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Basic Information
CAS No.: 604-82-0
Name: (4aS,4bR,10bS,12aS)-8-hydroxy-12a-methyl-3,4,4a,4b,5,6,10b,11,12,12a-decahydro-2H-naphtho[2,1-f]chromen-2-one
Molecular Structure:
Molecular Structure of 604-82-0 ((4aS,4bR,10bS,12aS)-8-hydroxy-12a-methyl-3,4,4a,4b,5,6,10b,11,12,12a-decahydro-2H-naphtho[2,1-f]chromen-2-one)
Formula: C18H22O3
Molecular Weight: 286.371
Synonyms: 3-Hydroxy-17a-oxa-D-homo-oestra-1,3,5(10)-trien-17-on;3-Hydroxy-D-homo-17a-oxaestra-1,3,5(10)-trien-17-one;3-hydroxy-17a-oxa-D-homo-estra-1,3,5(10)-trien-17-one;estrololactone;(4as,4br,10bs,12as)-8-hydroxy-12a-methyl-3,4,4a,4b,5,6,10b,11,12,12a-decahydro-2h-naphtho[2,1-f]chromen-2-one;oestralactone;
Density: 1.188g/cm3
Boiling Point: 496.5°Cat760mmHg
Flash Point: 210.7°C
PSA: 46.53000
LogP: 3.54390
Related products
Synthetic route
53-16-7

Estrone

604-82-0

(4aS,4bR,10bS,12aS)-8-hydroxy-12a-methyl-3,4,4a,4b,5,6,10b,11,12,12a-decahydro-2H-naphtho[2,1-f]chromen-2-one

Conditions
ConditionsYield
With calcium tetrakis(pentafluorophenyl)borate undecahydrate; dihydrogen peroxide; oxalic acid In 1,2-dichloro-ethane at 50℃; for 4h; Baeyer-Villiger Ketone Oxidation; regioselective reaction;88%

C17H21O4(1-)*Na(1+)

604-82-0

(4aS,4bR,10bS,12aS)-8-hydroxy-12a-methyl-3,4,4a,4b,5,6,10b,11,12,12a-decahydro-2H-naphtho[2,1-f]chromen-2-one

Conditions
ConditionsYield
With hydrogenchloride84%
5128-18-7

3-acetoxy-17a-oxa-D-homo-estra-1,3,5(10)-trien-17-one

604-82-0

(4aS,4bR,10bS,12aS)-8-hydroxy-12a-methyl-3,4,4a,4b,5,6,10b,11,12,12a-decahydro-2H-naphtho[2,1-f]chromen-2-one

Conditions
ConditionsYield
With sodium hydroxide Behandeln der Reaktionsloesung mit Kohlendioxid und anschliessendes Ansaeuern mit wss. Salzsaeure;
3-hydroxy-estra-1,3,5(10)-trien-17-one

3-hydroxy-estra-1,3,5(10)-trien-17-one

604-82-0

(4aS,4bR,10bS,12aS)-8-hydroxy-12a-methyl-3,4,4a,4b,5,6,10b,11,12,12a-decahydro-2H-naphtho[2,1-f]chromen-2-one

Conditions
ConditionsYield
With sodium hydroxide; dihydrogen peroxide Ansaeuern des Reaktionsgemisches mit wss. Salzsaeure;
3-acetoxy-17,17-bis-hydroperoxy-estra-1,3,5(10)-triene

3-acetoxy-17,17-bis-hydroperoxy-estra-1,3,5(10)-triene

A

604-82-0

(4aS,4bR,10bS,12aS)-8-hydroxy-12a-methyl-3,4,4a,4b,5,6,10b,11,12,12a-decahydro-2H-naphtho[2,1-f]chromen-2-one

B

3-hydroxy-17a-oxa-D-homo-13α-estra-1,3,5(10-trien-17-one

3-hydroxy-17a-oxa-D-homo-13α-estra-1,3,5(10-trien-17-one

Conditions
ConditionsYield
With toluene Erwaermen des Reaktionsgemisches mit wss.-methanol. Natronlauge und anschliessendes Ansaeuern mit wss. Salzsaeure;
3-acetoxy-17,17-bis-hydroperoxy-estra-1,3,5(10)-triene

3-acetoxy-17,17-bis-hydroperoxy-estra-1,3,5(10)-triene

A

604-82-0

(4aS,4bR,10bS,12aS)-8-hydroxy-12a-methyl-3,4,4a,4b,5,6,10b,11,12,12a-decahydro-2H-naphtho[2,1-f]chromen-2-one

B

604-82-0, 6869-53-0

3-hydroxy-17a-oxa-D-homo-13α-estra-1,3,5(10)-trien-17-one

Conditions
ConditionsYield
With toluene Erwaermen des Reaktionsgemisches mit wss.-methanol. Natronlauge und anschliessendes Ansaeuern mit wss. Salzsaeure;
901-93-9

estrone acetate

604-82-0

(4aS,4bR,10bS,12aS)-8-hydroxy-12a-methyl-3,4,4a,4b,5,6,10b,11,12,12a-decahydro-2H-naphtho[2,1-f]chromen-2-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: acetic acid; aqueous hydrogen peroxide / unter Lichtausschluss
2: aqueous methanol. NaOH-solution / Behandeln der Reaktionsloesung mit Kohlendioxid und anschliessendes Ansaeuern mit wss. Salzsaeure
View Scheme
604-82-0

(4aS,4bR,10bS,12aS)-8-hydroxy-12a-methyl-3,4,4a,4b,5,6,10b,11,12,12a-decahydro-2H-naphtho[2,1-f]chromen-2-one

17-oxo-17a-homo-17a-oxaestra-1,3,5(10)-trien-3-yl sulfamate

Conditions
ConditionsYield
With sulphamoyl chloride In N,N-dimethyl acetamide at 0 - 20℃; for 6h; sulfamoylation;89%
With sulphamoyl chloride; sodium hydride In DMF (N,N-dimethyl-formamide); toluene at 20℃;54%
604-82-0

(4aS,4bR,10bS,12aS)-8-hydroxy-12a-methyl-3,4,4a,4b,5,6,10b,11,12,12a-decahydro-2H-naphtho[2,1-f]chromen-2-one

109-94-4

formic acid ethyl ester

95237-26-6

3-hydroxy-16-(hydroxymethylene)-17-oxo-17a-oxa-D-homo-estra-1,3,5(10)-triene

Conditions
ConditionsYield
In N,N-dimethyl-formamide76%
98-88-4

benzoyl chloride

604-82-0

(4aS,4bR,10bS,12aS)-8-hydroxy-12a-methyl-3,4,4a,4b,5,6,10b,11,12,12a-decahydro-2H-naphtho[2,1-f]chromen-2-one

3-benzoyloxy-17a-oxa-D-homo-estra-1,3,5(10)-trien-17-one

Conditions
ConditionsYield
With pyridine
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