Furan, 2-[(2R,3E)-2,4-dimethyl-5-(phenylmethoxy)-3-pentenyl]tetrahydro-5-[(1S )-1-[(4-methoxyphenyl)methoxy]ethyl]-2-methyl-, (2R,5R)-

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Chemical Name:Furan, 2-[(2R,3E)-2,4-dimethyl-5-(phenylmethoxy)-3-pentenyl]tetrahydro-5-[(1S )-1-[(4-methoxyphenyl)methoxy]ethyl]-2-methyl-, (2R,5R)-
CAS No.:500102-98-7
Molecular Formula:C29H40O4
Molecular Weight:452.634
Hs Code.:

Synonyms:

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Chemical Property of Furan, 2-[(2R,3E)-2,4-dimethyl-5-(phenylmethoxy)-3-pentenyl]tetrahydro-5-[(1S )-1-[(4-methoxyphenyl)methoxy]ethyl]-2-methyl-, (2R,5R)-

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Technology Process of Furan, 2-[(2R,3E)-2,4-dimethyl-5-(phenylmethoxy)-3-pentenyl]tetrahydro-5-[(1S )-1-[(4-methoxyphenyl)methoxy]ethyl]-2-methyl-, (2R,5R)-

There total 13 articles about Furan, 2-[(2R,3E)-2,4-dimethyl-5-(phenylmethoxy)-3-pentenyl]tetrahydro-5-[(1S )-1-[(4-methoxyphenyl)methoxy]ethyl]-2-methyl-, (2R,5R)- 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: 94.0%

: 100-39-0
benzyl bromide

: 500102-78-3
(E)-(R)-5-{(2R,5R)-5-[(S)-1-(4-Methoxy-benzyloxy)-ethyl]-2-methyl-tetrahydro-furan-2-yl}-2,4-dimethyl-pent-2-en-1-ol

: 500102-98-7
(2R,5R)-2-((E)-(R)-5-Benzyloxy-2,4-dimethyl-pent-3-enyl)-5-[(S)-1-(4-methoxy-benzyloxy)-ethyl]-2-methyl-tetrahydro-furan

Guidance literature:: With tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1002/1521-3773(20021202)41:23<4560::AID-ANIE4560>3.0.CO;2-B

Reference yield:

: 133005-35-3
(2S,3R)-(+)-2,4-dimethyl-4-pentene-1,3-diol

: 500102-98-7
(2R,5R)-2-((E)-(R)-5-Benzyloxy-2,4-dimethyl-pent-3-enyl)-5-[(S)-1-(4-methoxy-benzyloxy)-ethyl]-2-methyl-tetrahydro-furan

Guidance literature:: Multi-step reaction with 12 steps

1: imidazole / CH₂Cl₂

2: 52 percent / dicyclohexylcarbodiimide; 4-(dimethylamino)pyridine / CH₂Cl₂

3: [(cyclopentadienyl)2TiCl₂] / tetrahydrofuran

4: toluene / 110 °C

5: 74 percent / Zn(BH₄)2 / diethyl ether / -78 °C

6: 89 percent / N-iodosuccinimide / acetonitrile / -40 °C

7: 100 percent / Bu₃SnH; 2,2'-azobisisobutyronitrile / toluene

8: 95 percent / tetra-(n-butyl)ammonium fluoride / tetrahydrofuran

9: 99 percent / Dess-Martin periodinane; pyridine / CH₂Cl₂

10: 100 percent / tetrahydrofuran / 65 °C

11: 92 percent / LiAlH₄ / diethyl ether / 0 °C

12: 94 percent / NaH; tetra-(n-butyl)ammonium iodide / tetrahydrofuran; dimethylformamide

With pyridine; 1H-imidazole; dmap; bis(cyclopentadienyl)titanium dichloride; N-iodo-succinimide; lithium aluminium tetrahydride; zinc(II) tetrahydroborate; 2,2'-azobis(isobutyronitrile); tetrabutyl ammonium fluoride; tri-n-butyl-tin hydride; tetra-(n-butyl)ammonium iodide; sodium hydride; Dess-Martin periodane; dicyclohexyl-carbodiimide; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile; 4: Claisen rearrangement / 10: Wittig reaction;
DOI:10.1002/1521-3773(20021202)41:23<4560::AID-ANIE4560>3.0.CO;2-B

Reference yield:

: 186885-60-9
[[3-(2R,3R)-4R]-3-(3-hydroxy-2,4-dimethyl-1-oxopent-4-enyl)-4-(phenylmethyl)]-2-oxazolidinone

: 500102-98-7
(2R,5R)-2-((E)-(R)-5-Benzyloxy-2,4-dimethyl-pent-3-enyl)-5-[(S)-1-(4-methoxy-benzyloxy)-ethyl]-2-methyl-tetrahydro-furan

Guidance literature:: Multi-step reaction with 13 steps

1: LiBH₄ / tetrahydrofuran / 0 °C

2: imidazole / CH₂Cl₂

3: 52 percent / dicyclohexylcarbodiimide; 4-(dimethylamino)pyridine / CH₂Cl₂

4: [(cyclopentadienyl)2TiCl₂] / tetrahydrofuran

5: toluene / 110 °C

6: 74 percent / Zn(BH₄)2 / diethyl ether / -78 °C

7: 89 percent / N-iodosuccinimide / acetonitrile / -40 °C

8: 100 percent / Bu₃SnH; 2,2'-azobisisobutyronitrile / toluene

9: 95 percent / tetra-(n-butyl)ammonium fluoride / tetrahydrofuran

10: 99 percent / Dess-Martin periodinane; pyridine / CH₂Cl₂

11: 100 percent / tetrahydrofuran / 65 °C

12: 92 percent / LiAlH₄ / diethyl ether / 0 °C

13: 94 percent / NaH; tetra-(n-butyl)ammonium iodide / tetrahydrofuran; dimethylformamide

With pyridine; 1H-imidazole; dmap; bis(cyclopentadienyl)titanium dichloride; N-iodo-succinimide; lithium aluminium tetrahydride; lithium borohydride; zinc(II) tetrahydroborate; 2,2'-azobis(isobutyronitrile); tetrabutyl ammonium fluoride; tri-n-butyl-tin hydride; tetra-(n-butyl)ammonium iodide; sodium hydride; Dess-Martin periodane; dicyclohexyl-carbodiimide; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile; 5: Claisen rearrangement / 11: Wittig reaction;
DOI:10.1002/1521-3773(20021202)41:23<4560::AID-ANIE4560>3.0.CO;2-B