(-)-Corey aldehyde benzoate supplier

Name
(-)-Corey aldehyde benzoate
EINECS
CAS No. 39746-01-5
Article Data17
CAS DataBase
Density 1.33 g/cm³
Solubility
Melting Point 128-138 °C(lit.)
Formula C₁₅H₁₄O₅
Boiling Point 470.427 °C at 760 mmHg
Molecular Weight 274.273
Flash Point 211.802 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 2H-Cyclopenta[b]furan-4-carboxaldehyde,5-(benzoyloxy)hexahydro-2-oxo-, [3aR-(3aa,4a,5b,6aa)]-;(1S,5R,6R,7R)-6-Formyl-7-(benzyloxy)-2-oxabicyclo[3.3.0]octan-3-one;3b-Benzoyloxy-2b-carboxaldehyde-5a-hydroxy-1a-cyclopentaneacetic acid g-lactone;PGX 5;
PSA 69.67000
LogP 1.36250

Synthetic route

: 39746-00-4
(1S,5R,6S,7R)-7-benzoyloxy-6-hydroxymethyl-2-oxabicyclo[3.3.0]octan-3-one

: 39746-01-5
(1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one

Conditions

Conditions	Yield
With Dess-Martin periodane In dichloromethane at 0 - 20℃; for 1h;	100%
With Dess-Martin periodane In dichloromethane at 0 - 10℃; for 2h;	96.7%
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; trichloroisocyanuric acid; carbonic acid dimethyl ester In ethyl acetate at 0 - 5℃; Inert atmosphere;	95.6%

: 39746-00-4
(1S,5R,6S,7R)-7-benzoyloxy-6-hydroxymethyl-2-oxabicyclo[3.3.0]octan-3-one

A: 51260-12-9
(1S,5S)-3-oxo-2-oxabicyclo<3.3.0>oct-6-en-6-carbaldehyde

B: 39746-01-5
(1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one

Conditions

Conditions	Yield
With sulfur trioxide pyridine complex Inert atmosphere;

: 39746-01-5
(1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one

: 51260-12-9
(1S,5S)-3-oxo-2-oxabicyclo<3.3.0>oct-6-en-6-carbaldehyde

Conditions

Conditions	Yield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In dichloromethane at -78℃; for 1h; Elimination;	100%

: 500871-68-1
dimethyl (7-((tert-butyldimethylsilyl)oxy)-2-oxoheptyl)phosphonate

: 39746-01-5
(1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one

: (3aR,4R,5R,6aS)-4-(E)-8-(tert-butyldimethylsilyloxy)-3-oxooct-1-enyl-2-oxohexahydro-2H-cyclopenta[b]furan-5-yl benzoate

Conditions

Conditions	Yield
Stage #1: dimethyl (7-((tert-butyldimethylsilyl)oxy)-2-oxoheptyl)phosphonate With sodium hydride In tetrahydrofuran; mineral oil at 0 - 20℃; for 1h; Inert atmosphere; Stage #2: (1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one In tetrahydrofuran; mineral oil at 0 - 20℃; for 2.5h; Inert atmosphere;	100%

: 39746-01-5
(1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one

: 1099-45-2
ethyl (triphenylphosphoranylidene)acetate

: 1027275-03-1
Benzoic acid (3aR,4R,5R,6aS)-4-((E)-2-ethoxycarbonyl-vinyl)-2-oxo-hexahydro-cyclopenta[b]furan-5-yl ester

Conditions

Conditions	Yield
In benzene at 20℃; for 0.5h; Wittig reaction;	98%

: 41693-11-2
1-(triphenylphosphoranylidene)-2-hexanone

: 39746-01-5
(1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one

: C21H24O5

Conditions

Conditions	Yield
In dichloromethane at 20 - 25℃; for 8h; Wittig Olefination;	97.1%

: 36969-89-8
dimethyl 2-oxoheptylphosphonate

: 39746-01-5
(1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one

A: 49673-16-7
(3aR,6aS)-4-((E)-3-Oxo-oct-1-enyl)-3,3a,6,6a-tetrahydro-cyclopenta[b]furan-2-one

B: 40834-86-4
(3aR,4R,5R,6aS)-benzoic acid 2-oxo-4-[(1E)-3-oxo-oct-1-enyl]-hexahydro-cyclopenta[b]furan-5-yl ester

Conditions

Conditions	Yield
With sodium hexamethyldisilazane In tetrahydrofuran at -78 - 20℃; Horner-Emmons reaction;	A 1% B 96%

...Expand

: 61728-15-2
2-oxohexylphosphonic acid dimethyl ester

: 39746-01-5
(1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one

: 40834-86-4
(3aR,4R,5R,6aS)-benzoic acid 2-oxo-4-[(1E)-3-oxo-oct-1-enyl]-hexahydro-cyclopenta[b]furan-5-yl ester

Conditions

Conditions	Yield
With sodium hexamethyldisilazane In tetrahydrofuran at -78 - 20℃; Inert atmosphere;	96%

: (2,2-difluoro-3-phenoxypropyl) diethyl phosphate

: 39746-01-5
(1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one

: 209861-00-7
(3aR,4R,5R,6aS)-4-((E)-3,3-difluoro-4-phenoxybutan-1-en-1-yl)-hexahydro-2-oxo-2H-cyclopenta[b]furan-5-yl benzoate

Conditions

Conditions	Yield
Stage #1: (2,2-difluoro-3-phenoxypropyl) diethyl phosphate With sodium hydride In tetrahydrofuran; mineral oil at 0 - 30℃; for 0.25h; Inert atmosphere; Cooling with ice; Stage #2: (1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one In tetrahydrofuran; mineral oil at 40℃; for 2h;	93.6%

: 36969-89-8
dimethyl 2-oxoheptylphosphonate

: 39746-01-5
(1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one

: 40834-86-4
(3aR,4R,5R,6aS)-benzoic acid 2-oxo-4-[(1E)-3-oxo-oct-1-enyl]-hexahydro-cyclopenta[b]furan-5-yl ester

Conditions

Conditions	Yield
Stage #1: dimethyl 2-oxoheptylphosphonate With lithium hydroxide In tert-butyl methyl ether at 20℃; for 1h; Stage #2: (1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one In tert-butyl methyl ether; water at 20℃; for 1h;	91.5%
Stage #1: dimethyl 2-oxoheptylphosphonate; (1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one With lithium chloride In tetrahydrofuran; dichloromethane at -20℃; for 2.5h; Stage #2: With triethylamine In tetrahydrofuran; dichloromethane at -5℃; for 19h;

: 40665-68-7
dimethyl (3-phenoxy-2-oxopropyl)phosphonate

: 39746-01-5
(1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one

: 51638-91-6
(3aR,4R,5R,6aS)-2-oxo-4-((E)-3-oxo-4-phenoxybut-1-en-1-yl)hexahydro-2H-cyclopenta[b]furan-5-yl benzoate

Conditions

Conditions	Yield
With sodium hydride Horner-Emmons reaction;	90%
Stage #1: dimethyl (3-phenoxy-2-oxopropyl)phosphonate With sodium hydride; zinc(II) chloride In tetrahydrofuran; mineral oil at 25 - 35℃; for 0.416667h; Inert atmosphere; Stage #2: (1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one In tetrahydrofuran; dichloromethane; mineral oil at 25 - 40℃; for 2.08333h; Inert atmosphere;	61%
Stage #1: dimethyl (3-phenoxy-2-oxopropyl)phosphonate With sodium hydroxide; zinc(II) chloride In tetrahydrofuran at 27℃; Inert atmosphere; Stage #2: (1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one In tetrahydrofuran at 27℃; for 15h; Inert atmosphere;	50%

: 1174193-89-5
4-phenyl-1-(1-phenyl-1H-tetrazole-5-sulfonyl)butan-2-one

: 39746-01-5
(1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one

: 55076-60-3
(3aR,4R,5R,6aS)-2-oxo-4-((1E)-3-oxo-5-phenylpent-1-en-1-yl)-hexahydro-2H-cyclopenta[b]furan-5-yl benzoate

Conditions

Conditions	Yield
With potassium tert-butylate In dichloromethane; tert-butyl alcohol at -60 - -55℃; Solvent; Inert atmosphere;	89.43%

: 41162-19-0
dimethyl(2-oxo-4-phenylbutyl)phosphonate

: 39746-01-5
(1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one

: 55076-60-3
(3aR,4R,5R,6aS)-2-oxo-4-((1E)-3-oxo-5-phenylpent-1-en-1-yl)-hexahydro-2H-cyclopenta[b]furan-5-yl benzoate

Conditions

Conditions	Yield
Stage #1: dimethyl(2-oxo-4-phenylbutyl)phosphonate With N-ethyl-N,N-diisopropylamine; lithium chloride In acetonitrile at -15℃; Stage #2: (1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one In acetonitrile at -15℃; Wittig Reaction;	84.7%
With triethylamine; lithium chloride In tetrahydrofuran; dichloromethane at 0℃; for 2h; Horner-Wadsworth-Emmons Olefination; Cooling with ice;	73%
Stage #1: dimethyl(2-oxo-4-phenylbutyl)phosphonate With sodium hexamethyldisilazane In 1,2-dimethoxyethane Metallation; Stage #2: (1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one In 1,2-dimethoxyethane Condensation;
With n-butyllithium In tetrahydrofuran; hexane; dichloromethane; acetic acid
With triethylamine; lithium chloride In dichloromethane at 0℃; for 2h; Horner-Emmons reaction;

: 815610-17-4
dimethyl diazo-2-oxopropylphosphonate

: 39746-01-5
(1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one

: C16H14O4

Conditions

Conditions	Yield
With potassium carbonate In methanol at 0 - 5℃; for 12.5h;	81.9%

: 39746-01-5
(1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one

: dimethyl (2-oxoheptyl)phosphonate

: 40834-86-4
(3aR,4R,5R,6aS)-benzoic acid 2-oxo-4-[(1E)-3-oxo-oct-1-enyl]-hexahydro-cyclopenta[b]furan-5-yl ester

Conditions

Conditions	Yield
Stage #1: dimethyl (2-oxoheptyl)phosphonate With sodium hydride In tetrahydrofuran at 0 - 20℃; Stage #2: (1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one In tetrahydrofuran at 20℃; for 1.5h;	80%

: 33803-58-6
1-(triphenylphosphoranylidene)-2-heptanone

: 39746-01-5
(1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one

: 40834-86-4
(3aR,4R,5R,6aS)-benzoic acid 2-oxo-4-[(1E)-3-oxo-oct-1-enyl]-hexahydro-cyclopenta[b]furan-5-yl ester

Conditions

Conditions	Yield
at 20 - 30℃; for 8h; Time; Wittig Olefination;	79.2%

: 39746-01-5
(1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one

: 256382-39-5
{2-[(3-methoxymethyl-phenyl)methyl]-2-oxo-ethyl}phosphonic acid dimethyl ester

: 1175629-43-2
(3aR,4R,5R,6aS)-4-[(1E)-4-[3-(methoxymethyl)phenyl]-3-oxo-1-buten-1-yl]-2-oxohexahydro-2H-cyclopenta[b]furan-5-yl benzoate

Conditions

Conditions	Yield
Stage #1: {2-[(3-methoxymethyl-phenyl)methyl]-2-oxo-ethyl}phosphonic acid dimethyl ester With sodium hydride In tetrahydrofuran at 20℃; Inert atmosphere; Stage #2: (1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one In tetrahydrofuran for 0.5h; Honer-Emmons reaction; Inert atmosphere;	73.7%

: 39746-01-5
(1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one

: 39746-00-4
(1S,5R,6S,7R)-7-benzoyloxy-6-hydroxymethyl-2-oxabicyclo[3.3.0]octan-3-one

Conditions

Conditions	Yield
With sodium tetrahydroborate In methanol; dichloromethane at 0℃; for 0.416667h;	69%
With sodium tetrahydroborate In methanol
With sodium tetrahydroborate In methanol; dichloromethane

: 39746-01-5
(1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one

: 336625-17-3
dimethyl [3-(2-iodo-5-trifluoromethyl-phenoxy)-2-oxo-propyl]-phosphonate

: 336625-19-5
Benzoic acid (3aR,4R,5R,6aS)-4-[(E)-4-(2-iodo-5-trifluoromethyl-phenoxy)-3-oxo-but-1-enyl]-2-oxo-hexahydro-cyclopenta[b]furan-5-yl ester

Conditions

Conditions	Yield
With triethylamine; lithium chloride In tetrahydrofuran at 5 - 20℃; for 3.33333h;	60%

: 1352751-86-0
C15H27(2)H6O5PSi

: 39746-01-5
(1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one

: C28H34(2)H6O6Si

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at -10 - 20℃; Inert atmosphere;	54%

: 1779-49-3
Methyltriphenylphosphonium bromide

: 39746-01-5
(1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one

: 618387-07-8
(1S,5R,6R,7R)-7-(benzoyloxy)-6-vinyl-2-oxabicyclo[3.3.0]octan-3-one

Conditions

Conditions	Yield
Stage #1: Methyltriphenylphosphonium bromide With sodium hexamethyldisilazane In tetrahydrofuran at -30℃; for 0.5h; Inert atmosphere; Stage #2: (1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one In tetrahydrofuran at -78℃; for 0.5h; Inert atmosphere;	51%
With potassium tert-butylate In tetrahydrofuran Wittig olefination;

: 70783-99-2
dimethyl 4-(3-trifluoromethylphenyl)-2-oxobutylphosphonate

: 39746-01-5
(1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one

: 294856-03-4
Benzoic acid (3aR,4R,5R,6aS)-2-oxo-4-[(E)-3-oxo-5-(3-trifluoromethyl-phenyl)-pent-1-enyl]-hexahydro-cyclopenta[b]furan-5-yl ester

Conditions

Conditions	Yield
Stage #1: dimethyl 4-(3-trifluoromethylphenyl)-2-oxobutylphosphonate With sodium hexamethyldisilazane In 1,2-dimethoxyethane Metallation; Stage #2: (1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one In 1,2-dimethoxyethane Condensation;	50%

: 50889-46-8
dimethyl (3,3-difluoro-2-oxoheptyl)-phosphonate

: 39746-01-5
(1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one

: (3aR,4R,5R,6aS)-4-((E)-4,4-difluoro-3-oxooct-1-enyl)-2-oxohexahydro-2H-cyclopenta[b]furan-5-yl benzoate

Conditions

Conditions	Yield
Stage #1: dimethyl (3,3-difluoro-2-oxoheptyl)-phosphonate With lithium hydroxide In tert-butyl methyl ether at 20℃; for 1h; Stage #2: (1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one In tert-butyl methyl ether; water at 20℃; for 3h; Product distribution / selectivity;	49.5%
Stage #1: dimethyl (3,3-difluoro-2-oxoheptyl)-phosphonate With lithium hydride In tert-butyl methyl ether at 20℃; for 2h; Stage #2: (1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one In tert-butyl methyl ether at 20℃; for 6h; Product distribution / selectivity;	4.8%
Stage #1: dimethyl (3,3-difluoro-2-oxoheptyl)-phosphonate With sodium hydride In tetrahydrofuran; mineral oil at 0℃; for 0.5h; Inert atmosphere; Stage #2: With zinc(II) chloride In tetrahydrofuran; mineral oil at 26℃; for 0.5h; Inert atmosphere; Stage #3: (1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one In tetrahydrofuran; mineral oil at 25 - 45℃; for 20h;

: 36969-89-8
dimethyl 2-oxoheptylphosphonate

: 39746-01-5
(1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one

A: 40834-86-4
(3aR,4R,5R,6aS)-benzoic acid 2-oxo-4-[(1E)-3-oxo-oct-1-enyl]-hexahydro-cyclopenta[b]furan-5-yl ester

B: Benzoic acid (3aR,4R,5R,6aS)-2-oxo-4-((Z)-3-oxo-oct-1-enyl)-hexahydro-cyclopenta[b]furan-5-yl ester

Conditions

Conditions	Yield
With lithium hexamethyldisilazane In tetrahydrofuran at -78 - 20℃; Horner-Emmons reaction;	A n/a B 20%

...Expand

: 186581-53-3, 908094-01-9
diazomethane

: 66478-19-1
methyl 2,2,5-trimethylhex-4-enoate

: 17814-85-6
(4-carboxybutyl)triphenylphosphonium bromide

: 1779-49-3
Methyltriphenylphosphonium bromide

: 39746-01-5
(1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one

: (5Z.10Z.13E)-(8R.12R.15S)-15-Hydroxy-9-oxo-16.16.19-trimethyl-5.10.13.18-prostatetraensaeure-methylester

Conditions

Conditions	Yield
Multistep reaction;

...Expand

: 186581-53-3, 908094-01-9
diazomethane

: 35901-76-9
methyl 5-methyl-hex-4-enoate

: 17814-85-6
(4-carboxybutyl)triphenylphosphonium bromide

: 917-54-4
methyllithium

: 1779-49-3
Methyltriphenylphosphonium bromide

: 39746-01-5
(1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one

: (5Z.13E)-(8R.11R.12R.15R)-15-Hydroxy-9-oxo-11.19-dimethyl-5.13.18-prostatriensaeure-methylester

Conditions

Conditions	Yield
Multistep reaction;

...Expand

: 186581-53-3, 908094-01-9
diazomethane

: 35901-76-9
methyl 5-methyl-hex-4-enoate

: 17814-85-6
(4-carboxybutyl)triphenylphosphonium bromide

: 917-54-4
methyllithium

: 1779-49-3
Methyltriphenylphosphonium bromide

: 39746-01-5
(1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one

: (5Z.13E)-(8R.11R.12R.15S)-15-Hydroxy-9-oxo-11.19-dimethyl-5.13.18-prostatriensaeure-methylester

Conditions

Conditions	Yield
Multistep reaction;

...Expand

: 186581-53-3, 908094-01-9
diazomethane

: 35901-76-9
methyl 5-methyl-hex-4-enoate

: 75-16-1
methylmagnesium bromide

: 17814-85-6
(4-carboxybutyl)triphenylphosphonium bromide

: 1779-49-3
Methyltriphenylphosphonium bromide

: 39746-01-5
(1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one

: (5Z.10Z.13E)-(8R.12R.15RS)-15-Hydroxy-9-oxo-15.19-dimethyl-5.10.13.18-prostatetraensaeure-methylester

Conditions

Conditions	Yield
Multistep reaction;

...Expand

: 186581-53-3, 908094-01-9
diazomethane

: 35901-76-9
methyl 5-methyl-hex-4-enoate

: 17814-85-6
(4-carboxybutyl)triphenylphosphonium bromide

: 1779-49-3
Methyltriphenylphosphonium bromide

: 39746-01-5
(1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one

: 66477-71-2
(5Z.13E)-(8R.11R.12R.15S)-9-Oxo-11.15-dihydroxy-19-methyl-5.13.18-prostatriensaeuremethylester

Conditions

Conditions	Yield
Multistep reaction;

...Expand

: 186581-53-3, 908094-01-9
diazomethane

: 35901-76-9
methyl 5-methyl-hex-4-enoate

: 17814-85-6
(4-carboxybutyl)triphenylphosphonium bromide

: 1779-49-3
Methyltriphenylphosphonium bromide

: 39746-01-5
(1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one

: 66477-98-3
(8R.9S.11R.12R.15R)-9.11.15-Trihydroxy-19-methyl-18-prostensaeuremethylester

Conditions

Conditions	Yield
Multistep reaction;

...Expand

: 186581-53-3, 908094-01-9
diazomethane

: 35901-76-9
methyl 5-methyl-hex-4-enoate

: 17814-85-6
(4-carboxybutyl)triphenylphosphonium bromide

: 1779-49-3
Methyltriphenylphosphonium bromide

: 39746-01-5
(1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one

: 66477-82-5
(5Z.13E)-(8R.12R.15S)-15-Hydroxy-9-oxo-19-methyl-5.13.18-prostatriensaeure-methylester

Conditions

Conditions	Yield
Multistep reaction;

...Expand

(-)-Corey aldehyde benzoate Specification

This chemical is called (-)-Corey aldehyde benzoate, and its systematic name is (3aR,4R,5R,6aS)-4-formyl-2-oxohexahydro-2H-cyclopenta[b]furan-5-yl benzoate. With the molecular formula of C₁₅H₁₄O₅, its molecular weight is 274.27. The CAS registry number of this chemical is 39746-01-5.

Other characteristics of the (-)-Corey aldehyde benzoate can be summarised as followings: (1)ACD/LogP: 1.01; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1; (4)ACD/LogD (pH 7.4): 1; (5)ACD/BCF (pH 5.5): 4; (6)ACD/BCF (pH 7.4): 4; (7)ACD/KOC (pH 5.5): 100; (8)ACD/KOC (pH 7.4): 100; (9)#H bond acceptors: 5; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 69.67 Å²; (13)Index of Refraction: 1.577; (14)Molar Refractivity: 68.312 cm³; (15)Molar Volume: 206.271 cm³; (16)Polarizability: 27.081×10^-24cm³; (17)Surface Tension: 53.183 dyne/cm; (18)Density: 1.33 g/cm³; (19)Flash Point: 211.802 °C; (20)Enthalpy of Vaporization: 73.298 kJ/mol; (21)Boiling Point: 470.427 °C at 760 mmHg; (22)Vapour Pressure: 0 mmHg at 25°C.

You can still convert the following datas into molecular structure:
1.SMILES: O=C2O[C@H]3C[C@@H](OC(=O)c1ccccc1)[C@H](C=O)[C@H]3C2
2.InChI: InChI=1/C15H14O5/c16-8-11-10-6-14(17)19-12(10)7-13(11)20-15(18)9-4-2-1-3-5-9/h1-5,8,10-13H,6-7H2/t10-,11-,12+,13-/m1/s1
3.InChIKey: NDHMOBCVFGMXRK-FVCCEPFGBU

Product Name

(-)-Corey aldehyde benzoate

Synthetic route

(-)-Corey aldehyde benzoate Specification

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