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76497-13-7

76497-13-7

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76497-13-7 Usage

Uses

Antibacterial.

Check Digit Verification of cas no

The CAS Registry Mumber 76497-13-7 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 7,6,4,9 and 7 respectively; the second part has 2 digits, 1 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 76497-13:
(7*7)+(6*6)+(5*4)+(4*9)+(3*7)+(2*1)+(1*3)=167
167 % 10 = 7
So 76497-13-7 is a valid CAS Registry Number.
InChI:InChI=1/C25H30N4O9S2/c1-24(2)17(29-20(32)16(21(29)39-24)27-19(31)15(26)12-8-6-5-7-9-12)22(33)37-11-38-23(34)18-25(3,4)40(35,36)14-10-13(30)28(14)18/h5-9,14-18,21H,10-11,26H2,1-4H3,(H,27,31)/t14-,15-,16-,17+,18+,21-/m1/s1

76497-13-7 Well-known Company Product Price

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  • Sigma-Aldrich

  • (Y0000530)  Sultamicillin  European Pharmacopoeia (EP) Reference Standard

  • 76497-13-7

  • Y0000530

  • 1,880.19CNY

  • Detail

  • Sigma-Aldrich

  • (Y0000532)  Sultamicillin for peak identification  European Pharmacopoeia (EP) Reference Standard

  • 76497-13-7

  • Y0000532

  • 1,880.19CNY

  • Detail

76497-13-7SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name sultamicillin

1.2 Other means of identification

Product number -
Other names Unacid PD

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:76497-13-7 SDS

76497-13-7Synthetic route

1,1-dioxopenicillanoyloxymethyl 6-[D-α-(benzylideneaminophenylacetamido)]penicillanate

1,1-dioxopenicillanoyloxymethyl 6-[D-α-(benzylideneaminophenylacetamido)]penicillanate

sultamicillin T
76497-13-7

sultamicillin T

Conditions
ConditionsYield
With girard's reagent P; toluene-4-sulfonic acid In methanol at 20℃; for 0.5h;80%
1,1-dioxopenicillanoyloxymethyl 6-[D-α-(t-butylmethylidenaminophenylacetamido)]penicillanate

1,1-dioxopenicillanoyloxymethyl 6-[D-α-(t-butylmethylidenaminophenylacetamido)]penicillanate

sultamicillin T
76497-13-7

sultamicillin T

Conditions
ConditionsYield
With girard's reagent P; toluene-4-sulfonic acid In methanol at 20℃; for 0.5h;
1,1-dioxopenicillanoyloxymethyl 6-[D-α-(2-furylmethylidenaminophenylacetamido)]penicillanate

1,1-dioxopenicillanoyloxymethyl 6-[D-α-(2-furylmethylidenaminophenylacetamido)]penicillanate

sultamicillin T
76497-13-7

sultamicillin T

Conditions
ConditionsYield
With girard's reagent P; toluene-4-sulfonic acid In methanol at 20℃; for 0.5h;
1,1-dioxopenicillanoyloxymethyl 6-[D-α-(3-pyridylmethylidenaminophenylacetamido)]penicillanate

1,1-dioxopenicillanoyloxymethyl 6-[D-α-(3-pyridylmethylidenaminophenylacetamido)]penicillanate

sultamicillin T
76497-13-7

sultamicillin T

Conditions
ConditionsYield
With girard's reagent P; toluene-4-sulfonic acid In methanol at 20℃; for 0.5h;
1,1-dioxopenicillanoyloxymethyl 6-[D-α-(2-chlorophenylmethylidenaminophenylacetamido)]penicillanate

1,1-dioxopenicillanoyloxymethyl 6-[D-α-(2-chlorophenylmethylidenaminophenylacetamido)]penicillanate

sultamicillin T
76497-13-7

sultamicillin T

Conditions
ConditionsYield
With girard's reagent P; toluene-4-sulfonic acid In methanol at 20℃; for 0.5h;
1,1-dioxopenicillanoyloxymethyl 6-[D-α-(4-chlorophenylmethylidenaminophenylacetamido)]penicillanate

1,1-dioxopenicillanoyloxymethyl 6-[D-α-(4-chlorophenylmethylidenaminophenylacetamido)]penicillanate

sultamicillin T
76497-13-7

sultamicillin T

Conditions
ConditionsYield
With girard's reagent P; toluene-4-sulfonic acid In methanol at 20℃; for 0.5h;
1,1-dioxopenicillanoyloxymethyl 6-[D-α-(2-nitrophenylmethylidenaminophenylacetamido)]penicillanate

1,1-dioxopenicillanoyloxymethyl 6-[D-α-(2-nitrophenylmethylidenaminophenylacetamido)]penicillanate

sultamicillin T
76497-13-7

sultamicillin T

Conditions
ConditionsYield
With girard's reagent P; toluene-4-sulfonic acid In methanol at 20℃; for 0.5h;
1,1-dioxopenicillanoyloxymethyl 6-[D-α-(3-nitrophenylmethylidenaminophenylacetamido)]penicillanate

1,1-dioxopenicillanoyloxymethyl 6-[D-α-(3-nitrophenylmethylidenaminophenylacetamido)]penicillanate

sultamicillin T
76497-13-7

sultamicillin T

Conditions
ConditionsYield
With girard's reagent P; toluene-4-sulfonic acid In methanol at 20℃; for 0.5h;
iodomethyl penicillanate 1,1-dioxide
76247-39-7

iodomethyl penicillanate 1,1-dioxide

sultamicillin T
76497-13-7

sultamicillin T

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 1.61 g / dimethylformamide / 2 h / 0 °C
2: p-TsOH; Girard-P / methanol / 0.5 h / 20 °C
View Scheme
Multi-step reaction with 2 steps
1: 1.86 g / dimethylformamide / 2 h / 0 °C
2: 80 percent / p-TsOH; Girard-P / methanol / 0.5 h / 20 °C
View Scheme
Multi-step reaction with 2 steps
1: 1.53 g / dimethylformamide / 2 h / 0 °C
2: p-TsOH; Girard-P / methanol / 0.5 h / 20 °C
View Scheme
ampicillin sodium salt
69-52-3, 15497-42-4, 54579-43-0, 132437-57-1

ampicillin sodium salt

sultamicillin T
76497-13-7

sultamicillin T

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: dimethylformamide / 8 h / 0 °C
2: 1.93 g / dimethylformamide / 2 h / 0 °C
3: p-TsOH; Girard-P / methanol / 0.5 h / 20 °C
View Scheme
Multi-step reaction with 3 steps
1: dimethylformamide / 8 h / 0 °C
2: 1.79 g / dimethylformamide / 2 h / 0 °C
3: p-TsOH; Girard-P / methanol / 0.5 h / 20 °C
View Scheme
Multi-step reaction with 3 steps
1: dimethylformamide / 8 h / 0 °C
2: 1.81 g / dimethylformamide / 2 h / 0 °C
3: p-TsOH; Girard-P / methanol / 0.5 h / 20 °C
View Scheme
Sodium; (2S,5R,6R)-6-{(R)-2-[2,2-dimethyl-prop-(E)-ylideneamino]-2-phenyl-acetylamino}-3,3-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylate

Sodium; (2S,5R,6R)-6-{(R)-2-[2,2-dimethyl-prop-(E)-ylideneamino]-2-phenyl-acetylamino}-3,3-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylate

sultamicillin T
76497-13-7

sultamicillin T

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 1.61 g / dimethylformamide / 2 h / 0 °C
2: p-TsOH; Girard-P / methanol / 0.5 h / 20 °C
View Scheme
Sodium; (2S,5R,6R)-6-((R)-2-{[1-furan-2-yl-meth-(E)-ylidene]-amino}-2-phenyl-acetylamino)-3,3-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylate

Sodium; (2S,5R,6R)-6-((R)-2-{[1-furan-2-yl-meth-(E)-ylidene]-amino}-2-phenyl-acetylamino)-3,3-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylate

sultamicillin T
76497-13-7

sultamicillin T

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 1.79 g / dimethylformamide / 2 h / 0 °C
2: p-TsOH; Girard-P / methanol / 0.5 h / 20 °C
View Scheme
Sodium; (2S,5R,6R)-3,3-dimethyl-7-oxo-6-((R)-2-phenyl-2-{[1-phenyl-meth-(E)-ylidene]-amino}-acetylamino)-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylate

Sodium; (2S,5R,6R)-3,3-dimethyl-7-oxo-6-((R)-2-phenyl-2-{[1-phenyl-meth-(E)-ylidene]-amino}-acetylamino)-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylate

sultamicillin T
76497-13-7

sultamicillin T

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 1.86 g / dimethylformamide / 2 h / 0 °C
2: 80 percent / p-TsOH; Girard-P / methanol / 0.5 h / 20 °C
View Scheme
Sodium; (2S,5R,6R)-3,3-dimethyl-7-oxo-6-((R)-2-phenyl-2-{[1-pyridin-3-yl-meth-(E)-ylidene]-amino}-acetylamino)-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylate

Sodium; (2S,5R,6R)-3,3-dimethyl-7-oxo-6-((R)-2-phenyl-2-{[1-pyridin-3-yl-meth-(E)-ylidene]-amino}-acetylamino)-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylate

sultamicillin T
76497-13-7

sultamicillin T

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 1.93 g / dimethylformamide / 2 h / 0 °C
2: p-TsOH; Girard-P / methanol / 0.5 h / 20 °C
View Scheme
Sodium; (2S,5R,6R)-6-((R)-2-{[1-(2-chloro-phenyl)-meth-(E)-ylidene]-amino}-2-phenyl-acetylamino)-3,3-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylate

Sodium; (2S,5R,6R)-6-((R)-2-{[1-(2-chloro-phenyl)-meth-(E)-ylidene]-amino}-2-phenyl-acetylamino)-3,3-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylate

sultamicillin T
76497-13-7

sultamicillin T

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 1.53 g / dimethylformamide / 2 h / 0 °C
2: p-TsOH; Girard-P / methanol / 0.5 h / 20 °C
View Scheme
Sodium; (2S,5R,6R)-6-((R)-2-{[1-(4-chloro-phenyl)-meth-(E)-ylidene]-amino}-2-phenyl-acetylamino)-3,3-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylate

Sodium; (2S,5R,6R)-6-((R)-2-{[1-(4-chloro-phenyl)-meth-(E)-ylidene]-amino}-2-phenyl-acetylamino)-3,3-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylate

sultamicillin T
76497-13-7

sultamicillin T

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 1.81 g / dimethylformamide / 2 h / 0 °C
2: p-TsOH; Girard-P / methanol / 0.5 h / 20 °C
View Scheme
Sodium; (2S,5R,6R)-3,3-dimethyl-6-((R)-2-{[1-(2-nitro-phenyl)-meth-(E)-ylidene]-amino}-2-phenyl-acetylamino)-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylate

Sodium; (2S,5R,6R)-3,3-dimethyl-6-((R)-2-{[1-(2-nitro-phenyl)-meth-(E)-ylidene]-amino}-2-phenyl-acetylamino)-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylate

sultamicillin T
76497-13-7

sultamicillin T

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 1.61 g / dimethylformamide / 2 h / 0 °C
2: p-TsOH; Girard-P / methanol / 0.5 h / 20 °C
View Scheme
Sodium; (2S,5R,6R)-3,3-dimethyl-6-((R)-2-{[1-(3-nitro-phenyl)-meth-(E)-ylidene]-amino}-2-phenyl-acetylamino)-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylate

Sodium; (2S,5R,6R)-3,3-dimethyl-6-((R)-2-{[1-(3-nitro-phenyl)-meth-(E)-ylidene]-amino}-2-phenyl-acetylamino)-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylate

sultamicillin T
76497-13-7

sultamicillin T

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 1.48 g / dimethylformamide / 2 h / 0 °C
2: p-TsOH; Girard-P / methanol / 0.5 h / 20 °C
View Scheme

76497-13-7Downstream Products

76497-13-7Relevant articles and documents

Synthesis of 1,1-dioxopenicillanoyloxymethyl 6-[D-α-(benzylideneaminophenylacetamido)]penicillanate and analogs. New intermediates in the preparation of sultamicillin

Del Pozo, Carlos,Alonso, Eduardo,López-Ortiz, Fernando,Fernández-Marí, Félix,Bayod, Miguel,González, Javier

, p. 6209 - 6214 (2007/10/03)

The synthesis of benzylidene imines of sultamicillin and analogs 1 is described. These new compounds showed high stability and were prepared under very mild conditions and high yields. Furthermore, they are convenient starting materials for the preparation of sultamicillin 5 (important prodrug of ampicillin and sulbactam) as its base form, by deprotection of the amino group with Girard reagents.

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