acetic acid 1-{(tert-butyl-dimethyl-silanyloxy)-[6-(tert-butyl-dimethyl-silanyloxy)-4,5-bis-methoxymethoxy-3-methyl-tetrahydro-pyran-2-yl]-methyl}-9-(4-methoxy-benzyloxy)-4-methyl-3,5-bis-triethylsilanyloxy-nonyl ester

Base Information

• Chemical Name: acetic acid 1-{(tert-butyl-dimethyl-silanyloxy)-[6-(tert-butyl-dimethyl-silanyloxy)-4,5-bis-methoxymethoxy-3-methyl-tetrahydro-pyran-2-yl]-methyl}-9-(4-methoxy-benzyloxy)-4-methyl-3,5-bis-triethylsilanyloxy-nonyl ester
• CAS No.: 278181-26-3
• Molecular Formula: C₅₅H₁₀₈O₁₃Si₄
• Molecular Weight: 1089.8

Synonyms:acetic acid 1-{(tert-butyl-dimethyl-silanyloxy)-[6-(tert-butyl-dimethyl-silanyloxy)-4,5-bis-methoxymethoxy-3-methyl-tetrahydro-pyran-2-yl]-methyl}-9-(4-methoxy-benzyloxy)-4-methyl-3,5-bis-triethylsilanyloxy-nonyl ester

Chemical Property of acetic acid 1-{(tert-butyl-dimethyl-silanyloxy)-[6-(tert-butyl-dimethyl-silanyloxy)-4,5-bis-methoxymethoxy-3-methyl-tetrahydro-pyran-2-yl]-methyl}-9-(4-methoxy-benzyloxy)-4-methyl-3,5-bis-triethylsilanyloxy-nonyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of acetic acid 1-{(tert-butyl-dimethyl-silanyloxy)-[6-(tert-butyl-dimethyl-silanyloxy)-4,5-bis-methoxymethoxy-3-methyl-tetrahydro-pyran-2-yl]-methyl}-9-(4-methoxy-benzyloxy)-4-methyl-3,5-bis-triethylsilanyloxy-nonyl ester

There total 20 articles about acetic acid 1-{(tert-butyl-dimethyl-silanyloxy)-[6-(tert-butyl-dimethyl-silanyloxy)-4,5-bis-methoxymethoxy-3-methyl-tetrahydro-pyran-2-yl]-methyl}-9-(4-methoxy-benzyloxy)-4-methyl-3,5-bis-triethylsilanyloxy-nonyl ester 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: 50.0%

triethylsilyl chloride (994-30-9) + (tert-butyl)dimethylsilyl 7-O-acetyl-4,8,10,12,13,14-hexadeoxy-2,3-O-bis-(methoxymethyl)-4,10-dimethyl-15-O-(p-methoxybenzyl)-6-O-[(tert-butyl)dimethylsilyl]-β-D-glycero-L-ido/l-talo-L-gluco-pentadecopyranoside (278181-40-1) → acetic acid 1-{(tert-butyl-dimethyl-silanyloxy)-[6-(tert-butyl-dimethyl-silanyloxy)-4,5-bis-methoxymethoxy-3-methyl-tetrahydro-pyran-2-yl]-methyl}-9-(4-methoxy-benzyloxy)-4-methyl-3,5-bis-triethylsilanyloxy-nonyl ester (278181-26-3)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 3h;

DOI:10.1021/jo991642b

Reference yield:

t-butyldimethylsiyl triflate (69739-34-0) → acetic acid 1-{(tert-butyl-dimethyl-silanyloxy)-[6-(tert-butyl-dimethyl-silanyloxy)-4,5-bis-methoxymethoxy-3-methyl-tetrahydro-pyran-2-yl]-methyl}-9-(4-methoxy-benzyloxy)-4-methyl-3,5-bis-triethylsilanyloxy-nonyl ester (278181-26-3)

Guidance literature:

Multi-step reaction with 8 steps

1.1: 2,6-lutidine / CH₂Cl₂ / 2 h / 0 °C

2.1: DIBAL-H / CH₂Cl₂ / 0.5 h / -78 °C

3.1: 1.74 g / Dess-Martin periodinane / CH₂Cl₂ / 1.5 h / 20 °C

4.1: (i-Pr)2NLi / tetrahydrofuran; hexane / 0.25 h / -78 °C

4.2: tetrahydrofuran; hexane / 0.25 h / -78 °C

5.1: 1.05 g / DMAP; pyridine / 0.67 h / 0 °C

6.1: 100 percent / HF-pyridine / tetrahydrofuran / 1.25 h / -20 - 0 °C

7.1: 78 percent / Et₂BOMe; NaBH₄ / tetrahydrofuran; methanol / 1 h / -78 °C

8.1: 50 percent / imidazole / dimethylformamide / 3 h / 20 °C

With pyridine; 1H-imidazole; 2,6-dimethylpyridine; dmap; sodium tetrahydroborate; diethyl methoxy borane; diisobutylaluminium hydride; Dess-Martin periodane; pyridine hydrogenfluoride; lithium diisopropyl amide; In tetrahydrofuran; methanol; hexane; dichloromethane; N,N-dimethyl-formamide; 1.1: Substitution / 2.1: Reduction / 3.1: Oxidation / 4.1: Metallation / 4.2: Addition / 5.1: Acetylation / 6.1: desilylation / 7.1: Reduction / 8.1: Substitution;

DOI:10.1021/jo991642b

Reference yield:

1 ,5-pentanediol (111-29-5) → acetic acid 1-{(tert-butyl-dimethyl-silanyloxy)-[6-(tert-butyl-dimethyl-silanyloxy)-4,5-bis-methoxymethoxy-3-methyl-tetrahydro-pyran-2-yl]-methyl}-9-(4-methoxy-benzyloxy)-4-methyl-3,5-bis-triethylsilanyloxy-nonyl ester (278181-26-3)

Guidance literature:

Multi-step reaction with 11 steps

1.1: 58 percent / NaH; Bu₄NI / tetrahydrofuran / 0 - 45 °C

2.1: 82 percent / PCC / CH₂Cl₂ / 3 h / 20 °C

3.1: Bu₂BOTf; Et₃N / CH₂Cl₂ / 0.75 h / 0 °C

3.2: 68 percent / CH₂Cl₂ / 3 h / -78 - 0 °C

4.1: AlMe₃ / tetrahydrofuran; heptane / 0.42 h / 0 °C

5.1: 636 mg / imidazole / dimethylformamide / 3 h / 0 - 20 °C

6.1: 90 percent / tetrahydrofuran / 3 h / 0 °C

7.1: (i-Pr)2NLi / tetrahydrofuran; hexane / 0.25 h / -78 °C

7.2: tetrahydrofuran; hexane / 0.25 h / -78 °C

8.1: 1.05 g / DMAP; pyridine / 0.67 h / 0 °C

9.1: 100 percent / HF-pyridine / tetrahydrofuran / 1.25 h / -20 - 0 °C

10.1: 78 percent / Et₂BOMe; NaBH₄ / tetrahydrofuran; methanol / 1 h / -78 °C

11.1: 50 percent / imidazole / dimethylformamide / 3 h / 20 °C

With pyridine; 1H-imidazole; dmap; sodium tetrahydroborate; di-n-butylboryl trifluoromethanesulfonate; diethyl methoxy borane; trimethylaluminum; tetra-(n-butyl)ammonium iodide; sodium hydride; pyridine hydrogenfluoride; triethylamine; pyridinium chlorochromate; lithium diisopropyl amide; In tetrahydrofuran; methanol; hexane; n-heptane; dichloromethane; N,N-dimethyl-formamide; 1.1: Alkylation / 2.1: Oxidation / 3.1: Metallation / 3.2: Addition / 4.1: Substitution / 5.1: Substitution / 6.1: Substitution / 7.1: Metallation / 7.2: Addition / 8.1: Acetylation / 9.1: desilylation / 10.1: Reduction / 11.1: Substitution;

DOI:10.1021/jo991642b

upstream raw materials:

triethylsilyl chloride

(tert-butyl)dimethylsilyl 7-O-acetyl-4,8,10,12,13,14-hexadeoxy-2,3-O-bis-(methoxymethyl)-4,10-dimethyl-15-O-(p-methoxybenzyl)-6-O-[(tert-butyl)dimethylsilyl]-β-D-glycero-L-ido/l-talo-L-gluco-pentadecopyranoside

1 ,5-pentanediol

t-butyldimethylsiyl triflate

Downstream raw materials:

Acetic acid (2R,4S,5S,6R)-2-[(S)-((2R,3R,4R,5S,6R)-6-acetoxy-4,5-bis-methoxymethoxy-3-methyl-tetrahydro-pyran-2-yl)-(tert-butyl-dimethyl-silanyloxy)-methyl]-2-methoxy-6-[4-(4-methoxy-benzyloxy)-butyl]-5-methyl-tetrahydro-pyran-4-yl ester

(2R,4S,5R,6R)-2-{(S)-(tert-Butyl-dimethyl-silanyloxy)-[(2R,3R,4R,5S,6R)-6-(tert-butyl-dimethyl-silanyloxy)-4,5-bis-methoxymethoxy-3-methyl-tetrahydro-pyran-2-yl]-methyl}-2-methoxy-6-[4-(4-methoxy-benzyloxy)-butyl]-5-methyl-tetrahydro-pyran-4-ol

(1S,4S,5S,6R)-1-(tert-Butyl-dimethyl-silanyloxy)-1-[(2R,3R,4R,5S,6R)-6-(tert-butyl-dimethyl-silanyloxy)-4,5-bis-methoxymethoxy-3-methyl-tetrahydro-pyran-2-yl]-10-(4-methoxy-benzyloxy)-5-methyl-4,6-bis-triethylsilanyloxy-decan-2-one

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 278181-26-3 acetic acid 1-{(tert-butyl-dimethyl-silanyloxy)-[6-(tert-butyl-dimethyl-silanyloxy)-4,5-bis-methoxymethoxy-3-methyl-tetrahydro-pyran-2-yl]-methyl}-9-(4-methoxy-benzyloxy)-4-methyl-3,5-bis-triethylsilanyloxy-nonyl ester

Send

Send

Metric Ton KG G Pound L ML

Send

Send