CAS No.82-89-3,PRODIGIOSIN Suppliers

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Basic Information

Molecular Structure:
CAS No.:	82-89-3
Name:	PRODIGIOSIN
Article Data:	9

Formula:	C20H25 N3 O
Molecular Weight:	323.438
Synonyms:	2,2'-Bipyrrole,4-methoxy-5-[(5-methyl-4-pentyl-2H-pyrrol-2-ylidene)methyl]- (7CI,8CI);2-Methyl-3-amyl-6-methoxyprodigiosene; Prodigiosin; Prodigiosine
Density:	1.12g/cm3
Melting Point:	151-152°
Boiling Point:	542.4oC at 760 mmHg
Flash Point:	281.8oC
PSA:	53.17000
LogP:	4.77610

Synthetic route

: 18320-91-7
2-methyl-3-pentyl-1H-pyrrole

: 10476-41-2
4-methoxy-2,2'-bipyrrole-5-carboxaldehyde

: 82-89-3
4-methoxy-5-[(Z)-(5-methyl-4-pentyl-2H-pyrrol-2-ylidene)methyl]-1H,1'H-2,2'-bipyrrole

Conditions

Conditions	Yield
hydrogenchloride In methanol at 25℃; for 12h;	59%
With hydrogenchloride 1.) methanol, 100 deg C, 5 min, 2.) methanol, 25 deg C, 30 min; Yield given. Multistep reaction;

: 92198-32-8
5-(ethoxycarbonyl)-2-methyl-3-valeroylpyrrole

: 82-89-3
4-methoxy-5-[(Z)-(5-methyl-4-pentyl-2H-pyrrol-2-ylidene)methyl]-1H,1'H-2,2'-bipyrrole

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 2: 2.) concd. HCl / 1.) methanol, 100 deg C, 5 min, 2.) methanol, 25 deg C, 30 min View Scheme

: 112373-36-1
4-methoxy-5-(methoxycarbonyl)-2,2'-bipyrrole

: 82-89-3
4-methoxy-5-[(Z)-(5-methyl-4-pentyl-2H-pyrrol-2-ylidene)methyl]-1H,1'H-2,2'-bipyrrole

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 98 percent / hydrazine / 4 h / 25 °C 2: 97 percent / pyridine / 0.25 h / 25 °C 3: 34 percent / Na2CO3 / ethane-1,2-diol / 0.08 h / 170 °C 4: 2.) concd. HCl / 1.) methanol, 100 deg C, 5 min, 2.) methanol, 25 deg C, 30 min View Scheme
Multi-step reaction with 4 steps 1: 98 percent / NH2NH2 / 4 h / 25 °C 2: 97 percent / pyridine / 0.25 h / 25 °C 3: 34 percent / Na2CO3 / ethane-1,2-diol / 0.08 h / 170 °C 4: 59 percent / HCl / methanol / 12 h / 25 °C View Scheme

: 112373-37-2
4-Methoxy-1H,1'H-[2,2']bipyrrolyl-5-carboxylic acid hydrazide

: 82-89-3
4-methoxy-5-[(Z)-(5-methyl-4-pentyl-2H-pyrrol-2-ylidene)methyl]-1H,1'H-2,2'-bipyrrole

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 97 percent / pyridine / 0.25 h / 25 °C 2: 34 percent / Na2CO3 / ethane-1,2-diol / 0.08 h / 170 °C 3: 2.) concd. HCl / 1.) methanol, 100 deg C, 5 min, 2.) methanol, 25 deg C, 30 min View Scheme
Multi-step reaction with 3 steps 1: 97 percent / pyridine / 0.25 h / 25 °C 2: 34 percent / Na2CO3 / ethane-1,2-diol / 0.08 h / 170 °C 3: 59 percent / HCl / methanol / 12 h / 25 °C View Scheme

: 112373-18-9
3-methoxy-2-(methoxycarbonyl)-1,1'-carbonyldipyrrole

: 82-89-3
4-methoxy-5-[(Z)-(5-methyl-4-pentyl-2H-pyrrol-2-ylidene)methyl]-1H,1'H-2,2'-bipyrrole

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1: 96 percent / polymer bound palladium acetate (2.79percent Pd) / acetic acid / 12 h / 80 °C 2: 88 percent / lithium methoxide / methanol / 0.08 h / 25 °C 3: 98 percent / hydrazine / 4 h / 25 °C 4: 97 percent / pyridine / 0.25 h / 25 °C 5: 34 percent / Na2CO3 / ethane-1,2-diol / 0.08 h / 170 °C 6: 2.) concd. HCl / 1.) methanol, 100 deg C, 5 min, 2.) methanol, 25 deg C, 30 min View Scheme
Multi-step reaction with 6 steps 1: 96 percent / polymer-supported Pd(II) acetate / acetic acid / 80 °C / var. reag.: Pd(OAc)2 in CH3COOH, Pd(OOCCF3)2 in CF3COOH 2: 88 percent / LiOCH3 / methanol / 0.08 h / 25 °C 3: 98 percent / NH2NH2 / 4 h / 25 °C 4: 97 percent / pyridine / 0.25 h / 25 °C 5: 34 percent / Na2CO3 / ethane-1,2-diol / 0.08 h / 170 °C 6: 59 percent / HCl / methanol / 12 h / 25 °C View Scheme

Yield

Multi-step reaction with 6 steps
1: 96 percent / polymer bound palladium acetate (2.79percent Pd) / acetic acid / 12 h / 80 °C
2: 88 percent / lithium methoxide / methanol / 0.08 h / 25 °C
3: 98 percent / hydrazine / 4 h / 25 °C
4: 97 percent / pyridine / 0.25 h / 25 °C
5: 34 percent / Na2CO3 / ethane-1,2-diol / 0.08 h / 170 °C
6: 2.) concd. HCl / 1.) methanol, 100 deg C, 5 min, 2.) methanol, 25 deg C, 30 min
View Scheme

Multi-step reaction with 6 steps
1: 96 percent / polymer-supported Pd(II) acetate / acetic acid / 80 °C / var. reag.: Pd(OAc)2 in CH3COOH, Pd(OOCCF3)2 in CF3COOH
2: 88 percent / LiOCH3 / methanol / 0.08 h / 25 °C
3: 98 percent / NH2NH2 / 4 h / 25 °C
4: 97 percent / pyridine / 0.25 h / 25 °C
5: 34 percent / Na2CO3 / ethane-1,2-diol / 0.08 h / 170 °C
6: 59 percent / HCl / methanol / 12 h / 25 °C
View Scheme

: 112373-19-0
4-methoxy-5-(methoxycarbonyl)-1,1'-carbonyl-2,2'-bipyrrole

: 82-89-3
4-methoxy-5-[(Z)-(5-methyl-4-pentyl-2H-pyrrol-2-ylidene)methyl]-1H,1'H-2,2'-bipyrrole

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: 88 percent / lithium methoxide / methanol / 0.08 h / 25 °C 2: 98 percent / hydrazine / 4 h / 25 °C 3: 97 percent / pyridine / 0.25 h / 25 °C 4: 34 percent / Na2CO3 / ethane-1,2-diol / 0.08 h / 170 °C 5: 2.) concd. HCl / 1.) methanol, 100 deg C, 5 min, 2.) methanol, 25 deg C, 30 min View Scheme
Multi-step reaction with 5 steps 1: 88 percent / LiOCH3 / methanol / 0.08 h / 25 °C 2: 98 percent / NH2NH2 / 4 h / 25 °C 3: 97 percent / pyridine / 0.25 h / 25 °C 4: 34 percent / Na2CO3 / ethane-1,2-diol / 0.08 h / 170 °C 5: 59 percent / HCl / methanol / 12 h / 25 °C View Scheme

: 112373-38-3
C17H18N4O4S

: 82-89-3
4-methoxy-5-[(Z)-(5-methyl-4-pentyl-2H-pyrrol-2-ylidene)methyl]-1H,1'H-2,2'-bipyrrole

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 34 percent / Na2CO3 / ethane-1,2-diol / 0.08 h / 170 °C 2: 2.) concd. HCl / 1.) methanol, 100 deg C, 5 min, 2.) methanol, 25 deg C, 30 min View Scheme
Multi-step reaction with 2 steps 1: 34 percent / Na2CO3 / ethane-1,2-diol / 0.08 h / 170 °C 2: 59 percent / HCl / methanol / 12 h / 25 °C View Scheme

: 112373-17-8
3-methoxy-2-(methoxycarbonyl)pyrrole

: 82-89-3
4-methoxy-5-[(Z)-(5-methyl-4-pentyl-2H-pyrrol-2-ylidene)methyl]-1H,1'H-2,2'-bipyrrole

Conditions

Conditions	Yield
Multi-step reaction with 7 steps 1: 1.) NaH / 1.) THF, 65 deg C, 14 h, 2.) THF, 25 deg C, 15 min 2: 96 percent / polymer-supported Pd(II) acetate / acetic acid / 80 °C / var. reag.: Pd(OAc)2 in CH3COOH, Pd(OOCCF3)2 in CF3COOH 3: 88 percent / LiOCH3 / methanol / 0.08 h / 25 °C 4: 98 percent / NH2NH2 / 4 h / 25 °C 5: 97 percent / pyridine / 0.25 h / 25 °C 6: 34 percent / Na2CO3 / ethane-1,2-diol / 0.08 h / 170 °C 7: 59 percent / HCl / methanol / 12 h / 25 °C View Scheme

Yield

Multi-step reaction with 7 steps
1: 1.) NaH / 1.) THF, 65 deg C, 14 h, 2.) THF, 25 deg C, 15 min
2: 96 percent / polymer-supported Pd(II) acetate / acetic acid / 80 °C / var. reag.: Pd(OAc)2 in CH3COOH, Pd(OOCCF3)2 in CF3COOH
3: 88 percent / LiOCH3 / methanol / 0.08 h / 25 °C
4: 98 percent / NH2NH2 / 4 h / 25 °C
5: 97 percent / pyridine / 0.25 h / 25 °C
6: 34 percent / Na2CO3 / ethane-1,2-diol / 0.08 h / 170 °C
7: 59 percent / HCl / methanol / 12 h / 25 °C
View Scheme

: 112373-16-7
4,5-diiodo-3-methoxy-2-(methoxycarbonyl)pyrrole

: 82-89-3
4-methoxy-5-[(Z)-(5-methyl-4-pentyl-2H-pyrrol-2-ylidene)methyl]-1H,1'H-2,2'-bipyrrole

Conditions

Conditions	Yield
Multi-step reaction with 8 steps 1: 96 percent / H2, K2CO3 / Pd/C / methanol / 3 h / 25 °C 2: 1.) NaH / 1.) THF, 65 deg C, 14 h, 2.) THF, 25 deg C, 15 min 3: 96 percent / polymer-supported Pd(II) acetate / acetic acid / 80 °C / var. reag.: Pd(OAc)2 in CH3COOH, Pd(OOCCF3)2 in CF3COOH 4: 88 percent / LiOCH3 / methanol / 0.08 h / 25 °C 5: 98 percent / NH2NH2 / 4 h / 25 °C 6: 97 percent / pyridine / 0.25 h / 25 °C 7: 34 percent / Na2CO3 / ethane-1,2-diol / 0.08 h / 170 °C 8: 59 percent / HCl / methanol / 12 h / 25 °C View Scheme

Yield

Multi-step reaction with 8 steps
1: 96 percent / H2, K2CO3 / Pd/C / methanol / 3 h / 25 °C
2: 1.) NaH / 1.) THF, 65 deg C, 14 h, 2.) THF, 25 deg C, 15 min
3: 96 percent / polymer-supported Pd(II) acetate / acetic acid / 80 °C / var. reag.: Pd(OAc)2 in CH3COOH, Pd(OOCCF3)2 in CF3COOH
4: 88 percent / LiOCH3 / methanol / 0.08 h / 25 °C
5: 98 percent / NH2NH2 / 4 h / 25 °C
6: 97 percent / pyridine / 0.25 h / 25 °C
7: 34 percent / Na2CO3 / ethane-1,2-diol / 0.08 h / 170 °C
8: 59 percent / HCl / methanol / 12 h / 25 °C
View Scheme

: 818-08-6
di(n-butyl)tin oxide

: 82-89-3
4-methoxy-5-[(Z)-(5-methyl-4-pentyl-2H-pyrrol-2-ylidene)methyl]-1H,1'H-2,2'-bipyrrole

: C28H41N3OSn

Conditions

Conditions	Yield
In methanol at 65℃;	100%