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(3R,3'S,5'R)-3,3'-dihydroxy-beta,κ-caroten-6'-one
Cas No: 465-42-9
USD $ 3.0-3.0 / Kilogram 1 Kilogram 1-100 Metric Ton/Month Dayang Chem (Hangzhou) Co.,Ltd. Contact Supplier
High quality Water-Soluble Paprika Oleoresin supplier in China
Cas No: 465-42-9
No Data 1 Kilogram 30 Metric Ton/Month Simagchem Corporation Contact Supplier
465-42-9 Capsanthin
Cas No: 465-42-9
USD $ 40.0-50.0 / Gram 1 Gram 1000 Metric Ton/Day WUHAN MULEI NEW MATERIAL CO., LTD Contact Supplier
(3R,3'S,5'R)-3,3'-dihydroxy-beta,κ-caroten-6'-one CAS NO.465-42-9
Cas No: 465-42-9
USD $ 1.0-3.0 / Metric Ton 1 Metric Ton 10 Metric Ton/Day Hebei yanxi chemical co.,LTD. Contact Supplier
Good Price Food Coloring Pigment Capsanthin 20%-40% Chili Pepper Extract powder
Cas No: 465-42-9
USD $ 46.0-51.0 / Kilogram 100 Kilogram 100000 Kilogram/Year Xi'an Quanao Biotech Co., Ltd. Contact Supplier
Amadis Chemical offer CAS#465-42-9;CAT#A827066
Cas No: 465-42-9
No Data 10 Milligram Amadis Chemical Co., Ltd. Contact Supplier
Capsanthin
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Food Grade CAS 465-42-9 with best price
Cas No: 465-42-9
USD $ 146.0-176.0 / Gram 10 Gram 1000 Kilogram/Day Zhuozhou Wenxi import and Export Co., Ltd Contact Supplier
CAPSANTHIN cas 465-42-9 China supplier with best price
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No Data 1 Kilogram 100 Metric Ton/Week HUBEI AOKS BIO-TECH CO.,LTD Contact Supplier
Factory high quality paprika extract powder with free sample
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465-42-9 Usage

InChI:InChI=1/C40H56O3/c1-29(17-13-19-31(3)21-23-36-33(5)25-34(41)26-38(36,6)7)15-11-12-16-30(2)18-14-20-32(4)22-24-37(43)40(10)28-35(42)27-39(40,8)9/h11-24,34-35,41-42H,25-28H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,29-15+,30-16+,31-19+,32-20+/t34-,35+,40+/m1/s1

465-42-9 Well-known Company Product Price

Brand (Code)Product description CAS number Packaging Price Detail
Sigma-Aldrich (94863)  Capsanthin  analytical standard 465-42-9 94863-1MG 9,395.10CNY Detail
TCI America (C0781)  Capsanthin (=Paprika Extract) (Vegetable oil solution)   465-42-9 25g 735.00CNY Detail

465-42-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name capsanthin

1.2 Other means of identification

Product number -
Other names Capsanthin

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Food Additives: COLOUR
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:465-42-9 SDS

465-42-9Synthetic route

(all-E)-5-<(4R)-4-hydroxy-2,6,6-trimethylcyclohex-1-enyl>-3-methyl-2,4-pentadienyltriphenylphosphonium bromide

(all-E)-5-<(4R)-4-hydroxy-2,6,6-trimethylcyclohex-1-enyl>-3-methyl-2,4-pentadienyltriphenylphosphonium bromide

(2E,4E,6E,8E,10E,12E)-14[(1R,4S)-4-hydroxy-1,2,2-trimethylcyclopentyl]-2,7,11-trimethyl-14-oxotetradeca-2,4,6,8,10,12-hexaenal
336105-82-9

(2E,4E,6E,8E,10E,12E)-14[(1R,4S)-4-hydroxy-1,2,2-trimethylcyclopentyl]-2,7,11-trimethyl-14-oxotetradeca-2,4,6,8,10,12-hexaenal

capsanthin
465-42-9

capsanthin

Conditions
ConditionsYield
With sodium methylate42%
(all-E,3R,5'R)-3-hydroxy-β,κ-carotene-3',6'-dione

(all-E,3R,5'R)-3-hydroxy-β,κ-carotene-3',6'-dione

capsanthin
465-42-9

capsanthin

Conditions
ConditionsYield
(i) LiAlH4, THF, (ii) chloranil, benzene; Multistep reaction;
neocapsanthin B''
80779-34-6

neocapsanthin B''

A

capsanthin
465-42-9

capsanthin

B

neocapsanthin A''
62776-23-2

neocapsanthin A''

C

neocapsanthin A'
62741-95-1

neocapsanthin A'

D

neocapsanthin B'
62741-96-2

neocapsanthin B'

E

(2E,4E,6E,8E,10Z,12E,14E,16E,18E)-19-((R)-4-Hydroxy-2,6,6-trimethyl-cyclohex-1-enyl)-1-((1R,4S)-4-hydroxy-1,2,2-trimethyl-cyclopentyl)-4,8,13,17-tetramethyl-nonadeca-2,4,6,8,10,12,14,16,18-nonaen-1-one
147383-92-4

(2E,4E,6E,8E,10Z,12E,14E,16E,18E)-19-((R)-4-Hydroxy-2,6,6-trimethyl-cyclohex-1-enyl)-1-((1R,4S)-4-hydroxy-1,2,2-trimethyl-cyclopentyl)-4,8,13,17-tetramethyl-nonadeca-2,4,6,8,10,12,14,16,18-nonaen-1-one

Conditions
ConditionsYield
In pyridine at 74.6 - 95.3℃; Equilibrium constant;
neocapsanthin A''
62776-23-2

neocapsanthin A''

A

capsanthin
465-42-9

capsanthin

B

neocapsanthin B''
80779-34-6

neocapsanthin B''

C

neocapsanthin A'
62741-95-1

neocapsanthin A'

D

neocapsanthin B'
62741-96-2

neocapsanthin B'

E

(2E,4E,6E,8E,10Z,12E,14E,16E,18E)-19-((R)-4-Hydroxy-2,6,6-trimethyl-cyclohex-1-enyl)-1-((1R,4S)-4-hydroxy-1,2,2-trimethyl-cyclopentyl)-4,8,13,17-tetramethyl-nonadeca-2,4,6,8,10,12,14,16,18-nonaen-1-one
147383-92-4

(2E,4E,6E,8E,10Z,12E,14E,16E,18E)-19-((R)-4-Hydroxy-2,6,6-trimethyl-cyclohex-1-enyl)-1-((1R,4S)-4-hydroxy-1,2,2-trimethyl-cyclopentyl)-4,8,13,17-tetramethyl-nonadeca-2,4,6,8,10,12,14,16,18-nonaen-1-one

Conditions
ConditionsYield
In pyridine at 74.6 - 95.3℃; Equilibrium constant;
neocapsanthin A'
62741-95-1

neocapsanthin A'

A

capsanthin
465-42-9

capsanthin

B

neocapsanthin B''
80779-34-6

neocapsanthin B''

C

neocapsanthin A''
62776-23-2

neocapsanthin A''

D

neocapsanthin B'
62741-96-2

neocapsanthin B'

E

(2E,4E,6E,8E,10Z,12E,14E,16E,18E)-19-((R)-4-Hydroxy-2,6,6-trimethyl-cyclohex-1-enyl)-1-((1R,4S)-4-hydroxy-1,2,2-trimethyl-cyclopentyl)-4,8,13,17-tetramethyl-nonadeca-2,4,6,8,10,12,14,16,18-nonaen-1-one
147383-92-4

(2E,4E,6E,8E,10Z,12E,14E,16E,18E)-19-((R)-4-Hydroxy-2,6,6-trimethyl-cyclohex-1-enyl)-1-((1R,4S)-4-hydroxy-1,2,2-trimethyl-cyclopentyl)-4,8,13,17-tetramethyl-nonadeca-2,4,6,8,10,12,14,16,18-nonaen-1-one

Conditions
ConditionsYield
In pyridine at 74.6 - 95.3℃; Equilibrium constant;
neocapsanthin B'
62741-96-2

neocapsanthin B'

A

capsanthin
465-42-9

capsanthin

B

neocapsanthin B''
80779-34-6

neocapsanthin B''

C

neocapsanthin A''
62776-23-2

neocapsanthin A''

D

neocapsanthin A'
62741-95-1

neocapsanthin A'

E

(2E,4E,6E,8E,10Z,12E,14E,16E,18E)-19-((R)-4-Hydroxy-2,6,6-trimethyl-cyclohex-1-enyl)-1-((1R,4S)-4-hydroxy-1,2,2-trimethyl-cyclopentyl)-4,8,13,17-tetramethyl-nonadeca-2,4,6,8,10,12,14,16,18-nonaen-1-one
147383-92-4

(2E,4E,6E,8E,10Z,12E,14E,16E,18E)-19-((R)-4-Hydroxy-2,6,6-trimethyl-cyclohex-1-enyl)-1-((1R,4S)-4-hydroxy-1,2,2-trimethyl-cyclopentyl)-4,8,13,17-tetramethyl-nonadeca-2,4,6,8,10,12,14,16,18-nonaen-1-one

Conditions
ConditionsYield
In pyridine at 74.6 - 95.3℃; Equilibrium constant;
(2E,4E,6E,8E,10Z,12E,14E,16E,18E)-19-((R)-4-Hydroxy-2,6,6-trimethyl-cyclohex-1-enyl)-1-((1R,4S)-4-hydroxy-1,2,2-trimethyl-cyclopentyl)-4,8,13,17-tetramethyl-nonadeca-2,4,6,8,10,12,14,16,18-nonaen-1-one
147383-92-4

(2E,4E,6E,8E,10Z,12E,14E,16E,18E)-19-((R)-4-Hydroxy-2,6,6-trimethyl-cyclohex-1-enyl)-1-((1R,4S)-4-hydroxy-1,2,2-trimethyl-cyclopentyl)-4,8,13,17-tetramethyl-nonadeca-2,4,6,8,10,12,14,16,18-nonaen-1-one

A

capsanthin
465-42-9

capsanthin

B

neocapsanthin B''
80779-34-6

neocapsanthin B''

C

neocapsanthin A''
62776-23-2

neocapsanthin A''

D

neocapsanthin A'
62741-95-1

neocapsanthin A'

E

neocapsanthin B'
62741-96-2

neocapsanthin B'

Conditions
ConditionsYield
In pyridine at 74.6 - 95.3℃; Equilibrium constant;
(3R,3'S,5'R)-3,3'-diacetoxy-β,κ-caroten-6'-one
6033-82-5, 25946-06-9

(3R,3'S,5'R)-3,3'-diacetoxy-β,κ-caroten-6'-one

A

(3S,5Ξ,8Ξ,3'S,5'R)-5,8-epoxy-3,3'-dihydroxy-5,8-dihydro-β,κ-caroten-6'-one
65790-19-4, 65831-12-1, 65831-13-2, 65831-14-3, 104012-89-7

(3S,5Ξ,8Ξ,3'S,5'R)-5,8-epoxy-3,3'-dihydroxy-5,8-dihydro-β,κ-caroten-6'-one

B

5,6-Epoxycapsanthin
65831-10-9

5,6-Epoxycapsanthin

C

capsanthin
465-42-9

capsanthin

D

all-trans-capsanthin 5,6-epoxide
65831-11-0

all-trans-capsanthin 5,6-epoxide

Conditions
ConditionsYield
With potassium hydroxide; monoperoxyphthalic acid 1.) Et2O, r.t., 75 h; 2.) MeOH, Et2O, 16 h; Yield given. Multistep reaction;
(R)-4-ethynyl-3,5,5-trimethylcyclohex-3-en-1-ol
118829-40-6, 118829-45-1

(R)-4-ethynyl-3,5,5-trimethylcyclohex-3-en-1-ol

capsanthin
465-42-9

capsanthin

Conditions
ConditionsYield
Multi-step reaction with 10 steps
1.1: Bu3SnH; AIBN / 0.33 h / 130 °C
1.2: Pd2dba3*CHCl3; AsPh3 / dimethylformamide / 50 °C
2.1: 93 percent / DMAP; Et3N
3.1: 28 percent / m-CPBA
4.1: LiAlH4
5.1: MnO2
6.1: SnCl4
7.1: HF
8.1: NaOMe
9.1: ion exchange resin Dowex 50W-X8(H+)
10.1: 42 percent / NaOMe
View Scheme
Multi-step reaction with 11 steps
1.1: Bu3SnH; AIBN / 0.33 h / 130 °C
1.2: Pd2dba3*CHCl3; AsPh3 / dimethylformamide / 50 °C
2.1: 93 percent / DMAP; Et3N
3.1: 28 percent / m-CPBA
4.1: LiAlH4
5.1: MnO2
6.1: SnCl4
7.1: HF
8.1: NaOMe
9.1: ion exchange resin Dowex 50W-X8(H+)
10.1: 64 percent / PdCl2(MeCN)2; Et3N
11.1: 42 percent / NaOMe
View Scheme
Multi-step reaction with 11 steps
1.1: Bu3SnH; AIBN / 0.33 h / 130 °C
1.2: Pd2dba3*CHCl3; AsPh3 / dimethylformamide / 50 °C
2.1: 93 percent / DMAP; Et3N
3.1: 28 percent / m-CPBA
4.1: LiAlH4
5.1: MnO2
6.1: SnCl4
7.1: HF
8.1: NaOMe
9.1: ion exchange resin Dowex 50W-X8(H+)
10.1: 70 percent / PdCl2(MeCN)2; Et3N
11.1: 42 percent / NaOMe
View Scheme
Multi-step reaction with 4 steps
1.1: Bu3SnH; AIBN / 0.33 h / 130 °C
1.2: Pd2dba3*CHCl3; AsPh3 / dimethylformamide / 50 °C
2.1: LiAlH4
3.1: 42 percent / NaOMe
View Scheme
(2E,4E)-6-[(1R,4S)-4-hydroxy-1,2,2-trimethylcyclopentyl]-3-methyl-6-oxohexa-2,4-dienal
395089-72-2

(2E,4E)-6-[(1R,4S)-4-hydroxy-1,2,2-trimethylcyclopentyl]-3-methyl-6-oxohexa-2,4-dienal

capsanthin
465-42-9

capsanthin

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: NaOMe
2: ion exchange resin Dowex 50W-X8(H+)
3: 42 percent / NaOMe
View Scheme
Multi-step reaction with 4 steps
1: NaOMe
2: ion exchange resin Dowex 50W-X8(H+)
3: 64 percent / PdCl2(MeCN)2; Et3N
4: 42 percent / NaOMe
View Scheme
Multi-step reaction with 4 steps
1: NaOMe
2: ion exchange resin Dowex 50W-X8(H+)
3: 70 percent / PdCl2(MeCN)2; Et3N
4: 42 percent / NaOMe
View Scheme
(R)-4-((1E,3E)-5-Hydroxy-3-methyl-penta-1,3-dienyl)-3,5,5-trimethyl-cyclohex-3-enol
956982-07-3

(R)-4-((1E,3E)-5-Hydroxy-3-methyl-penta-1,3-dienyl)-3,5,5-trimethyl-cyclohex-3-enol

capsanthin
465-42-9

capsanthin

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 42 percent / NaOMe
View Scheme
ethyl (2E,4E)-5-[(4R)-4-hydroxy-2,6,6-trimethylcyclohexyl-1-enyl]-3-methylpenta-2,4-dienoate
395089-68-6

ethyl (2E,4E)-5-[(4R)-4-hydroxy-2,6,6-trimethylcyclohexyl-1-enyl]-3-methylpenta-2,4-dienoate

capsanthin
465-42-9

capsanthin

Conditions
ConditionsYield
Multi-step reaction with 9 steps
1: 93 percent / DMAP; Et3N
2: 28 percent / m-CPBA
3: LiAlH4
4: MnO2
5: SnCl4
6: HF
7: NaOMe
8: ion exchange resin Dowex 50W-X8(H+)
9: 42 percent / NaOMe
View Scheme
Multi-step reaction with 10 steps
1: 93 percent / DMAP; Et3N
2: 28 percent / m-CPBA
3: LiAlH4
4: MnO2
5: SnCl4
6: HF
7: NaOMe
8: ion exchange resin Dowex 50W-X8(H+)
9: 64 percent / PdCl2(MeCN)2; Et3N
10: 42 percent / NaOMe
View Scheme
Multi-step reaction with 10 steps
1: 93 percent / DMAP; Et3N
2: 28 percent / m-CPBA
3: LiAlH4
4: MnO2
5: SnCl4
6: HF
7: NaOMe
8: ion exchange resin Dowex 50W-X8(H+)
9: 70 percent / PdCl2(MeCN)2; Et3N
10: 42 percent / NaOMe
View Scheme
Multi-step reaction with 3 steps
1: LiAlH4
2: 42 percent / NaOMe
View Scheme
(2E,4E)-6-[(1R,4S)-4-(tert-Butyl-dimethyl-silanyloxy)-1,2,2-trimethyl-cyclopentyl]-3-methyl-6-oxo-hexa-2,4-dienal
1027513-29-6

(2E,4E)-6-[(1R,4S)-4-(tert-Butyl-dimethyl-silanyloxy)-1,2,2-trimethyl-cyclopentyl]-3-methyl-6-oxo-hexa-2,4-dienal

capsanthin
465-42-9

capsanthin

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: HF
2: NaOMe
3: ion exchange resin Dowex 50W-X8(H+)
4: 42 percent / NaOMe
View Scheme
Multi-step reaction with 5 steps
1: HF
2: NaOMe
3: ion exchange resin Dowex 50W-X8(H+)
4: 64 percent / PdCl2(MeCN)2; Et3N
5: 42 percent / NaOMe
View Scheme
Multi-step reaction with 5 steps
1: HF
2: NaOMe
3: ion exchange resin Dowex 50W-X8(H+)
4: 70 percent / PdCl2(MeCN)2; Et3N
5: 42 percent / NaOMe
View Scheme
(2E,4E)-3-methyl-5-[(1S,4S,6R)-4-tert-butyldimethylsilyloxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]hept-1-yl]penta-2,4-dienal
395089-71-1

(2E,4E)-3-methyl-5-[(1S,4S,6R)-4-tert-butyldimethylsilyloxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]hept-1-yl]penta-2,4-dienal

capsanthin
465-42-9

capsanthin

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: SnCl4
2: HF
3: NaOMe
4: ion exchange resin Dowex 50W-X8(H+)
5: 42 percent / NaOMe
View Scheme
Multi-step reaction with 6 steps
1: SnCl4
2: HF
3: NaOMe
4: ion exchange resin Dowex 50W-X8(H+)
5: 64 percent / PdCl2(MeCN)2; Et3N
6: 42 percent / NaOMe
View Scheme
Multi-step reaction with 6 steps
1: SnCl4
2: HF
3: NaOMe
4: ion exchange resin Dowex 50W-X8(H+)
5: 70 percent / PdCl2(MeCN)2; Et3N
6: 42 percent / NaOMe
View Scheme
(2E,4E)-5-[(1S,4S,6R)-4-(tert-Butyl-dimethyl-silanyloxy)-2,2,6-trimethyl-7-oxa-bicyclo[4.1.0]hept-1-yl]-3-methyl-penta-2,4-dien-1-ol

(2E,4E)-5-[(1S,4S,6R)-4-(tert-Butyl-dimethyl-silanyloxy)-2,2,6-trimethyl-7-oxa-bicyclo[4.1.0]hept-1-yl]-3-methyl-penta-2,4-dien-1-ol

capsanthin
465-42-9

capsanthin

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: MnO2
2: SnCl4
3: HF
4: NaOMe
5: ion exchange resin Dowex 50W-X8(H+)
6: 42 percent / NaOMe
View Scheme
Multi-step reaction with 7 steps
1: MnO2
2: SnCl4
3: HF
4: NaOMe
5: ion exchange resin Dowex 50W-X8(H+)
6: 64 percent / PdCl2(MeCN)2; Et3N
7: 42 percent / NaOMe
View Scheme
Multi-step reaction with 7 steps
1: MnO2
2: SnCl4
3: HF
4: NaOMe
5: ion exchange resin Dowex 50W-X8(H+)
6: 70 percent / PdCl2(MeCN)2; Et3N
7: 42 percent / NaOMe
View Scheme
ethyl (2E,4E)-5-[(4R)-4-tert-butyldimethylsilyloxy-2,6,6-trimethylcyclohexyl-1-enyl]-3-methylpenta-2,4-dienoate
395089-69-7

ethyl (2E,4E)-5-[(4R)-4-tert-butyldimethylsilyloxy-2,6,6-trimethylcyclohexyl-1-enyl]-3-methylpenta-2,4-dienoate

capsanthin
465-42-9

capsanthin

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1: 28 percent / m-CPBA
2: LiAlH4
3: MnO2
4: SnCl4
5: HF
6: NaOMe
7: ion exchange resin Dowex 50W-X8(H+)
8: 42 percent / NaOMe
View Scheme
Multi-step reaction with 9 steps
1: 28 percent / m-CPBA
2: LiAlH4
3: MnO2
4: SnCl4
5: HF
6: NaOMe
7: ion exchange resin Dowex 50W-X8(H+)
8: 64 percent / PdCl2(MeCN)2; Et3N
9: 42 percent / NaOMe
View Scheme
Multi-step reaction with 9 steps
1: 28 percent / m-CPBA
2: LiAlH4
3: MnO2
4: SnCl4
5: HF
6: NaOMe
7: ion exchange resin Dowex 50W-X8(H+)
8: 70 percent / PdCl2(MeCN)2; Et3N
9: 42 percent / NaOMe
View Scheme
(2E,4E,6E,8E,10E,12E)-1-((1R,4S)-4-Hydroxy-1,2,2-trimethyl-cyclopentyl)-14,14-dimethoxy-4,8,13-trimethyl-tetradeca-2,4,6,8,10,12-hexaen-1-one

(2E,4E,6E,8E,10E,12E)-1-((1R,4S)-4-Hydroxy-1,2,2-trimethyl-cyclopentyl)-14,14-dimethoxy-4,8,13-trimethyl-tetradeca-2,4,6,8,10,12-hexaen-1-one

capsanthin
465-42-9

capsanthin

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: ion exchange resin Dowex 50W-X8(H+)
2: 42 percent / NaOMe
View Scheme
Multi-step reaction with 3 steps
1: ion exchange resin Dowex 50W-X8(H+)
2: 64 percent / PdCl2(MeCN)2; Et3N
3: 42 percent / NaOMe
View Scheme
Multi-step reaction with 3 steps
1: ion exchange resin Dowex 50W-X8(H+)
2: 70 percent / PdCl2(MeCN)2; Et3N
3: 42 percent / NaOMe
View Scheme
(2E,4E)-5-[(1S,4S,6R)-4-(tert-Butyl-dimethyl-silanyloxy)-2,2,6-trimethyl-7-oxa-bicyclo[4.1.0]hept-1-yl]-3-methyl-penta-2,4-dienoic acid ethyl ester
395089-70-0

(2E,4E)-5-[(1S,4S,6R)-4-(tert-Butyl-dimethyl-silanyloxy)-2,2,6-trimethyl-7-oxa-bicyclo[4.1.0]hept-1-yl]-3-methyl-penta-2,4-dienoic acid ethyl ester

capsanthin
465-42-9

capsanthin

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: LiAlH4
2: MnO2
3: SnCl4
4: HF
5: NaOMe
6: ion exchange resin Dowex 50W-X8(H+)
7: 42 percent / NaOMe
View Scheme
Multi-step reaction with 8 steps
1: LiAlH4
2: MnO2
3: SnCl4
4: HF
5: NaOMe
6: ion exchange resin Dowex 50W-X8(H+)
7: 64 percent / PdCl2(MeCN)2; Et3N
8: 42 percent / NaOMe
View Scheme
Multi-step reaction with 8 steps
1: LiAlH4
2: MnO2
3: SnCl4
4: HF
5: NaOMe
6: ion exchange resin Dowex 50W-X8(H+)
7: 70 percent / PdCl2(MeCN)2; Et3N
8: 42 percent / NaOMe
View Scheme
(2E,4E,6Z,8Z,10E,12E)-14-((1R,4S)-4-Hydroxy-1,2,2-trimethyl-cyclopentyl)-2,7,11-trimethyl-14-oxo-tetradeca-2,4,6,8,10,12-hexaenal

(2E,4E,6Z,8Z,10E,12E)-14-((1R,4S)-4-Hydroxy-1,2,2-trimethyl-cyclopentyl)-2,7,11-trimethyl-14-oxo-tetradeca-2,4,6,8,10,12-hexaenal

capsanthin
465-42-9

capsanthin

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 64 percent / PdCl2(MeCN)2; Et3N
2: 42 percent / NaOMe
View Scheme
(2E,4Z,6Z,8E,10E,12E)-14-((1R,4S)-4-Hydroxy-1,2,2-trimethyl-cyclopentyl)-2,7,11-trimethyl-14-oxo-tetradeca-2,4,6,8,10,12-hexaenal

(2E,4Z,6Z,8E,10E,12E)-14-((1R,4S)-4-Hydroxy-1,2,2-trimethyl-cyclopentyl)-2,7,11-trimethyl-14-oxo-tetradeca-2,4,6,8,10,12-hexaenal

capsanthin
465-42-9

capsanthin

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 70 percent / PdCl2(MeCN)2; Et3N
2: 42 percent / NaOMe
View Scheme
capsanthin
465-42-9

capsanthin

acetyl chloride
75-36-5

acetyl chloride

(3R,3'S,5'R)-3,3'-diacetoxy-β,κ-caroten-6'-one
6033-82-5, 25946-06-9

(3R,3'S,5'R)-3,3'-diacetoxy-β,κ-caroten-6'-one

Conditions
ConditionsYield
With pyridine
capsanthin
465-42-9

capsanthin

(2E,4E,6E,8E,10E,12E,14E,16E,18E)-4,8,13,17-Tetramethyl-19-(2,6,6-trimethyl-cyclohexa-1,4-dienyl)-1-((R)-1,2,2-trimethyl-cyclopent-3-enyl)-nonadeca-2,4,6,8,10,12,14,16,18-nonaen-1-ol

(2E,4E,6E,8E,10E,12E,14E,16E,18E)-4,8,13,17-Tetramethyl-19-(2,6,6-trimethyl-cyclohexa-1,4-dienyl)-1-((R)-1,2,2-trimethyl-cyclopent-3-enyl)-nonadeca-2,4,6,8,10,12,14,16,18-nonaen-1-ol

Conditions
ConditionsYield
(i) LiAlH4, (ii) HCl, CHCl3; Multistep reaction;
capsanthin
465-42-9

capsanthin

(all-E,3R,5'R)-3-hydroxy-β,κ-carotene-3',6'-dione

(all-E,3R,5'R)-3-hydroxy-β,κ-carotene-3',6'-dione

Conditions
ConditionsYield
With aluminum tri-tert-butoxide In acetone; benzene
capsanthin
465-42-9

capsanthin

(1R,4S)-4-Hydroxy-1,2,2-trimethycyclopentancarbonsaeure-methylester
65243-74-5

(1R,4S)-4-Hydroxy-1,2,2-trimethycyclopentancarbonsaeure-methylester

Conditions
ConditionsYield
With dihydrogen peroxide; oxygen; ozone 1.) carbon tetrachloride, acetic acid, water, reflux, 2 h, 2.) ether, 0 deg C; Yield given. Multistep reaction;
capsanthin
465-42-9

capsanthin

A

neocapsanthin B''
80779-34-6

neocapsanthin B''

B

neocapsanthin A''
62776-23-2

neocapsanthin A''

C

neocapsanthin A'
62741-95-1

neocapsanthin A'

D

neocapsanthin B'
62741-96-2

neocapsanthin B'

Conditions
ConditionsYield
iodine Irradiation;
capsanthin
465-42-9

capsanthin

A

neocapsanthin B''
80779-34-6

neocapsanthin B''

B

neocapsanthin A''
62776-23-2

neocapsanthin A''

C

neocapsanthin A'
62741-95-1

neocapsanthin A'

D

neocapsanthin B'
62741-96-2

neocapsanthin B'

E

(2E,4E,6E,8E,10Z,12E,14E,16E,18E)-19-((R)-4-Hydroxy-2,6,6-trimethyl-cyclohex-1-enyl)-1-((1R,4S)-4-hydroxy-1,2,2-trimethyl-cyclopentyl)-4,8,13,17-tetramethyl-nonadeca-2,4,6,8,10,12,14,16,18-nonaen-1-one
147383-92-4

(2E,4E,6E,8E,10Z,12E,14E,16E,18E)-19-((R)-4-Hydroxy-2,6,6-trimethyl-cyclohex-1-enyl)-1-((1R,4S)-4-hydroxy-1,2,2-trimethyl-cyclopentyl)-4,8,13,17-tetramethyl-nonadeca-2,4,6,8,10,12,14,16,18-nonaen-1-one

Conditions
ConditionsYield
In pyridine at 74.6 - 95.3℃; Kinetics; Equilibrium constant; Thermodynamic data; EA, ΔH, ΔS, ΔG;
capsanthin
465-42-9

capsanthin

aq.-ethanolic KOH

aq.-ethanolic KOH

β-citraurin

β-citraurin

Conditions
ConditionsYield
at 80℃;
capsanthin
465-42-9

capsanthin

iodine
7553-56-2

iodine

benzene
71-43-2

benzene

A

((3R,3'S,5'R)-3,3'-dihydroxy-13-cis-β,κ-caroten-6'-one)

((3R,3'S,5'R)-3,3'-dihydroxy-13-cis-β,κ-caroten-6'-one)

B

((3R,3'S,5'R)-3,3'-dihydroxy-13'-cis-β,κ-caroten-6'-one)

((3R,3'S,5'R)-3,3'-dihydroxy-13'-cis-β,κ-caroten-6'-one)

C

((3R,3'S,5'R)-3,3'-dihydroxy-9-cis-β,κ-caroten-6'-one)

((3R,3'S,5'R)-3,3'-dihydroxy-9-cis-β,κ-caroten-6'-one)

D

((3R,3'S,5'R)-3,3'-dihydroxy-9'-cis-β,κ-caroten-6'-one)

((3R,3'S,5'R)-3,3'-dihydroxy-9'-cis-β,κ-caroten-6'-one)

capsanthin
465-42-9

capsanthin

A

neocapsanthin-A

neocapsanthin-A

B

neocapsanthin-B

neocapsanthin-B

C

neocapsanthin-C

neocapsanthin-C

Conditions
ConditionsYield
at 180℃;
capsanthin
465-42-9

capsanthin

benzene
71-43-2

benzene

A

neocapsanthin-A

neocapsanthin-A

B

neocapsanthin-B

neocapsanthin-B

C

neocapsanthin-C

neocapsanthin-C

capsanthin
465-42-9

capsanthin

iodine
7553-56-2

iodine

benzene
71-43-2

benzene

A

neocapsanthin-A

neocapsanthin-A

B

neocapsanthin-B

neocapsanthin-B

C

neocapsanthin-C

neocapsanthin-C

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