b,b-Carotene,2,2'-bis[(2E)-4-hydroxy-3-methyl-2-butenyl]-, (2R,2'R)- (9CI)

Base Information

Chemical Name:b,b-Carotene,2,2'-bis[(2E)-4-hydroxy-3-methyl-2-butenyl]-, (2R,2'R)- (9CI)
CAS No.:54783-71-0
Molecular Formula:C₅₀H₇₂O₂
Molecular Weight:705.12
Hs Code.:

Synonyms:b,b-Carotene, 2,2'-bis(4-hydroxy-3-methyl-2-butenyl)-,[2R(E),2'R(E)]-; C.p. 450

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of b,b-Carotene,2,2'-bis[(2E)-4-hydroxy-3-methyl-2-butenyl]-, (2R,2'R)- (9CI)

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

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Technology Process of b,b-Carotene,2,2'-bis[(2E)-4-hydroxy-3-methyl-2-butenyl]-, (2R,2'R)- (9CI)

There total 28 articles about b,b-Carotene,2,2'-bis[(2E)-4-hydroxy-3-methyl-2-butenyl]-, (2R,2'R)- (9CI) which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 9.0%

: 5056-17-7
(2E,4E,6E)-2,7-dimethyl-2,4,6-octatrienedial

: <(R)-5-<5'-(4-acetoxy-3-methyl-2-butenyl)-2',6',6'-trimethyl-1'-cyclohexenyl>-3-methyl-2,4-pentadienyl>triphenylphosphonium bromid

: 54783-71-0
(all-E,2R,2'R)-2,2'-bis(4-hydroxy-3-methyl-2-butenyl)-β,β-carotin

Guidance literature:: With sodium ethanolate; In ethanol; for 2h; Heating;
DOI:10.1002/hlca.19860690315

Reference yield:

: 108361-18-8
(R)-2,2,4-trimethyl-3-cyclohexen-1-acetaldehyde

: 54783-71-0
(all-E,2R,2'R)-2,2'-bis(4-hydroxy-3-methyl-2-butenyl)-β,β-carotin

Guidance literature:: Multi-step reaction with 20 steps

1: 95 percent / PPTS / benzene / 23 h / Heating

2: 1.) Me₂S*BH₃, 3.) 30percent H₂O₂, 3N NaOH / 1.) ether, 0 deg C, 15 min, 2.) RT, 4 h, 3.) reflux, 1 h

3: 82 percent / CrO₃, pyridine / CH₂Cl₂ / 0.25 h

4: 99 percent / H₂O / PPTS / acetone / 48 h / Heating

5: 78 percent / NaOEt / CH₂Cl₂; ethanol / 0.5 h / 0 °C

6: TsOH*H₂O / benzene / 45 h / Heating

7: LiAlH₄ / diethyl ether / 1 °C / Heating

8: 84 percent / H₂O / TsOH*H₂O / acetone / 42 h / Heating

9: TFA / 23 h / Ambient temperature

10: BuLi / tetrahydrofuran; hexane / 0.5 h / Ambient temperature

11: 2.) 2N HCl / 1.) THF, -10 deg C, 2.) acetone, H₂O, 3 h

12: PPTS / dimethylformamide / 2 h / 80 °C

13: 95 percent / LiAlH₄ / tetrahydrofuran / 18 h / Heating

14: 72 percent / pyridine / 65 h / 4 °C

15: 95 percent / MnO₂ / diethyl ether / 15 h / Ambient temperature

16: 82 percent / K₂CO₃ / methanol / 2.5 h / Ambient temperature

17: 80 percent / tetrahydrofuran / 2 h / 0 °C

18: 86 percent / pyridine / 1 h / Ambient temperature

19: 72 percent / methanol / 0.75 h / Ambient temperature

20: 9 percent / NaOEt / ethanol / 2 h / Heating

With pyridine; chromium(VI) oxide; hydrogenchloride; manganese(IV) oxide; sodium hydroxide; lithium aluminium tetrahydride; n-butyllithium; dimethylsulfide borane complex; water; dihydrogen peroxide; sodium ethanolate; pyridinium p-toluenesulfonate; potassium carbonate; toluene-4-sulfonic acid; pyridinium p-toluenesulfonate; toluene-4-sulfonic acid; trifluoroacetic acid; In tetrahydrofuran; methanol; diethyl ether; ethanol; hexane; dichloromethane; N,N-dimethyl-formamide; acetone; benzene;
DOI:10.1002/hlca.19860690315

Reference yield:

: 108361-17-7
(R)-2,2,4-trimethyl-3-cyclohexen-1-acetonitrile

: 54783-71-0
(all-E,2R,2'R)-2,2'-bis(4-hydroxy-3-methyl-2-butenyl)-β,β-carotin

Guidance literature:: Multi-step reaction with 21 steps

1: 93 percent / DIBAH / hexane / 1.) -60 deg C, 2.) RT, 1 h

2: 95 percent / PPTS / benzene / 23 h / Heating

3: 1.) Me₂S*BH₃, 3.) 30percent H₂O₂, 3N NaOH / 1.) ether, 0 deg C, 15 min, 2.) RT, 4 h, 3.) reflux, 1 h

4: 82 percent / CrO₃, pyridine / CH₂Cl₂ / 0.25 h

5: 99 percent / H₂O / PPTS / acetone / 48 h / Heating

6: 78 percent / NaOEt / CH₂Cl₂; ethanol / 0.5 h / 0 °C

7: TsOH*H₂O / benzene / 45 h / Heating

8: LiAlH₄ / diethyl ether / 1 °C / Heating

9: 84 percent / H₂O / TsOH*H₂O / acetone / 42 h / Heating

10: TFA / 23 h / Ambient temperature

11: BuLi / tetrahydrofuran; hexane / 0.5 h / Ambient temperature

12: 2.) 2N HCl / 1.) THF, -10 deg C, 2.) acetone, H₂O, 3 h

13: PPTS / dimethylformamide / 2 h / 80 °C

14: 95 percent / LiAlH₄ / tetrahydrofuran / 18 h / Heating

15: 72 percent / pyridine / 65 h / 4 °C

16: 95 percent / MnO₂ / diethyl ether / 15 h / Ambient temperature

17: 82 percent / K₂CO₃ / methanol / 2.5 h / Ambient temperature

18: 80 percent / tetrahydrofuran / 2 h / 0 °C

19: 86 percent / pyridine / 1 h / Ambient temperature

20: 72 percent / methanol / 0.75 h / Ambient temperature

21: 9 percent / NaOEt / ethanol / 2 h / Heating

With pyridine; chromium(VI) oxide; hydrogenchloride; manganese(IV) oxide; sodium hydroxide; lithium aluminium tetrahydride; n-butyllithium; dimethylsulfide borane complex; water; dihydrogen peroxide; sodium ethanolate; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; potassium carbonate; toluene-4-sulfonic acid; pyridinium p-toluenesulfonate; toluene-4-sulfonic acid; trifluoroacetic acid; In tetrahydrofuran; methanol; diethyl ether; ethanol; hexane; dichloromethane; N,N-dimethyl-formamide; acetone; benzene;
DOI:10.1002/hlca.19860690315