(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

Base Information

• Chemical Name: (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
• CAS No.: 500102-78-3
• Molecular Formula: C₂₂H₃₄O₄
• Molecular Weight: 362.51

Synonyms:(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

Chemical Property of (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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (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

There total 12 articles about (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 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: 92.0%

(E)-(R)-5-{(2R,5R)-5-[(S)-1-(4-Methoxy-benzyloxy)-ethyl]-2-methyl-tetrahydro-furan-2-yl}-2,4-dimethyl-pent-2-enoic acid ethyl ester → (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 (500102-78-3)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; at 0 ℃;

DOI:10.1002/1521-3773(20021202)41:23<4560::AID-ANIE4560>3.0.CO;2-B

Reference yield:

(2S,3R)-(+)-2,4-dimethyl-4-pentene-1,3-diol (133005-35-3) → (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 (500102-78-3)

Guidance literature:

Multi-step reaction with 11 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

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; Dess-Martin periodane; dicyclohexyl-carbodiimide; In tetrahydrofuran; diethyl ether; dichloromethane; 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:

[[3-(2R,3R)-4R]-3-(3-hydroxy-2,4-dimethyl-1-oxopent-4-enyl)-4-(phenylmethyl)]-2-oxazolidinone (186885-60-9) → (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 (500102-78-3)

Guidance literature:

Multi-step reaction with 12 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

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; Dess-Martin periodane; dicyclohexyl-carbodiimide; In tetrahydrofuran; diethyl ether; dichloromethane; toluene; acetonitrile; 5: Claisen rearrangement / 11: Wittig reaction;

DOI:10.1002/1521-3773(20021202)41:23<4560::AID-ANIE4560>3.0.CO;2-B

upstream raw materials:

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

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

(3R,4S)-5-(tert-Butyl-dimethyl-silanyloxy)-2,4-dimethyl-pent-1-en-3-ol

(R)-3-{(2R,5R)-5-[(S)-1-(4-Methoxy-benzyloxy)-ethyl]-2-methyl-tetrahydro-furan-2-yl}-2-methyl-propionaldehyde

Downstream raw materials:

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

(S)-1-[(2R,5R)-5-((E)-(R)-5-Benzyloxy-2,4-dimethyl-pent-3-enyl)-5-methyl-tetrahydro-furan-2-yl]-ethanol

1-[(2R,5R)-5-((E)-(R)-5-Benzyloxy-2,4-dimethyl-pent-3-enyl)-5-methyl-tetrahydro-furan-2-yl]-ethanone

Post a RFQ

Cas No.:

Product Name:

Quantity:

Please select Metric Ton KG G Pound L ML

Email:

Company name:

Valid Period:

Detailed Requirements:

• Sample
• MOQ
• GMP
• FDA
• Price
  FOB CIF CFR EXW
• Urgent purchase

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

Remove

Submit

1

What can I do for you?
Get Best Price

Get Best Price for 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

Send

Send

Metric Ton KG G Pound L ML

Send

Send