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4684-28-0

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Basic Information

Molecular Structure:
CAS No.:	4684-28-0
Name:	[7(S)-(1alpha,.2beta,4beta,5alpha,7beta)]-3-oxa-9-azatricyclo[3.3.1.02,4]non-7-yl (hydroxymethyl)phenylacetate
Article Data:	7

Formula:	C₁₆H₁₉NO₄
Molecular Weight:	289.331
Synonyms:	Nor Scopolamine;Adiposettin;Reduform;Minusin;Norscopolamin;Hyoscine impurity A;Hyoscine hydrobromide impurity B;Amorphan;d-Norpseudoephedrine hydrochloride;
Density:	1.34g/cm³
Boiling Point:	474.7°Cat760mmHg
Flash Point:	240.9°C
PSA:	71.09000
LogP:	0.90470

Synthetic route

: 51-34-3, 138-12-5, 64069-63-2, 124917-17-5
scopolamine

: 4684-28-0
Norscopolamine

Conditions	Yield
With sodium perchlorate; water for 3h; Electrochemical reaction; Green chemistry;	83%
Stage #1: scopolamine With 1,4-diaza-bicyclo[2.2.2]octane; tri(4-tolyl)aminium hexafluorophosphate In acetonitrile at -5℃; Inert atmosphere; Stage #2: In tetrahydrofuran; acetonitrile at 0℃; Inert atmosphere; regioselective reaction;	36%

: 114-49-8
hyoscine hydrobromide

: 4684-28-0
Norscopolamine

Conditions	Yield
With potassium permanganate; potassium carbonate
(i) Ac2O, (ii) aq. Na2CO3, KMnO4, (iii) aq. HCl; Multistep reaction;
With potassium permanganate; sulfuric acid; sodium carbonate In water at 30℃; for 2h; (pH=7); Yield given;

: 5027-68-9
(S)-3-acetoxy-2-phenyl-propionic acid (1rN,2tH,4tH,5cN)-3-oxa-9-aza-tricyclo[3.3.1.02,4]non-7t-yl ester

: 4684-28-0
Norscopolamine

Conditions	Yield
With hydrogenchloride for 1h; Heating;

: 25645-57-2
(-)-N-Chlorformyl-O-acetylnorscopolamin

: 4684-28-0
Norscopolamine

Conditions	Yield
(i) H2O, (ii) aq. HCl; Multistep reaction;
Multi-step reaction with 2 steps 1: H2O / 1 h / 93 °C 2: 1.) 36percent HCl; 2.) NaOH / 1.) H2O, 2 h, RT; 2.) H2O, 10 deg C to 15 deg C View Scheme
Multi-step reaction with 3 steps 1: H2O / 1 h / 93 °C 2: 1.) 36percent HCl; 2.) NaOH / 1.) H2O, 2 h, RT; 2.) H2O, 10 deg C to 15 deg C 3: 20percent HCl View Scheme

: 25650-60-6
(S)-3-hydroxy-2-phenyl-propionic acid 9-formyl-(1rN,2tH,4tH,5cN)-3-oxa-9-aza-tricyclo[3.3.1.02,4]non-7t-yl ester; hydrochloride

: 4684-28-0
Norscopolamine

Conditions	Yield
With hydrogenchloride at 75℃; for 0.5h;

: 25650-58-2
(-)-Formylnorscopollamin

: 4684-28-0
Norscopolamine

Conditions	Yield
With hydrogenchloride

: (-)-O-Acetylnorscopolamin-hydrochlorid

A: 4684-28-0
Norscopolamine

B: 25650-58-2
(-)-Formylnorscopollamin

Conditions	Yield
With hydrogenchloride; sodium hydroxide 1.) H2O, 2 h, RT; 2.) H2O, 10 deg C to 15 deg C;

: (-)-O-Acetylnorscopolamin-hydrochlorid

: 4684-28-0
Norscopolamine

Conditions	Yield
Multi-step reaction with 2 steps 1: 1.) 36percent HCl; 2.) NaOH / 1.) H2O, 2 h, RT; 2.) H2O, 10 deg C to 15 deg C 2: 20percent HCl View Scheme

: 6820-79-7
9-methyl-3-oxa-9-azatricyclo[3.3.1.0(2,4)]non-7-yl-3'-(acetyloxy)-2'-phenyl propanoate

: 4684-28-0
Norscopolamine

Conditions	Yield
Multi-step reaction with 3 steps 1: 81.2 percent / toluene / 1.) 5 h, RT; 2.) 4 d, RT 2: H2O / 1 h / 93 °C 3: 1.) 36percent HCl; 2.) NaOH / 1.) H2O, 2 h, RT; 2.) H2O, 10 deg C to 15 deg C View Scheme
Multi-step reaction with 4 steps 1: 81.2 percent / toluene / 1.) 5 h, RT; 2.) 4 d, RT 2: H2O / 1 h / 93 °C 3: 1.) 36percent HCl; 2.) NaOH / 1.) H2O, 2 h, RT; 2.) H2O, 10 deg C to 15 deg C 4: 20percent HCl View Scheme
Multi-step reaction with 2 steps 1: COCl2 / CH2Cl2 2: (i) H2O, (ii) aq. HCl View Scheme

: C19H22ClNO6

: 4684-28-0
Norscopolamine

Conditions	Yield
In methanol for 2h; Heating;	0.20 g

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