(2R,3S,4S,5R)-tert-butyl-[5-(2,6-dichlorobenzyloxymethyl)-4-(1H-imidazole-1-carbothioate)-3-methyltetrahydrofuran-2-yl-methoxy]dimethylsilane

Base Information

• Chemical Name: (2R,3S,4S,5R)-tert-butyl-[5-(2,6-dichlorobenzyloxymethyl)-4-(1H-imidazole-1-carbothioate)-3-methyltetrahydrofuran-2-yl-methoxy]dimethylsilane
• CAS No.: 625822-10-8
• Molecular Formula: C₂₄H₃₄Cl₂N₂O₄SSi
• Molecular Weight: 545.602

Synonyms:(2R,3S,4S,5R)-tert-butyl-[5-(2,6-dichlorobenzyloxymethyl)-4-(1H-imidazole-1-carbothioate)-3-methyltetrahydrofuran-2-yl-methoxy]dimethylsilane

Chemical Property of (2R,3S,4S,5R)-tert-butyl-[5-(2,6-dichlorobenzyloxymethyl)-4-(1H-imidazole-1-carbothioate)-3-methyltetrahydrofuran-2-yl-methoxy]dimethylsilane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3S,4S,5R)-tert-butyl-[5-(2,6-dichlorobenzyloxymethyl)-4-(1H-imidazole-1-carbothioate)-3-methyltetrahydrofuran-2-yl-methoxy]dimethylsilane

There total 10 articles about (2R,3S,4S,5R)-tert-butyl-[5-(2,6-dichlorobenzyloxymethyl)-4-(1H-imidazole-1-carbothioate)-3-methyltetrahydrofuran-2-yl-methoxy]dimethylsilane 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%

1,1'-Thiocarbonyldiimidazole (6160-65-2) + (2R,3R,4S,5R)-5-(tert-butyldimethylsilanyloxymethyl)-2-(2,6-dichlorobenzyloxymethyl)-4-methyltetrahydrofuran-2-ol (625822-04-0) → (2R,3S,4S,5R)-tert-butyl-[5-(2,6-dichlorobenzyloxymethyl)-4-(1H-imidazole-1-carbothioate)-3-methyltetrahydrofuran-2-yl-methoxy]dimethylsilane (625822-10-8)

Guidance literature:

In toluene; at 100 ℃; for 3h;

DOI:10.1021/ol030101c DOI:10.1021/jo062396o

Reference yield:

(R)-4-[(1S,2S)-1-(4-Methoxy-benzyloxy)-2-methyl-but-3-enyl]-2,2-dimethyl-[1,3]dioxolane (625822-13-1) → (2R,3S,4S,5R)-tert-butyl-[5-(2,6-dichlorobenzyloxymethyl)-4-(1H-imidazole-1-carbothioate)-3-methyltetrahydrofuran-2-yl-methoxy]dimethylsilane (625822-10-8)

Guidance literature:

Multi-step reaction with 7 steps

1.1: 85 percent / p-TsOH / methanol

2.1: 92 percent / NaH; n-Bu₄NI / dimethylformamide / 20 °C

3.1: 87 percent / iodine / acetonitrile / 3 h / -20 °C

4.1: cesium trifluoroacetate / dimethylformamide / 36 h / 90 °C

4.2: 92 percent / diethylamine / dimethylformamide / 3 h / 20 °C

5.1: 95 percent / imidazole / dimethylformamide / 20 °C

6.1: 94 percent / DDQ / CH₂Cl₂ / 3 h / 20 °C / pH 7

7.1: 92 percent / toluene / 3 h / 100 °C

With 1H-imidazole; iodine; tetra-(n-butyl)ammonium iodide; sodium hydride; cesium trifluoroacetate; toluene-4-sulfonic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In methanol; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile;

DOI:10.1021/jo062396o

Reference yield:

(2R,3S,4R,5R)-2-(2,6-dichlorobenzyloxymethyl)-5-iodomethyl-3-(4-methoxybenzyloxy)-4-methyltetrahydrofuran (625822-01-7) → (2R,3S,4S,5R)-tert-butyl-[5-(2,6-dichlorobenzyloxymethyl)-4-(1H-imidazole-1-carbothioate)-3-methyltetrahydrofuran-2-yl-methoxy]dimethylsilane (625822-10-8)

Guidance literature:

Multi-step reaction with 4 steps

1.1: cesium trifluoroacetate / dimethylformamide / 36 h / 90 °C

1.2: 92 percent / diethylamine / dimethylformamide / 3 h / 20 °C

2.1: 95 percent / imidazole / dimethylformamide / 20 °C

3.1: 94 percent / DDQ / CH₂Cl₂ / 3 h / 20 °C / pH 7

4.1: 92 percent / toluene / 3 h / 100 °C

With 1H-imidazole; cesium trifluoroacetate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jo062396o

upstream raw materials:

1,1'-Thiocarbonyldiimidazole

(2R,3R,4S,5R)-5-(tert-butyldimethylsilanyloxymethyl)-2-(2,6-dichlorobenzyloxymethyl)-4-methyltetrahydrofuran-2-ol

2,3-O-isopropylidene-1-C-<(1S)-1-methylprop-2-enyl>-D-erythro-glycerol

(S)-1-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2-methyl-but-3-en-1-one

Downstream raw materials:

acetic acid 1-[1-(2-cyano-ethyl)-4-(2,2-dimethyl-[1,3]dioxolan-4-yl)-2-formyl-3-methyl-cyclohex-3-enyl]-5-[3-methyl-5-(3-triisopropylsilanyloxy-propyl)-tetrahydro-furan-2-yl]-hex-4-enyl ester

(4E)-1-((1R,2S)-1-(2-cyanoethyl)-2-(hydroxymethyl)-3-methyl-4-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)cyclohex-3-enyl)-5-((2R,3R,5R)-5-(3-triisopropylsilanyloxypropyl)-3-methyltetrahydrofuran-2-yl)hex-4-enyl acetate

(4E)-1-((1R,2S)-1-(2-cyanoethyl)-2-ethynyl-3-methyl-4-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)cyclohex-3-enyl)-5-((2R,3R,5R)-5-(3-triisopropylsilanyloxypropyl)-3-methyltetrahydrofuran-2-yl)hex-4-enyl acetate

(4E)-1-((1R,2S)-1-(2-cyanoethyl)-2-(triethylsilanyloxymethyl)-3-methyl-4-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)cyclohex-3-enyl)-5-((2R,3R,5R)-5-(3-triisopropylsilanyloxypropyl)-3-methyltetrahydrofuran-2-yl)hex-4-enyl acetate

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 625822-10-8 (2R,3S,4S,5R)-tert-butyl-[5-(2,6-dichlorobenzyloxymethyl)-4-(1H-imidazole-1-carbothioate)-3-methyltetrahydrofuran-2-yl-methoxy]dimethylsilane

Send

Send

Metric Ton KG G Pound L ML

Send

Send