Welcome to LookChem.com Sign In|Join Free
  • or
Home > Products >  > 

Thienamycin
Related Products

Hot Products

Basic Information Post buying leads Suppliers Cas Database
Name

Thienamycin

 EINECS 203-170-6
CAS No. 59995-64-1 Density 1.5g/cm3
PSA 129.16000 LogP 0.22420
Solubility N/A Melting Point N/A
Formula C11H16 N2 O4 S Boiling Point 514°C at 760 mmHg
Molecular Weight 272.325 Flash Point 264.7°C
Transport Information N/A Appearance N/A
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 59995-64-1 (Thienamycin) Hazard Symbols N/A
Synonyms

1-Azabicyclo[3.2.0]hept-2-ene-2-carboxylicacid, 3-[(2-aminoethyl)thio]-6-(1-hydroxyethyl)-7-oxo-, [5R-[5a,6a(R*)]]-;(+)-Thienamycin;Thienamycin;

Article Data 13

Thienamycin Synthetic route

64067-13-6

p-nitrobenzyl (5R,6S)-2-<<2-<<<(p-nitrobenzyl)oxy>carbonyl>amino>ethyl>thio>-6-<(R)-1-hydroxyethyl>carbapen-2-em-3-carboxylate

59995-64-1

thienamycin

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal under 2068.6 Torr;
3473-63-0

formamidine acetic acid

118334-32-0, 118395-94-1

imipenem

A

59995-64-1

thienamycin

B

130641-22-4

(R)-5-((1R,2R)-1-Carbamoyl-2-hydroxy-propyl)-3-(2-formimidoylamino-ethylsulfanyl)-1-formyl-4,5-dihydro-1H-pyrrole-2-carboxylic acid

Conditions
ConditionsYield
at 20℃; Rate constant; Product distribution;
118334-32-0, 118395-94-1

imipenem

59995-64-1

thienamycin

Conditions
ConditionsYield
With hydroxide at 20℃; Rate constant;

(3S,4R)-3-[(R)-1-hydroxyethyl]-4-[3-benzyloxycarbonyl-2-oxo-3-diazopropyl] azetidin-2-one

59995-64-1

thienamycin

Conditions
ConditionsYield
Multistep reaction;

2-Diazo-4-[(2R,3S)-3-((R)-1-formyloxy-ethyl)-4-oxo-azetidin-2-yl]-3-oxo-butyric acid 4-nitro-phenyl ester

540-63-6

ethane-1,2-dithiol

59995-64-1

thienamycin

Conditions
ConditionsYield
With toluene-4-sulfonic acid In dichloromethane; isopropyl alcohol at 25℃; for 96h;
75363-99-4

4-nitrobenzyl (2R,5R,6S)-6-[(1R)-1-hydroxyethyl]-3,7-dioxo-1-azabicyclo[3.2.0]heptane-2-carboxylate

59995-64-1

thienamycin

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: DMAP, i-Pr2NEt / acetonitrile / 0 °C
2: 70 percent / i-Pr2NEt / acetonitrile / -5 °C
3: H2 / Pd/C / 2068.6 Torr
View Scheme
75321-07-2

(3S,4R)-3-[(R)-1-hydroxyethyl]-4-[3-(4-nitrobenzyl)-oxycarbonyl-2-oxopropyl]azetidin-2-one

59995-64-1

thienamycin

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 90 percent / p-carboxybenzenesulfonyl azide, Et3N / acetonitrile / 0 - 20 °C
2: rhodium(II) acetate / benzene / 80 °C
3: DMAP, i-Pr2NEt / acetonitrile / 0 °C
4: 70 percent / i-Pr2NEt / acetonitrile / -5 °C
5: H2 / Pd/C / 2068.6 Torr
View Scheme
74288-39-4

(3S,4R)-3-[(R)-1-hydroxyethyl)-4-[3-(4-nitrobenzyl)oxycarbonyl-2-oxo-3-diazopropyl]azetidin-2-one

59995-64-1

thienamycin

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: rhodium(II) acetate / benzene / 80 °C
2: DMAP, i-Pr2NEt / acetonitrile / 0 °C
3: 70 percent / i-Pr2NEt / acetonitrile / -5 °C
4: H2 / Pd/C / 2068.6 Torr
View Scheme
75321-05-0

(3S,4R)-1-(tert-Butyldimethylsilyl)-3-<(1R)-1-hydroxyethyl>-4-(carboxymethyl)azetidin-2-one

59995-64-1

thienamycin

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1: tetrahydrofuran / Ambient temperature
2: 86 percent / tetrahydrofuran / Ambient temperature
3: HCl / methanol
4: 90 percent / p-carboxybenzenesulfonyl azide, Et3N / acetonitrile / 0 - 20 °C
5: rhodium(II) acetate / benzene / 80 °C
6: DMAP, i-Pr2NEt / acetonitrile / 0 °C
7: 70 percent / i-Pr2NEt / acetonitrile / -5 °C
8: H2 / Pd/C / 2068.6 Torr
View Scheme
75321-01-6

(S)-1-(tert-Butyl-dimethyl-silanyl)-4-(2-trimethylsilanyl-[1,3]dithian-2-ylmethyl)-azetidin-2-one

59995-64-1

thienamycin

Conditions
ConditionsYield
Multi-step reaction with 12 steps
1: 82 percent Turnov. / LDA / tetrahydrofuran / -78 °C
2: K-Selectride, KI / diethyl ether / 25 °C
3: 93 percent / HgCl2, HgO / methanol; H2O / Heating
4: 76 percent / hydrogen peroxide / methanol; H2O
5: tetrahydrofuran / Ambient temperature
6: 86 percent / tetrahydrofuran / Ambient temperature
7: HCl / methanol
8: 90 percent / p-carboxybenzenesulfonyl azide, Et3N / acetonitrile / 0 - 20 °C
9: rhodium(II) acetate / benzene / 80 °C
10: DMAP, i-Pr2NEt / acetonitrile / 0 °C
11: 70 percent / i-Pr2NEt / acetonitrile / -5 °C
12: H2 / Pd/C / 2068.6 Torr
View Scheme
Multi-step reaction with 11 steps
1: LDA / tetrahydrofuran / -78 °C
2: 93 percent / HgCl2, HgO / methanol; H2O / Heating
3: 76 percent / hydrogen peroxide / methanol; H2O
4: tetrahydrofuran / Ambient temperature
5: 86 percent / tetrahydrofuran / Ambient temperature
6: HCl / methanol
7: 90 percent / p-carboxybenzenesulfonyl azide, Et3N / acetonitrile / 0 - 20 °C
8: rhodium(II) acetate / benzene / 80 °C
9: DMAP, i-Pr2NEt / acetonitrile / 0 °C
10: 70 percent / i-Pr2NEt / acetonitrile / -5 °C
11: H2 / Pd/C / 2068.6 Torr
View Scheme

Thienamycin Specification

The Thienamycin,with the CAS registry number 59995-64-1.It belongs to the product categories of antibiotics.This chemical's molecular formula is C11H16N2O4S and molecular weight is 272.32.

Physical properties about thienamycin are:
(1)ACD/LogP: -3.067; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -5.58; (4)ACD/LogD (pH 7.4): -5.57; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 1.00; (7)ACD/KOC (pH 5.5): 1.00; (8)ACD/KOC (pH 7.4): 1.00; (9)#H bond acceptors: 6; (10)#H bond donors: 4; (11)#Freely Rotating Bonds: 7; (12)Index of Refraction: 1.663; (13)Molar Refractivity: 67.101 cm3; (14)Molar Volume: 181.199 cm3; (15)Surface Tension: 77.9690017700195 dyne/cm; (16)Density: 1.503 g/cm3; (17)Flash Point: 264.685 °C; (18)Enthalpy of Vaporization: 90.425 kJ/mol; (19)Boiling Point: 514.045 °C at 760 mmHg; (20)Vapour Pressure: 0 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES:O=C(O)/C1=C(\SCCN)C[C@H]2N1C(=O)[C@@H]2[C@H](O)C;
(2)InChI:InChI=1S/C11H16N2O4S/c1-5(14)8-6-4-7(18-3-2-12)9(11(16)17)13(6)10(8)15/h5-6,8,14H,2-4,12H2,1H3,(H,16,17)/t5-,6-,8-/m1/s1;
(3)InChIKey:WKDDRNSBRWANNC-ATRFCDNQSA-N.

The toxicity data of Thienamycin as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD intravenous > 500mg/kg (500mg/kg)   United States Patent Document. Vol. #4006060,
mouse LD50 parenteral 1160ug/kg (1.16mg/kg)   Journal of Antibiotics. Vol. 45, Pg. 1983, 1992.

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 59995-64-1