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Product FOB Price Min.Order Supply Ability Supplier
(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
(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
Natural Capsanthin CAS 465-42-9
Cas No: 465-42-9
USD $ 14.0-16.0 / Kilogram 1 Kilogram 10000 Kilogram/Year Xi'an Quanao Biotech Co., Ltd. Contact Supplier
Factory Price 99% Food Grade CAPSANTHIN 465-42-9 Kosher Manufacturer
Cas No: 465-42-9
USD $ 0.1-0.1 / Gram 1 Gram 100 Metric Ton/Year Xi'an Xszo Chem Co., Ltd. Contact Supplier
Factory Supply Water-Soluble Paprika Oleoresin
Cas No: 465-42-9
No Data 1 1 Ality Chemical Corporation 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
Natural food additive Paprika extract Capsanthin powder
Cas No: 465-42-9
USD $ 40.0-40.0 / Kilogram 1 Kilogram 1 Metric Ton/Month Changsha Staherb Natural Ingredients Co.,Ltd Contact Supplier
Factory Supply Capsanthin Powder with TOP Quality
Cas No: 465-42-9
USD $ 60.0-65.0 / Kilogram 1 Kilogram 1000 Kilogram/Week Shaanxi Yuantai Biological Technology Co., Ltd. Contact Supplier
Capsanthin
Cas No: 465-42-9
No Data No Data No Data Chemwill Asia Co., Ltd. Contact Supplier

465-42-9 Usage

References

http://www.botanical-online.com/english/capsanthin_properites.htm https://en.wikipedia.org/wiki/Paprika_oleoresin

Purification Methods

Possible impurities are zeaxanthin and capsorubin (below). Purify capsanthin by chromatography on a column of alumina (grade IV) and develop with 0.2% EtOH in *C6H6. It

Description

Capsanthin is the major colouring compounds contained in the Paprika oleoresin, which is a kind of oil-soluble extract isolated from the fruits Capsicum annuum or Capsicum frutescens, and is a colouring and/or flavouring in food products. As a pink pigment, Capsanthin is very abundant in peppers, accounting for 60% of the proportions of all flavonoids in the peppers. It has antioxidant properties, being able to help the body to scavenge the free radicals as well as inhibiting the growth of cancer cells.

Hazard

A poison by skin contact.

Safety Profile

A poison by skin contact. When heated to decomposition it emits acrid smoke and irritating vapors.

Uses

antineoplastic
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
TCI America (C0781)  Capsanthin (=Paprika Extract) (Vegetable oil solution)   465-42-9 25g 735.00CNY Detail
Sigma-Aldrich (94863)  Capsanthin  analytical standard 465-42-9 94863-1MG 9,395.10CNY 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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