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135-97-7

135-97-7

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135-97-7 Usage

Chemical Properties

White crystalline powder

Uses

ψ-Tropine is used in the preparation of novel nicotinic receptor agonists.

Check Digit Verification of cas no

The CAS Registry Mumber 135-97-7 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,3 and 5 respectively; the second part has 2 digits, 9 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 135-97:
(5*1)+(4*3)+(3*5)+(2*9)+(1*7)=57
57 % 10 = 7
So 135-97-7 is a valid CAS Registry Number.
InChI:InChI=1/C8H15NO/c1-9-6-2-3-7(9)5-8(10)4-6/h6-8,10H,2-5H2,1H3/t6-,7+,8-

135-97-7SDS

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 pseudotropine

1.2 Other means of identification

Product number -
Other names 8-Azabicyclo[3.2.1]octan-3-ol, 8-methyl-, exo-

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:135-97-7 SDS

135-97-7Synthetic route

formaldehyd
50-00-0

formaldehyd

(1R,3R,5S)-8-azabicyclo[3.2.1]octan-3-ol
501-33-7

(1R,3R,5S)-8-azabicyclo[3.2.1]octan-3-ol

pseudotropine
135-97-7

pseudotropine

Conditions
ConditionsYield
With sodium tetrahydroborate91%
tropinone
532-24-1

tropinone

pseudotropine
135-97-7

pseudotropine

Conditions
ConditionsYield
With lithium borohydride In tetrahydrofuran a) -78 deg C, 6 h, b) RT, overnight;85%
With 2-methyl-propan-1-ol; sodium; toluene
With lithium borohydride In tetrahydrofuran at -78℃;
N-(ethoxycarbonyl)nortropacocaine
95687-86-8

N-(ethoxycarbonyl)nortropacocaine

pseudotropine
135-97-7

pseudotropine

Conditions
ConditionsYield
With lithium aluminium tetrahydride In tetrahydrofuran Heating;67%
With lithium aluminium tetrahydride In tetrahydrofuran for 6h; Heating;67%
tropinone hydrochloride
4827-85-4

tropinone hydrochloride

A

8,8'-dimethyl-3,3'-dihydroxy-3,3'-bi(8-azabicyclo<3.2.1>octyl)
85089-40-3

8,8'-dimethyl-3,3'-dihydroxy-3,3'-bi(8-azabicyclo<3.2.1>octyl)

B

8-methyl-3-hydroxy-3-(1-hydroxy-1-methylethyl)-8-azabicyclo<3.2.1>octane

8-methyl-3-hydroxy-3-(1-hydroxy-1-methylethyl)-8-azabicyclo<3.2.1>octane

C

3-tropanol
120-29-6

3-tropanol

D

pseudotropine
135-97-7

pseudotropine

Conditions
ConditionsYield
With isopropyl alcohol for 22h; Heating; Irradiation; PRK-2 mercury-quartz lamp;A 5%
B 22%
C 46%
D 32%
tropinone hydrochloride
4827-85-4

tropinone hydrochloride

isopropyl alcohol
67-63-0

isopropyl alcohol

A

8,8'-dimethyl-3,3'-dihydroxy-3,3'-bi(8-azabicyclo<3.2.1>octyl)
85089-40-3

8,8'-dimethyl-3,3'-dihydroxy-3,3'-bi(8-azabicyclo<3.2.1>octyl)

B

8-methyl-3-hydroxy-3-(1-hydroxy-1-methylethyl)-8-azabicyclo<3.2.1>octane

8-methyl-3-hydroxy-3-(1-hydroxy-1-methylethyl)-8-azabicyclo<3.2.1>octane

C

3-tropanol
120-29-6

3-tropanol

D

pseudotropine
135-97-7

pseudotropine

Conditions
ConditionsYield
for 22h; Heating; Irradiation; PRK-2 mercury-quartz lamp;A 5%
B 22%
C 46%
D 32%
3-iodo-tropane

3-iodo-tropane

A

tropidine
529-18-0

tropidine

B

pseudotropine
135-97-7

pseudotropine

Conditions
ConditionsYield
With hydrogenchloride at 185 - 190℃; im Rohr;
tropinone
532-24-1

tropinone

A

Tropanol
7432-10-2, 911648-75-4

Tropanol

B

pseudotropine
135-97-7

pseudotropine

Conditions
ConditionsYield
elektrolytischen Reduktion,in alkal.Loesung;
elektrolytischen Reduktion,in alkal.Loesung;weitere Nebenprodukt:Tropan;
With hydrogen iodide; zinc at 0℃; weitere Nebenprodukt:Tropan;
tropinone
532-24-1

tropinone

A

3-tropanol
120-29-6

3-tropanol

B

pseudotropine
135-97-7

pseudotropine

Conditions
ConditionsYield
With aluminum isopropoxide; isopropyl alcohol
With sodium tetrahydroborate In ethanol for 1h;A 91 mg
B 519 mg
tropinone
532-24-1

tropinone

A

8,8'-dimethyl-3,3'-dihydroxy-3,3'-bi(8-azabicyclo<3.2.1>octyl)
85089-40-3

8,8'-dimethyl-3,3'-dihydroxy-3,3'-bi(8-azabicyclo<3.2.1>octyl)

B

pseudotropine
135-97-7

pseudotropine

Conditions
ConditionsYield
With sodium amalgam
Tropanol
7432-10-2, 911648-75-4

Tropanol

pseudotropine
135-97-7

pseudotropine

Conditions
ConditionsYield
elektrolytischen Oxydation in saurer oder swach alkalischer Loesung;arbeitet ohne Diaphragma an der Kathode;
tropane-3exo-ol-8-oxide
32663-70-0, 32663-71-1, 35772-43-1

tropane-3exo-ol-8-oxide

pseudotropine
135-97-7

pseudotropine

Conditions
ConditionsYield
With sulfur dioxide
tropinone
532-24-1

tropinone

pseudotropine
135-97-7

pseudotropine

Conditions
ConditionsYield
With potassium phosphate buffer; 2-aminoethanoic acid hydrochloride; tris hydrochloride; NADPH; tropinone reductase enzym for 2h;
(1R,3r,5S)-3-tropoyloxytropanium sulfate
55-48-1, 300-40-3, 620-61-1, 1867-24-9, 2472-17-5, 2623-69-0, 14844-27-0, 5908-99-6

(1R,3r,5S)-3-tropoyloxytropanium sulfate

A

tropinone
532-24-1

tropinone

B

β-Belladonnin
510-25-8, 5878-33-1, 6696-63-5, 23852-32-6

β-Belladonnin

C

α-Belladonnin
510-25-8, 5878-33-1, 6696-63-5, 23852-32-6

α-Belladonnin

D

3-tropanol
120-29-6

3-tropanol

E

pseudotropine
135-97-7

pseudotropine

F

apoatropine
500-55-0

apoatropine

Conditions
ConditionsYield
In water for 720h; Irradiation; decomposition in aq. solution; stability after storage in glass and polyethylene containers under various conditions (pH-value, temp., oxidative effects, irradiation);
atropine sulphate
55-48-1, 300-40-3, 620-61-1, 1867-24-9, 2472-17-5, 2623-69-0, 14844-27-0

atropine sulphate

β-Belladonnin
510-25-8, 5878-33-1, 6696-63-5, 23852-32-6

β-Belladonnin

B

Apoatropin
16175-59-0

Apoatropin

α-Belladonnin
510-25-8, 5878-33-1, 6696-63-5, 23852-32-6

α-Belladonnin

D

pseudotropine
135-97-7

pseudotropine

Conditions
ConditionsYield
In water at 100℃; for 15h; Mechanism; pH=8-9; also 100 degC, pH=3-4, 184 h; 100 degC, pH=6-7, 320 h; 90 degC, 20 d; 90 degC, 14 month's;
trans-3β-(cinnamoyloxy)tropane
126394-78-3

trans-3β-(cinnamoyloxy)tropane

A

(E)-3-phenylacrylic acid
140-10-3

(E)-3-phenylacrylic acid

B

pseudotropine
135-97-7

pseudotropine

Conditions
ConditionsYield
With barium dihydroxide Product distribution;
tropinone
532-24-1

tropinone

platinum/charcoal

platinum/charcoal

pseudotropine
135-97-7

pseudotropine

Conditions
ConditionsYield
in mineralsaurer Loesung.Hydrogenation;
tropinone
532-24-1

tropinone

platinum

platinum

pseudotropine
135-97-7

pseudotropine

Conditions
ConditionsYield
in mineralsaurer Loesung.Hydrogenation;
hydrogenchloride
7647-01-0

hydrogenchloride

tropinone
532-24-1

tropinone

sodium amalgam

sodium amalgam

pseudotropine
135-97-7

pseudotropine

Tropanol
7432-10-2, 911648-75-4

Tropanol

sodium pentylate solution

sodium pentylate solution

pseudotropine
135-97-7

pseudotropine

ethanol
64-17-5

ethanol

tropinone
532-24-1

tropinone

sodium

sodium

pseudotropine
135-97-7

pseudotropine

tropane-3exo-ol-8-oxide
32663-70-0, 32663-71-1, 35772-43-1

tropane-3exo-ol-8-oxide

sulfur dioxide

sulfur dioxide

pseudotropine
135-97-7

pseudotropine

tigloidine

tigloidine

pseudotropine
135-97-7

pseudotropine

Conditions
ConditionsYield
With barium dihydroxide
(+/-)-2-(carbomethoxy)-3-tropinone
36127-17-0

(+/-)-2-(carbomethoxy)-3-tropinone

sodium amalgam

sodium amalgam

acid

acid

A

pseudotropine
135-97-7

pseudotropine

B

(+-)-ecgonine methyl ester

(+-)-ecgonine methyl ester

C

(+-)-pseudoecgonine methyl ester

(+-)-pseudoecgonine methyl ester

dihydrogen peroxide
7722-84-1

dihydrogen peroxide

acetone
67-64-1

acetone

tropacocain
537-26-8

tropacocain

A

tropacocaine-N oxide
35772-45-3

tropacocaine-N oxide

B

pseudotropine
135-97-7

pseudotropine

α-tropidine hydrobromide

α-tropidine hydrobromide

A

tropidine
529-18-0

tropidine

B

pseudotropine
135-97-7

pseudotropine

Conditions
ConditionsYield
With water at 200℃; im Rohr;
With mineral acid at 200℃; im Rohr;
3-iodo-tropane

3-iodo-tropane

hydrogenchloride
7647-01-0

hydrogenchloride

Tropidin
529-18-0, 122709-67-5

Tropidin

B

pseudotropine
135-97-7

pseudotropine

Conditions
ConditionsYield
at 185 - 190℃; im Rohr;
homatropine
114173-36-3

homatropine

aq. barium hydroxide solution

aq. barium hydroxide solution

A

MANDELIC ACID
611-71-2, 611-72-3, 17199-29-0, 90-64-2

MANDELIC ACID

B

pseudotropine
135-97-7

pseudotropine

Conditions
ConditionsYield
at 60℃;
homatropine
114173-36-3

homatropine

mineral acid

mineral acid

A

MANDELIC ACID
611-71-2, 611-72-3, 17199-29-0, 90-64-2

MANDELIC ACID

B

pseudotropine
135-97-7

pseudotropine

hydrogenchloride
7647-01-0

hydrogenchloride

tropacocain
537-26-8

tropacocain

A

benzoic acid
65-85-0

benzoic acid

B

pseudotropine
135-97-7

pseudotropine

hydrobromide of tropidine

hydrobromide of tropidine

A

Tropanol
7432-10-2, 911648-75-4

Tropanol

B

pseudotropine
135-97-7

pseudotropine

Conditions
ConditionsYield
With hydrogen bromide at 35℃; Erhitzen des Reaktionsprodukts mit Wasser auf 160grad;
pseudotropine
135-97-7

pseudotropine

trichloromethyl chloroformate
503-38-8

trichloromethyl chloroformate

exo-8-methyl-8-azabicyclo<3.2.1>oct-3-yl chloroformate hydrochloride
123259-28-9

exo-8-methyl-8-azabicyclo<3.2.1>oct-3-yl chloroformate hydrochloride

Conditions
ConditionsYield
In acetonitrile 1.) O deg C, 30 min, 2.) RT, 24 h;95%
pseudotropine
135-97-7

pseudotropine

tropinone
532-24-1

tropinone

Conditions
ConditionsYield
With pyridinium chlorochromate In dichloromethane at 20℃;95%
benzoyl chloride
98-88-4

benzoyl chloride

pseudotropine
135-97-7

pseudotropine

tropacocain
537-26-8

tropacocain

Conditions
ConditionsYield
With triethylamine In toluene for 4h; Reflux;90%
With TEA In toluene for 3h; Heating;
methanesulfonyl chloride
124-63-0

methanesulfonyl chloride

pseudotropine
135-97-7

pseudotropine

endo-3-methanesulfonyloxy-8-methyl-8-azabicyclo[3.2.1]octane
35136-87-9

endo-3-methanesulfonyloxy-8-methyl-8-azabicyclo[3.2.1]octane

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dichloromethane at -5℃; for 1.25h; Product distribution / selectivity;88.1%
Stage #1: pseudotropine With triethylamine In tetrahydrofuran at 20℃; for 0.5h;
Stage #2: methanesulfonyl chloride In tetrahydrofuran at -5 - 15℃; Product distribution / selectivity;		88%
With triethylamine In dichloromethane at -10.4 - -3℃; for 1.25 - 4.58h; Conversion of starting material;78.1%
With triethylamine In dichloromethane at -10.4 - -3℃; for 0.5 - 4.58h; Product distribution / selectivity;78.1%
allyl bromide
106-95-6

allyl bromide

pseudotropine
135-97-7

pseudotropine

(1R,3s,5S)-3-(allyloxy)-8-methyl-8-azabicyclo[3.2.1]octane

(1R,3s,5S)-3-(allyloxy)-8-methyl-8-azabicyclo[3.2.1]octane

Conditions
ConditionsYield
Stage #1: pseudotropine With sodium hydride In tetrahydrofuran; N,N-dimethyl-formamide for 0.0833333h; Inert atmosphere;
Stage #2: allyl bromide In tetrahydrofuran; N,N-dimethyl-formamide at 20℃; for 16h; Inert atmosphere;		75%
Stage #1: pseudotropine With sodium hydride In N,N-dimethyl-formamide at 0 - 20℃; for 2.16667h;
Stage #2: allyl bromide In N,N-dimethyl-formamide at 0 - 20℃;		44%
m-Fluorobenzonitrile
403-54-3

m-Fluorobenzonitrile

pseudotropine
135-97-7

pseudotropine

3-endo-(8-methyl-8-azabicyclo[3.2.1]octan-3-yloxy)benzonitrile
1007457-06-8

3-endo-(8-methyl-8-azabicyclo[3.2.1]octan-3-yloxy)benzonitrile

Conditions
ConditionsYield
Stage #1: pseudotropine With sodium hydride In tetrahydrofuran; mineral oil at 0 - 20℃;
Stage #2: m-Fluorobenzonitrile In tetrahydrofuran; mineral oil at 50℃;		73%
N-(4'-hydroxy-[1,1'-biphenyl]-4-yl)-3',6-dimethoxy-[1,1'-biphenyl]-3-carboxamide

N-(4'-hydroxy-[1,1'-biphenyl]-4-yl)-3',6-dimethoxy-[1,1'-biphenyl]-3-carboxamide

pseudotropine
135-97-7

pseudotropine

3',6-dimethoxy-N-(4'-(((1R,3s,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl)oxy)-[1,1'-biphenyl]-4-yl)-[1,1'-biphenyl]-3-carboxamide

3',6-dimethoxy-N-(4'-(((1R,3s,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl)oxy)-[1,1'-biphenyl]-4-yl)-[1,1'-biphenyl]-3-carboxamide

Conditions
ConditionsYield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran for 2h;71%
2-chloro-5-phenyl-[1,3,4]thiadiazole
13373-11-0

2-chloro-5-phenyl-[1,3,4]thiadiazole

pseudotropine
135-97-7

pseudotropine

C16H19N3OS

C16H19N3OS

Conditions
ConditionsYield
Stage #1: pseudotropine With sodium hydride In tetrahydrofuran at 20℃; for 0.5h;
Stage #2: 2-chloro-5-phenyl-[1,3,4]thiadiazole In tetrahydrofuran at 50℃; for 2h;		66%
14-O-[(acetylthio)acetyl]mutilin
1227078-70-7

14-O-[(acetylthio)acetyl]mutilin

methanesulfonyl chloride
124-63-0

methanesulfonyl chloride

pseudotropine
135-97-7

pseudotropine

[[(3-exo)-8-methyl-8-azabicyclo[3.2.1]oct-3-yl]thio]-,(3aS,4R,5S,6S,8R,9R,9aR,10R)-6-ethenyldecahydro-5-hydroxy-4,6,9,10-tetramethyl-1-oxo-3a,9-propano-3aH-cyclopentacycloocten-8-yl ester
224452-64-6

[[(3-exo)-8-methyl-8-azabicyclo[3.2.1]oct-3-yl]thio]-,(3aS,4R,5S,6S,8R,9R,9aR,10R)-6-ethenyldecahydro-5-hydroxy-4,6,9,10-tetramethyl-1-oxo-3a,9-propano-3aH-cyclopentacycloocten-8-yl ester

Conditions
ConditionsYield
Stage #1: methanesulfonyl chloride; pseudotropine With triethylamine In acetone at 0 - 25℃; for 3h;
Stage #2: 14-O-[(acetylthio)acetyl]mutilin With ethylenediamine In toluene at 35℃; for 24h; Product distribution / selectivity; Inert atmosphere;		41%
6-fluoroindole-3-carboxylic acid
23077-44-3

6-fluoroindole-3-carboxylic acid

pseudotropine
135-97-7

pseudotropine

(1R,3R,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl 6-fluoro-1H-indole-3-carboxylate

(1R,3R,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl 6-fluoro-1H-indole-3-carboxylate

Conditions
ConditionsYield
Stage #1: 6-fluoroindole-3-carboxylic acid With oxalyl dichloride In N,N-dimethyl-formamide at 0℃; for 2h; Inert atmosphere;
Stage #2: pseudotropine In dichloromethane at 0 - 20℃;		39.6%
1H-indole-3-carboxylic acid
771-50-6

1H-indole-3-carboxylic acid

pseudotropine
135-97-7

pseudotropine

tropisetron

tropisetron

Conditions
ConditionsYield
Stage #1: 1H-indole-3-carboxylic acid With thionyl chloride In dichloromethane at 20℃; for 2h; Inert atmosphere; Reflux;
Stage #2: pseudotropine With n-butyllithium In tetrahydrofuran; hexane at 5 - 20℃; for 16.5h; Inert atmosphere;		34%
4-fluoro-1-iodobenzene
352-34-1

4-fluoro-1-iodobenzene

trifluoroacetic acid
76-05-1

trifluoroacetic acid

pseudotropine
135-97-7

pseudotropine

(1R,3R,5S)-3-(4-iodophenoxy)-8-methyl-8-azabicyclo[3.2.1]octane trifluoroacetate

(1R,3R,5S)-3-(4-iodophenoxy)-8-methyl-8-azabicyclo[3.2.1]octane trifluoroacetate

Conditions
ConditionsYield
Stage #1: 4-fluoro-1-iodobenzene; pseudotropine With sodium hydride In N,N-dimethyl-formamide; mineral oil at 85℃; for 24h; Inert atmosphere;
Stage #2: trifluoroacetic acid		33%
1-chloro-4-(chloro(phenyl)methyl)benzene
134-83-8

1-chloro-4-(chloro(phenyl)methyl)benzene

pseudotropine
135-97-7

pseudotropine

3β-<(4'-chlorophenyl)phenylmethoxy>tropane hydrochloride

3β-<(4'-chlorophenyl)phenylmethoxy>tropane hydrochloride

Conditions
ConditionsYield
at 160℃;31%
benzophenone
119-61-9

benzophenone

pseudotropine
135-97-7

pseudotropine

A

tetraphenylethane-1,2-diol
464-72-2

tetraphenylethane-1,2-diol

B

(1R,3S,5S)-8-(2-Hydroxy-2,2-diphenyl-ethyl)-8-aza-bicyclo[3.2.1]octan-3-ol

(1R,3S,5S)-8-(2-Hydroxy-2,2-diphenyl-ethyl)-8-aza-bicyclo[3.2.1]octan-3-ol

Conditions
ConditionsYield
In benzene at 22 - 25℃; for 19h; Irradiation;A n/a
B 31%
mutilin 14-methanesulfonyloxyacetate

mutilin 14-methanesulfonyloxyacetate

pseudotropine
135-97-7

pseudotropine

mutilin 14-(exo-8-methyl-8-azabicyclo[3.2.1]oct-3-ylsulfanyl)-acetate

mutilin 14-(exo-8-methyl-8-azabicyclo[3.2.1]oct-3-ylsulfanyl)-acetate

Conditions
ConditionsYield
17%
acetone
67-64-1

acetone

pseudotropine
135-97-7

pseudotropine

A

2,3-dimethyl-2,3-butane diol
76-09-5

2,3-dimethyl-2,3-butane diol

B

(1R,3S,5S)-8-(2-Hydroxy-2-methyl-propyl)-8-aza-bicyclo[3.2.1]octan-3-ol

(1R,3S,5S)-8-(2-Hydroxy-2-methyl-propyl)-8-aza-bicyclo[3.2.1]octan-3-ol

Conditions
ConditionsYield
In benzene at 22 - 25℃; for 19h; Irradiation;A n/a
B 15%
1-bromo-butane
109-65-9

1-bromo-butane

pseudotropine
135-97-7

pseudotropine

8anti-butyl-3exo-hydroxy-8syn-methyl-nortropanium; bromide
17812-42-9

8anti-butyl-3exo-hydroxy-8syn-methyl-nortropanium; bromide

Conditions
ConditionsYield
With acetonitrile
diphenylacetic acid chloride
1871-76-7

diphenylacetic acid chloride

pseudotropine
135-97-7

pseudotropine

3exo-diphenylacetoxy-tropane
119113-39-2

3exo-diphenylacetoxy-tropane

2-Chlor-2,2-diphenylacetamid
722-96-3

2-Chlor-2,2-diphenylacetamid

pseudotropine
135-97-7

pseudotropine

A

N,N'-dibenzhydryl-urea
6744-64-5

N,N'-dibenzhydryl-urea

B

diphenyl-tropane-3exo-yloxy-acetic acid amide

diphenyl-tropane-3exo-yloxy-acetic acid amide

Conditions
ConditionsYield
With sodium carbonate; benzene at 125℃;
cinnamic acid anhydride
538-56-7

cinnamic acid anhydride

pseudotropine
135-97-7

pseudotropine

trans-3β-(cinnamoyloxy)tropane
126394-78-3

trans-3β-(cinnamoyloxy)tropane

Conditions
ConditionsYield
With water

135-97-7Upstream product

135-97-7Downstream Products

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