonic acid

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In ethanol50%
tetrabutylammonium (3S,4S)-3-phenylacetamido-4-methyl-2-oxoazetidine-1-sulfonate
80082-64-0

tetrabutylammonium (3S,4S)-3-phenylacetamido-4-methyl-2-oxoazetidine-1-sulfonate

(3S-trans)-3-Amino-4-methyl-2-oxo-1-azetidinesulfonic acid
80082-65-1

(3S-trans)-3-Amino-4-methyl-2-oxo-1-azetidinesulfonic acid

Conditions
ConditionsYield
With pyridine; phosgene In dichloromethane at 0℃; for 41h;
(3S,4R)-3-benzyloxycarbonylamino-4-methyl-2-oxoazetidine-1-sulphonic acid sodium salt
115887-91-7

(3S,4R)-3-benzyloxycarbonylamino-4-methyl-2-oxoazetidine-1-sulphonic acid sodium salt

(3S-trans)-3-Amino-4-methyl-2-oxo-1-azetidinesulfonic acid
80082-65-1

(3S-trans)-3-Amino-4-methyl-2-oxo-1-azetidinesulfonic acid

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In methanol; water for 2h; Ambient temperature;
With nitrogen; palladium In methanol; water
With hydrogenchloride; palladium on activated charcoal; hydrogen In methanol; water for 2h; pH=6.8 - 7;
Stage #1: (3S,4R)-3-benzyloxycarbonylamino-4-methyl-2-oxoazetidine-1-sulphonic acid sodium salt With 5%-palladium/activated carbon; hydrogen In methanol at 15℃; for 4h; Large scale;
Stage #2: With hydrogenchloride In methanol; water at 0℃; for 6h; Large scale;
(3S,trans)-4-methyl-3-triphenylmethylamino-2-azetidinone
88144-19-8

(3S,trans)-4-methyl-3-triphenylmethylamino-2-azetidinone

(3S-trans)-3-Amino-4-methyl-2-oxo-1-azetidinesulfonic acid
80082-65-1

(3S-trans)-3-Amino-4-methyl-2-oxo-1-azetidinesulfonic acid

Conditions
ConditionsYield
Yield given. Multistep reaction;
C34H69N3O6S

C34H69N3O6S

(3S-trans)-3-Amino-4-methyl-2-oxo-1-azetidinesulfonic acid
80082-65-1

(3S-trans)-3-Amino-4-methyl-2-oxo-1-azetidinesulfonic acid

Conditions
ConditionsYield
With formic acid at 35 - 40℃; for 4.5h; Inert atmosphere;12.7 g
C12H27N*C13H14N2O6S

C12H27N*C13H14N2O6S

(3S-trans)-3-Amino-4-methyl-2-oxo-1-azetidinesulfonic acid
80082-65-1

(3S-trans)-3-Amino-4-methyl-2-oxo-1-azetidinesulfonic acid

Conditions
ConditionsYield
With ammonia; lithium at -40℃; for 0.5h;56 g
C10H19N2O9S2(1-)*Na(1+)

C10H19N2O9S2(1-)*Na(1+)

(3S-trans)-3-Amino-4-methyl-2-oxo-1-azetidinesulfonic acid
80082-65-1

(3S-trans)-3-Amino-4-methyl-2-oxo-1-azetidinesulfonic acid

Conditions
ConditionsYield
Stage #1: C10H19N2O9S2(1-)*Na(1+) at 45℃; for 1.5h;
Stage #2: With sulfuric acid at 30℃; for 6h;
60 g
tetra(n-butyl)ammonium hydroxide
2052-49-5

tetra(n-butyl)ammonium hydroxide

N-(benzyloxycarbonyl)succinimide
75315-63-8

N-(benzyloxycarbonyl)succinimide

(3S-trans)-3-Amino-4-methyl-2-oxo-1-azetidinesulfonic acid
80082-65-1

(3S-trans)-3-Amino-4-methyl-2-oxo-1-azetidinesulfonic acid

(3S-trans)-2-Oxo-3-[[(phenylmethoxy)carbonyl]amino]-4-methyl-1-azetidinesulfonic acid,tetrabutylammonium salt
80082-62-8

(3S-trans)-2-Oxo-3-[[(phenylmethoxy)carbonyl]amino]-4-methyl-1-azetidinesulfonic acid,tetrabutylammonium salt

Conditions
ConditionsYield
Stage #1: N-(benzyloxycarbonyl)succinimide; (3S-trans)-3-Amino-4-methyl-2-oxo-1-azetidinesulfonic acid With triethylamine In ethanol; water at 25℃; for 16h;
Stage #2: tetra(n-butyl)ammonium hydroxide In water
94%
N-(Benzyloxycarbonyloxy)succinimide
13139-17-8

N-(Benzyloxycarbonyloxy)succinimide

tetra(n-butyl)ammonium hydroxide
2052-49-5

tetra(n-butyl)ammonium hydroxide

(3S-trans)-3-Amino-4-methyl-2-oxo-1-azetidinesulfonic acid
80082-65-1

(3S-trans)-3-Amino-4-methyl-2-oxo-1-azetidinesulfonic acid

(3S-trans)-2-Oxo-3-[[(phenylmethoxy)carbonyl]amino]-4-methyl-1-azetidinesulfonic acid,tetrabutylammonium salt
80082-62-8

(3S-trans)-2-Oxo-3-[[(phenylmethoxy)carbonyl]amino]-4-methyl-1-azetidinesulfonic acid,tetrabutylammonium salt

Conditions
ConditionsYield
Stage #1: N-(Benzyloxycarbonyloxy)succinimide; (3S-trans)-3-Amino-4-methyl-2-oxo-1-azetidinesulfonic acid With triethylamine In ethanol; water at 20℃; for 16h;
Stage #2: tetra(n-butyl)ammonium hydroxide In water
94%
(3S-trans)-3-Amino-4-methyl-2-oxo-1-azetidinesulfonic acid
80082-65-1

(3S-trans)-3-Amino-4-methyl-2-oxo-1-azetidinesulfonic acid

(E)-α-(3-Chloroisoxazol-5-yl)-α-methoxyiminoacetic acid
147742-76-5

(E)-α-(3-Chloroisoxazol-5-yl)-α-methoxyiminoacetic acid

sodium (3S,4S)-3-<(E)-(3-chloroisoxazol-5-yl)(methoxyimino)acetylamino>-4-methyl-2-oxoazetidine-1-sulfonate

sodium (3S,4S)-3-<(E)-(3-chloroisoxazol-5-yl)(methoxyimino)acetylamino>-4-methyl-2-oxoazetidine-1-sulfonate

Conditions
ConditionsYield
With ion exchange column (Na form); benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide 1.) DMF, 3 d, 2.) H2O, CH3OH;91%
(isoxazol-3-yl)acetic acid
57612-86-9

(isoxazol-3-yl)acetic acid

(3S-trans)-3-Amino-4-methyl-2-oxo-1-azetidinesulfonic acid
80082-65-1

(3S-trans)-3-Amino-4-methyl-2-oxo-1-azetidinesulfonic acid

sodium (3S,4S)-3-<(isoxazol-3-yl)acetylamino>-4-methyl-2-oxoazetidine-1-sulfonate

sodium (3S,4S)-3-<(isoxazol-3-yl)acetylamino>-4-methyl-2-oxoazetidine-1-sulfonate

Conditions
ConditionsYield
With ion exchange column (Na form); benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide 1.) DMF, 3 d, 2.) H2O, CH3OH;87%
(3S-trans)-3-Amino-4-methyl-2-oxo-1-azetidinesulfonic acid
80082-65-1

(3S-trans)-3-Amino-4-methyl-2-oxo-1-azetidinesulfonic acid

3-chloro-5-isoxazolecarboxylic acid chloride
104164-45-6

3-chloro-5-isoxazolecarboxylic acid chloride

sodium (3S,4S)-3-<(3-chloroisoxazol-5-yl)carbonylamino>-4-methyl-2-oxoazetidine-1-sulfonate

sodium (3S,4S)-3-<(3-chloroisoxazol-5-yl)carbonylamino>-4-methyl-2-oxoazetidine-1-sulfonate

Conditions
ConditionsYield
With ion exchange column (Na form); triethylamine; dicyclohexyl-carbodiimide 1.) DMF, 0 to 5 deg C, 1 h, 2.) H2O;87%
(3S-trans)-3-Amino-4-methyl-2-oxo-1-azetidinesulfonic acid
80082-65-1

(3S-trans)-3-Amino-4-methyl-2-oxo-1-azetidinesulfonic acid

(Z)-2-<<<1-(2-amino-4-thiazolyl)-2-<(2-benzothiazolyl)thio>-2-oxoethylidene>amino>oxy>-2-methyl propanoic acid 1,1-dimethylethyl ester
89604-92-2

(Z)-2-<<<1-(2-amino-4-thiazolyl)-2-<(2-benzothiazolyl)thio>-2-oxoethylidene>amino>oxy>-2-methyl propanoic acid 1,1-dimethylethyl ester

azthreonam
78110-38-0

azthreonam

Conditions
ConditionsYield
Stage #1: (3S-trans)-3-Amino-4-methyl-2-oxo-1-azetidinesulfonic acid; (Z)-2-<<<1-(2-amino-4-thiazolyl)-2-<(2-benzothiazolyl)thio>-2-oxoethylidene>amino>oxy>-2-methyl propanoic acid 1,1-dimethylethyl ester With pyridine In acetonitrile at -5℃; for 4h;
Stage #2: With nitric acid at 35℃; for 2h; pH=1; Solvent; Reagent/catalyst; Temperature;
86.9%
(3S-trans)-3-Amino-4-methyl-2-oxo-1-azetidinesulfonic acid
80082-65-1

(3S-trans)-3-Amino-4-methyl-2-oxo-1-azetidinesulfonic acid

(Z)-2-(((1,5-bis(benzhydryloxy)-4-oxo-1,4-dihydropyridin-2-yl)methoxy)imino)-2-(2-(tritylamino)thiazol-4-yl)acetic acid
114875-61-5

(Z)-2-(((1,5-bis(benzhydryloxy)-4-oxo-1,4-dihydropyridin-2-yl)methoxy)imino)-2-(2-(tritylamino)thiazol-4-yl)acetic acid

(3S)-trans-3-[[2-(2-tritylamino)thiazol-4-yl]-(Z)-2-{(1,5-dibenzhydryloxy-4-pyridon-2-ylmethoxy)imino}acetamido]-4-methyl-2-oxoazetidine-1-sulfonic acid
404824-78-8

(3S)-trans-3-[[2-(2-tritylamino)thiazol-4-yl]-(Z)-2-{(1,5-dibenzhydryloxy-4-pyridon-2-ylmethoxy)imino}acetamido]-4-methyl-2-oxoazetidine-1-sulfonic acid

Conditions
ConditionsYield
Stage #1: (3S-trans)-3-Amino-4-methyl-2-oxo-1-azetidinesulfonic acid; (Z)-2-(((1,5-bis(benzhydryloxy)-4-oxo-1,4-dihydropyridin-2-yl)methoxy)imino)-2-(2-(tritylamino)thiazol-4-yl)acetic acid With benzotriazol-1-ol; dicyclohexyl-carbodiimide In DMF (N,N-dimethyl-formamide) at 20℃; for 0.5h;
Stage #2: With sodium hydrogencarbonate In DMF (N,N-dimethyl-formamide) at 20℃;
85.9%
(3S-trans)-3-Amino-4-methyl-2-oxo-1-azetidinesulfonic acid
80082-65-1

(3S-trans)-3-Amino-4-methyl-2-oxo-1-azetidinesulfonic acid

triethylamine
121-44-8

triethylamine

(S)-3-(3,4-Dihydroxy-phenyl)-2-[(4-ethyl-2,3-dioxo-piperazine-1-carbonyl)-amino]-propionic acid 2,5-dioxo-pyrrolidin-1-yl ester

(S)-3-(3,4-Dihydroxy-phenyl)-2-[(4-ethyl-2,3-dioxo-piperazine-1-carbonyl)-amino]-propionic acid 2,5-dioxo-pyrrolidin-1-yl ester

(2S,3S)-3-{(S)-3-(3,4-Dihydroxy-phenyl)-2-[(4-ethyl-2,3-dioxo-piperazine-1-carbonyl)-amino]-propionylamino}-2-methyl-4-oxo-azetidine-1-sulfonic acid; compound with triethyl-amine

(2S,3S)-3-{(S)-3-(3,4-Dihydroxy-phenyl)-2-[(4-ethyl-2,3-dioxo-piperazine-1-carbonyl)-amino]-propionylamino}-2-methyl-4-oxo-azetidine-1-sulfonic acid; compound with triethyl-amine

Conditions
ConditionsYield
In tetrahydrofuran; water at 20℃; for 3h; Acylation;84%
(3S-trans)-3-Amino-4-methyl-2-oxo-1-azetidinesulfonic acid
80082-65-1

(3S-trans)-3-Amino-4-methyl-2-oxo-1-azetidinesulfonic acid

(5-methoxyisoxazol-3-yl)acetic acid

(5-methoxyisoxazol-3-yl)acetic acid

sodium (3S,4S)-3-<(5-methoxyisoxazol-3-yl)acetylamino>-4-methyl-2-oxoazetidine-1-sulfonate

sodium (3S,4S)-3-<(5-methoxyisoxazol-3-yl)acetylamino>-4-methyl-2-oxoazetidine-1-sulfonate

Conditions
ConditionsYield
With ion exchange column (Na form); benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide 1.) DMF, 3 d, 2.) H2O, CH3OH;82%
(3S-trans)-3-Amino-4-methyl-2-oxo-1-azetidinesulfonic acid
80082-65-1

(3S-trans)-3-Amino-4-methyl-2-oxo-1-azetidinesulfonic acid

(5-chloroisoxazol-3-yl)acetic acid

(5-chloroisoxazol-3-yl)acetic acid

sodium (3S,4S)-3-<(5-chloroisoxazol-3-yl)acetylamino>-4-methyl-2-oxoazetidine-1-sulfonate

sodium (3S,4S)-3-<(5-chloroisoxazol-3-yl)acetylamino>-4-methyl-2-oxoazetidine-1-sulfonate

Conditions
ConditionsYield
With ion exchange column (Na form); benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide 1.) DMF, 3 d, 2.) H2O, CH3OH;81%
(Z)-2-[[[1-(2-amino-4-thiazolyl)-2-(3-oxido-1H-benzotriazol-1-yl)-2-oxoethylidene]amino]oxy]-2-methylpropanoic acid methanesulfonate (1:1) salt
139714-28-6

(Z)-2-[[[1-(2-amino-4-thiazolyl)-2-(3-oxido-1H-benzotriazol-1-yl)-2-oxoethylidene]amino]oxy]-2-methylpropanoic acid methanesulfonate (1:1) salt

(3S-trans)-3-Amino-4-methyl-2-oxo-1-azetidinesulfonic acid
80082-65-1

(3S-trans)-3-Amino-4-methyl-2-oxo-1-azetidinesulfonic acid

azthreonam
78110-38-0

azthreonam

Conditions
ConditionsYield
Stage #1: (Z)-2-[[[1-(2-amino-4-thiazolyl)-2-(3-oxido-1H-benzotriazol-1-yl)-2-oxoethylidene]amino]oxy]-2-methylpropanoic acid methanesulfonate (1:1) salt; (3S-trans)-3-Amino-4-methyl-2-oxo-1-azetidinesulfonic acid With triethylamine In ethanol; water at -6 - -3℃; for 3h;
Stage #2: With hydrogenchloride In ethanol; water at -3 - 0℃;
81%
C35H38N4O6S2

C35H38N4O6S2

(3S-trans)-3-Amino-4-methyl-2-oxo-1-azetidinesulfonic acid
80082-65-1

(3S-trans)-3-Amino-4-methyl-2-oxo-1-azetidinesulfonic acid

(2S,3S)-3-{(S,Z)-5-(tert-butoxycarbonyl)-7-oxo-11-[2-(tritylamino)thiazol-4-yl]- 9-oxa-2-thia-6,10-diazadodec-10-enamido}-2-methyl-4-oxoazetidine-1-sulfonic acid

(2S,3S)-3-{(S,Z)-5-(tert-butoxycarbonyl)-7-oxo-11-[2-(tritylamino)thiazol-4-yl]- 9-oxa-2-thia-6,10-diazadodec-10-enamido}-2-methyl-4-oxoazetidine-1-sulfonic acid

Conditions
ConditionsYield
Stage #1: C35H38N4O6S2 With benzotriazol-1-ol; diisopropyl-carbodiimide In N,N-dimethyl-formamide at 20℃; for 1h;
Stage #2: (3S-trans)-3-Amino-4-methyl-2-oxo-1-azetidinesulfonic acid With triethylamine In N,N-dimethyl-formamide at 20℃;
78%
(3S-trans)-3-Amino-4-methyl-2-oxo-1-azetidinesulfonic acid
80082-65-1

(3S-trans)-3-Amino-4-methyl-2-oxo-1-azetidinesulfonic acid

(3-Chloroisoxazol-5-yl)acetic acid
54489-25-7

(3-Chloroisoxazol-5-yl)acetic acid

sodium (3S,4S)-<(3-chloroisoxazol-5-yl)acetylamino>-4-methyl-2-oxoazetidine-1-sulfonate

sodium (3S,4S)-<(3-chloroisoxazol-5-yl)acetylamino>-4-methyl-2-oxoazetidine-1-sulfonate

Conditions
ConditionsYield
With ion exchange column (Na form); triethylamine; dicyclohexyl-carbodiimide 1.) DMF, 24 h, 2.) H2O, CH3OH;75%
(3S-trans)-3-Amino-4-methyl-2-oxo-1-azetidinesulfonic acid
80082-65-1

(3S-trans)-3-Amino-4-methyl-2-oxo-1-azetidinesulfonic acid

(4-Cyano-5-methylisoxazol-3-yl)acetic acid
93276-75-6

(4-Cyano-5-methylisoxazol-3-yl)acetic acid

sodium (3S,4S)-3-<(4-cyano-5-methylisoxazol-3-yl)acetylamino>-4-methyl-2-oxoazetidine-1-sulfonate

sodium (3S,4S)-3-<(4-cyano-5-methylisoxazol-3-yl)acetylamino>-4-methyl-2-oxoazetidine-1-sulfonate

Conditions
ConditionsYield
With ion exchange column (Na form); triethylamine; dicyclohexyl-carbodiimide 1.) DMF, 24 h, 2.) H2O, CH3OH;73%
(3S-trans)-3-Amino-4-methyl-2-oxo-1-azetidinesulfonic acid
80082-65-1

(3S-trans)-3-Amino-4-methyl-2-oxo-1-azetidinesulfonic acid

(Z)-α-(3-Chloroisoxazol-5-yl)-α-methoxyiminoacetic acid
147742-85-6

(Z)-α-(3-Chloroisoxazol-5-yl)-α-methoxyiminoacetic acid

sodium (3S,4S)-3-<(Z)-(3-chloroisoxazol-5-yl)(methoxyimino)acetylamino>-4-methyl-2-oxoazetidine-1-sulfonate

sodium (3S,4S)-3-<(Z)-(3-chloroisoxazol-5-yl)(methoxyimino)acetylamino>-4-methyl-2-oxoazetidine-1-sulfonate

Conditions
ConditionsYield
With ion exchange column (Na form); benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide 1.) DMF, 3 d, 2.) H2O, CH3OH;62%
(3S-trans)-3-Amino-4-methyl-2-oxo-1-azetidinesulfonic acid
80082-65-1

(3S-trans)-3-Amino-4-methyl-2-oxo-1-azetidinesulfonic acid

triethylamine
121-44-8

triethylamine

(3,4-dihydroxy-phenylsulfanyl)-acetic acid 2,5-dioxo-pyrrolidin-1-yl ester

(3,4-dihydroxy-phenylsulfanyl)-acetic acid 2,5-dioxo-pyrrolidin-1-yl ester

(2S,3S)-3-[2-(3,4-Dihydroxy-phenylsulfanyl)-acetylamino]-2-methyl-4-oxo-azetidine-1-sulfonic acid; compound with triethyl-amine

(2S,3S)-3-[2-(3,4-Dihydroxy-phenylsulfanyl)-acetylamino]-2-methyl-4-oxo-azetidine-1-sulfonic acid; compound with triethyl-amine

Conditions
ConditionsYield
In tetrahydrofuran; water at 20℃; for 3h; Acylation;59%
(3S-trans)-3-Amino-4-methyl-2-oxo-1-azetidinesulfonic acid
80082-65-1

(3S-trans)-3-Amino-4-methyl-2-oxo-1-azetidinesulfonic acid

α-tert-Butyloxycarbonylamino-α-(3-chloroisoxazol-5-yl)acetic Acid
147742-81-2

α-tert-Butyloxycarbonylamino-α-(3-chloroisoxazol-5-yl)acetic Acid

sodium (3S,4S)-3-<(tert-butoxycarbonylamino)(3-chloroisoxazol-5-yl)acetylamino>-4-methyl-2-oxoazetidine-1-sulfonate

sodium (3S,4S)-3-<(tert-butoxycarbonylamino)(3-chloroisoxazol-5-yl)acetylamino>-4-methyl-2-oxoazetidine-1-sulfonate

Conditions
ConditionsYield
With ion exchange column (Na form); benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide 1.) DMF, 3 d, 2.) H2O, CH3OH;57%
(3S-trans)-3-Amino-4-methyl-2-oxo-1-azetidinesulfonic acid
80082-65-1

(3S-trans)-3-Amino-4-methyl-2-oxo-1-azetidinesulfonic acid

triethylamine
121-44-8

triethylamine

(2-tert-butoxycarbonylamino-thiazol-4-yl)-[4-(N'-tert-butoxycarbonyl-hydrazinocarbonyl)-benzyloxyimino]-acetic acid [1,2,3]triazolo[4,5-b]pyridin-3-yl ester

(2-tert-butoxycarbonylamino-thiazol-4-yl)-[4-(N'-tert-butoxycarbonyl-hydrazinocarbonyl)-benzyloxyimino]-acetic acid [1,2,3]triazolo[4,5-b]pyridin-3-yl ester

trans-3-[(Z)-2-[2-(tert-butoxycarbonylamino)thiazol-4-yl]-2-[[4-[[2-(tert-butoxycarbonyl)hydrazino]carbonyl]benzyloxy]imino]acetamido]-4-methyl-2-oxoazetidine-1-sulfonic acid triethylammonium salt

trans-3-[(Z)-2-[2-(tert-butoxycarbonylamino)thiazol-4-yl]-2-[[4-[[2-(tert-butoxycarbonyl)hydrazino]carbonyl]benzyloxy]imino]acetamido]-4-methyl-2-oxoazetidine-1-sulfonic acid triethylammonium salt

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 20℃; Acylation;53%
α-methyl-4-chlorobenzylideneaminoxy propionic acid
63564-50-1

α-methyl-4-chlorobenzylideneaminoxy propionic acid

(3S-trans)-3-Amino-4-methyl-2-oxo-1-azetidinesulfonic acid
80082-65-1

(3S-trans)-3-Amino-4-methyl-2-oxo-1-azetidinesulfonic acid

Sodium; (2S,3S)-3-{3-[1-(4-chloro-phenyl)-eth-(E)-ylideneaminooxy]-propionylamino}-2-methyl-4-oxo-azetidine-1-sulfonate
134468-86-3

Sodium; (2S,3S)-3-{3-[1-(4-chloro-phenyl)-eth-(E)-ylideneaminooxy]-propionylamino}-2-methyl-4-oxo-azetidine-1-sulfonate

Conditions
ConditionsYield
With benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide 1) DMF, 30 min, r.t 2) DMF, 18h, r.t.; Yield given. Multistep reaction;
3-(isopropylidenamino)oxy-propanoic acid
103586-55-6

3-(isopropylidenamino)oxy-propanoic acid

(3S-trans)-3-Amino-4-methyl-2-oxo-1-azetidinesulfonic acid
80082-65-1

(3S-trans)-3-Amino-4-methyl-2-oxo-1-azetidinesulfonic acid

Sodium; (2S,3S)-3-(3-isopropylideneaminooxy-propionylamino)-2-methyl-4-oxo-azetidine-1-sulfonate
134468-81-8

Sodium; (2S,3S)-3-(3-isopropylideneaminooxy-propionylamino)-2-methyl-4-oxo-azetidine-1-sulfonate

Conditions
ConditionsYield
With benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide 1) DMF, 30 min, r.t 2) DMF, 18h, r.t.; Yield given. Multistep reaction;
3-(1-Propyl-butylideneaminooxy)-propionic acid
103586-56-7

3-(1-Propyl-butylideneaminooxy)-propionic acid

(3S-trans)-3-Amino-4-methyl-2-oxo-1-azetidinesulfonic acid
80082-65-1

(3S-trans)-3-Amino-4-methyl-2-oxo-1-azetidinesulfonic acid

Sodium; (2S,3S)-2-methyl-4-oxo-3-[3-(1-propyl-butylideneaminooxy)-propionylamino]-azetidine-1-sulfonate
134468-83-0

Sodium; (2S,3S)-2-methyl-4-oxo-3-[3-(1-propyl-butylideneaminooxy)-propionylamino]-azetidine-1-sulfonate

Conditions
ConditionsYield
With benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide 1) DMF, 30 min, r.t 2) DMF, 18h, r.t.; Yield given. Multistep reaction;
3-Cyclopentylideneaminooxy-propionic acid
103586-53-4

3-Cyclopentylideneaminooxy-propionic acid

(3S-trans)-3-Amino-4-methyl-2-oxo-1-azetidinesulfonic acid
80082-65-1

(3S-trans)-3-Amino-4-methyl-2-oxo-1-azetidinesulfonic acid

Sodium; (2S,3S)-3-(3-cyclopentylideneaminooxy-propionylamino)-2-methyl-4-oxo-azetidine-1-sulfonate
134468-82-9

Sodium; (2S,3S)-3-(3-cyclopentylideneaminooxy-propionylamino)-2-methyl-4-oxo-azetidine-1-sulfonate

Conditions
ConditionsYield
With benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide 1) DMF, 30 min, r.t 2) DMF, 18h, r.t.; Yield given. Multistep reaction;
3-[1-Phenyl-eth-(E)-ylideneaminooxy]-propionic acid
103586-52-3

3-[1-Phenyl-eth-(E)-ylideneaminooxy]-propionic acid

(3S-trans)-3-Amino-4-methyl-2-oxo-1-azetidinesulfonic acid
80082-65-1

(3S-trans)-3-Amino-4-methyl-2-oxo-1-azetidinesulfonic acid

Sodium; (2S,3S)-2-methyl-4-oxo-3-{3-[1-phenyl-eth-(E)-ylideneaminooxy]-propionylamino}-azetidine-1-sulfonate
134468-85-2

Sodium; (2S,3S)-2-methyl-4-oxo-3-{3-[1-phenyl-eth-(E)-ylideneaminooxy]-propionylamino}-azetidine-1-sulfonate

Conditions
ConditionsYield
With benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide 1) DMF, 30 min, r.t 2) DMF, 18h, r.t.; Yield given. Multistep reaction;
(E)-3-<(benzylidene)iminoxy>-(E)-2-(methoxyimino)propionic acid
110596-23-1

(E)-3-<(benzylidene)iminoxy>-(E)-2-(methoxyimino)propionic acid

(3S-trans)-3-Amino-4-methyl-2-oxo-1-azetidinesulfonic acid
80082-65-1

(3S-trans)-3-Amino-4-methyl-2-oxo-1-azetidinesulfonic acid

Sodium; (2S,3S)-3-{2-[(E)-methoxyimino]-3-[1-phenyl-meth-(E)-ylideneaminooxy]-propionylamino}-2-methyl-4-oxo-azetidine-1-sulfonate
134468-87-4

Sodium; (2S,3S)-3-{2-[(E)-methoxyimino]-3-[1-phenyl-meth-(E)-ylideneaminooxy]-propionylamino}-2-methyl-4-oxo-azetidine-1-sulfonate

Conditions
ConditionsYield
With benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide 1) DMF, 30 min, r.t 2) DMF, 18h, r.t.; Yield given. Multistep reaction;
(E)-3-<<(benzylidene)methyl>iminoxy>-(E)-2-(methoxyimino)propionic acid
110596-24-2

(E)-3-<<(benzylidene)methyl>iminoxy>-(E)-2-(methoxyimino)propionic acid

(3S-trans)-3-Amino-4-methyl-2-oxo-1-azetidinesulfonic acid
80082-65-1

(3S-trans)-3-Amino-4-methyl-2-oxo-1-azetidinesulfonic acid

Sodium; (2S,3S)-3-{2-[(E)-methoxyimino]-3-[1-phenyl-eth-(E)-ylideneaminooxy]-propionylamino}-2-methyl-4-oxo-azetidine-1-sulfonate
134468-91-0

Sodium; (2S,3S)-3-{2-[(E)-methoxyimino]-3-[1-phenyl-eth-(E)-ylideneaminooxy]-propionylamino}-2-methyl-4-oxo-azetidine-1-sulfonate

Conditions
ConditionsYield
With benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide 1) DMF, 30 min, r.t 2) DMF, 18h, r.t.; Yield given. Multistep reaction;

80082-65-1Relevant articles and documents

Synthesis method of aztreonam monocyclic mother nucleus

-

Paragraph 0046; 0050; 0051, (2019/06/13)

The invention discloses a synthesis method of an aztreonam monocyclic mother nucleus, and mainly relates to the technical field of pharmaceutical and chemical industry. The method comprises the stepsthat L-threonine is subjected to methyl esterification; terbutyloxycarbonyl anhydride is used for performing amino BOC protection; ammonia water is subjected to ammonolysis; under the catalysis of a solid basic catalyst, methyl-sulfuric-acyl reaction and sulfonation are performed; cyclization, deprotection and acidification are performed to obtain the aztreonam monocyclic mother nucleus. The raw materials are cheap and can be easily obtained; the yield is high; the cost is low; the synthesis method belongs to a green, energy-saving and environment-friendly practical technology.

Aztreonam primary ring synthesis method

-

Paragraph 0019; 0040; 0041, (2017/08/25)

The invention discloses a synthesis method of an aztreonam main ring, which comprises the following steps: by using L-threonine as a raw material, carrying out amino protection, converting carboxyl group into amido sulfonic acid, carrying out cyclization reaction, and finally deprotecting to obtain the aztreonam main ring. The method is simple to operate and lower in cost, and the total yield is 48.7%. The produced aztreonam main ring is white solid powder, the specific rotatory power is -45 degrees, and the HPLC (high performance liquid chromatography) purity is 98.5% above. The quality of the product is high, and thus, the method is suitable for industrial production.

USEFUL COMBINATIONS OF MONOBACTAM ANTIBIOTICS WITH BETA-LACTAMASE INHIBITORS

-

Page/Page column 98-99; 101-104, (2010/11/27)

A pharmaceutical composition, comprising a combination of an antibiotically active compound of the formula (I): with a ?-lactamase inhibitor of one of the formulae (II) to (XIII) are active against Gram-negative bacteria, in particular such bacteria which have become resistant against antibiotics such as aztreonam, carumonam and tigemonam. Optionally the compositions may comprise another ?-lactamase inhibitor of one of the formulae (II) to (XIII), particularly of formula (V) or formula (VI).

Post a RFQ

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

1

What can I do for you?
Get Best Price

Get Best Price for 80082-65-1