2-[(1S,2R,3R,4S)-4-(tert-Butyl-diphenyl-silanyloxy)-2-(4-methoxy-benzyloxymethyl)-3-methyl-cyclopentyl]-pent-4-en-2-ol

Base Information

• Chemical Name: 2-[(1S,2R,3R,4S)-4-(tert-Butyl-diphenyl-silanyloxy)-2-(4-methoxy-benzyloxymethyl)-3-methyl-cyclopentyl]-pent-4-en-2-ol
• CAS No.: 663606-10-8
• Molecular Formula: C₃₆H₄₈O₄Si
• Molecular Weight: 572.86

Synonyms:2-[(1S,2R,3R,4S)-4-(tert-Butyl-diphenyl-silanyloxy)-2-(4-methoxy-benzyloxymethyl)-3-methyl-cyclopentyl]-pent-4-en-2-ol

Chemical Property of 2-[(1S,2R,3R,4S)-4-(tert-Butyl-diphenyl-silanyloxy)-2-(4-methoxy-benzyloxymethyl)-3-methyl-cyclopentyl]-pent-4-en-2-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-[(1S,2R,3R,4S)-4-(tert-Butyl-diphenyl-silanyloxy)-2-(4-methoxy-benzyloxymethyl)-3-methyl-cyclopentyl]-pent-4-en-2-ol

There total 12 articles about 2-[(1S,2R,3R,4S)-4-(tert-Butyl-diphenyl-silanyloxy)-2-(4-methoxy-benzyloxymethyl)-3-methyl-cyclopentyl]-pent-4-en-2-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: 99.0%

1-[(1S,2R,3R,4S)-4-(tert-Butyl-diphenyl-silanyloxy)-2-(4-methoxy-benzyloxymethyl)-3-methyl-cyclopentyl]-ethanone (663605-87-6) + allylmagnesium bromide (1730-25-2) → 2-[(1S,2R,3R,4S)-4-(tert-Butyl-diphenyl-silanyloxy)-2-(4-methoxy-benzyloxymethyl)-3-methyl-cyclopentyl]-pent-4-en-2-ol (663606-10-8)

Guidance literature:

In tetrahydrofuran; at -78 ℃;

DOI:10.1002/anie.200353140

Reference yield:

(S)-carvone epoxide (672898-50-9) → 2-[(1S,2R,3R,4S)-4-(tert-Butyl-diphenyl-silanyloxy)-2-(4-methoxy-benzyloxymethyl)-3-methyl-cyclopentyl]-pent-4-en-2-ol (663606-10-8)

Guidance literature:

Multi-step reaction with 10 steps

1: trifluoroacetic acid; lithium chloride / tetrahydrofuran / 20 °C

2: pyridinium p-toluenesulfonate / dichloromethane / 20 °C

3: sodium methylate / 0 °C

4: pyridinium p-toluenesulfonate / methanol / 40 °C

5: 1H-imidazole / N,N-dimethyl-formamide / 20 °C

6: lithium aluminium tetrahydride / tetrahydrofuran / 0 °C

7: sodium hydride / N,N-dimethyl-formamide / 20 °C

8: osmium(VIII) oxide; N-methyl-2-indolinone; water / acetone / 20 °C

9: sodium periodate / 20 °C

10: tetrahydrofuran / -78 °C

With 1H-imidazole; sodium periodate; osmium(VIII) oxide; lithium aluminium tetrahydride; N-methyl-2-indolinone; water; sodium methylate; pyridinium p-toluenesulfonate; sodium hydride; trifluoroacetic acid; lithium chloride; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetone; 3: Favorskii rearrangement;

DOI:10.1002/anie.200353140

Reference yield:

(2R,3S,5S)-2-Chloro-3-hydroxy-5-isopropenyl-2-methyl-cyclohexanone (156714-47-5) → 2-[(1S,2R,3R,4S)-4-(tert-Butyl-diphenyl-silanyloxy)-2-(4-methoxy-benzyloxymethyl)-3-methyl-cyclopentyl]-pent-4-en-2-ol (663606-10-8)

Guidance literature:

Multi-step reaction with 9 steps

1: pyridinium p-toluenesulfonate / dichloromethane / 20 °C

2: sodium methylate / 0 °C

3: pyridinium p-toluenesulfonate / methanol / 40 °C

4: 1H-imidazole / N,N-dimethyl-formamide / 20 °C

5: lithium aluminium tetrahydride / tetrahydrofuran / 0 °C

6: sodium hydride / N,N-dimethyl-formamide / 20 °C

7: osmium(VIII) oxide; N-methyl-2-indolinone; water / acetone / 20 °C

8: sodium periodate / 20 °C

9: tetrahydrofuran / -78 °C

With 1H-imidazole; sodium periodate; osmium(VIII) oxide; lithium aluminium tetrahydride; N-methyl-2-indolinone; water; sodium methylate; pyridinium p-toluenesulfonate; sodium hydride; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetone; 2: Favorskii rearrangement;

DOI:10.1002/anie.200353140

upstream raw materials:

1-[(1S,2R,3R,4S)-4-(tert-Butyl-diphenyl-silanyloxy)-2-(4-methoxy-benzyloxymethyl)-3-methyl-cyclopentyl]-ethanone

allylmagnesium bromide

(S)-carvone epoxide

tert-butylchlorodiphenylsilane

Downstream raw materials:

tert-Butyl-[(1S,2R,3R,4S)-3-(4-methoxy-benzyloxymethyl)-4-(1-methoxymethoxy-1-methyl-but-3-enyl)-2-methyl-cyclopentyloxy]-diphenyl-silane

trilobolide

[(1R,2R,3S,5S)-3-(tert-Butyl-diphenyl-silanyloxy)-5-((S)-1-methoxymethoxy-1-methyl-but-3-enyl)-2-methyl-cyclopentyl]-methanol

[(1R,2R,3S,5S)-3-(tert-Butyl-diphenyl-silanyloxy)-5-((R)-1-methoxymethoxy-1-methyl-but-3-enyl)-2-methyl-cyclopentyl]-methanol

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 663606-10-8 2-[(1S,2R,3R,4S)-4-(tert-Butyl-diphenyl-silanyloxy)-2-(4-methoxy-benzyloxymethyl)-3-methyl-cyclopentyl]-pent-4-en-2-ol

Send

Send

Metric Ton KG G Pound L ML

Send

Send