1,4-anhydro-3-O-benzyl-2-C-(D-threo-1'-benzyloxy-2'-methoxymethoxybutyl)-2-deoxy-5-O-methoxymethyl-4-C-methyl-L-xylitol

Base Information

• Chemical Name: 1,4-anhydro-3-O-benzyl-2-C-(D-threo-1'-benzyloxy-2'-methoxymethoxybutyl)-2-deoxy-5-O-methoxymethyl-4-C-methyl-L-xylitol
• CAS No.: 117300-20-6
• Molecular Formula: C₂₈H₄₀O₇
• Molecular Weight: 488.621

Synonyms:1,4-anhydro-3-O-benzyl-2-C-(D-threo-1'-benzyloxy-2'-methoxymethoxybutyl)-2-deoxy-5-O-methoxymethyl-4-C-methyl-L-xylitol

Chemical Property of 1,4-anhydro-3-O-benzyl-2-C-(D-threo-1'-benzyloxy-2'-methoxymethoxybutyl)-2-deoxy-5-O-methoxymethyl-4-C-methyl-L-xylitol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,4-anhydro-3-O-benzyl-2-C-(D-threo-1'-benzyloxy-2'-methoxymethoxybutyl)-2-deoxy-5-O-methoxymethyl-4-C-methyl-L-xylitol

There total 9 articles about 1,4-anhydro-3-O-benzyl-2-C-(D-threo-1'-benzyloxy-2'-methoxymethoxybutyl)-2-deoxy-5-O-methoxymethyl-4-C-methyl-L-xylitol 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: 40.0%

(2S,3R,4R)-3-Benzyloxy-2-((1S,2S)-1,2-bis-benzyloxy-3-methoxymethoxy-2-methyl-propyl)-4-methoxymethoxy-hexan-1-ol (117325-11-8) → 1,4-anhydro-3-O-benzyl-2-C-(D-threo-1'-benzyloxy-2'-methoxymethoxybutyl)-2-deoxy-5-O-methoxymethyl-4-C-methyl-L-xylitol (117300-20-6) + 1,4-anhydro-3-O-benzyl-2,5,6-trideoxy-2-C-(L-erythro-1',2'-dibenzyloxy-3'-methoxymethoxy-2'-methylpropyl)-D-xylitol (117300-19-3)

Guidance literature:

With 2,4-dimethylaminopyridine; methanesulfonyl chloride; triethylamine; In dichloromethane; for 0.0833333h;

DOI:10.1016/0008-6215(88)85084-5

Reference yield:

(2S,3S,4R,4aS,5S,6S,8aS)-4,5,6-Tris-benzyloxy-2-iodomethyl-6-methyl-hexahydro-pyrano[2,3-b]pyran-3-ol → 1,4-anhydro-3-O-benzyl-2-C-(D-threo-1'-benzyloxy-2'-methoxymethoxybutyl)-2-deoxy-5-O-methoxymethyl-4-C-methyl-L-xylitol (117300-20-6)

Guidance literature:

Multi-step reaction with 8 steps

1: 4-dimethylaminopyridine / ethyl acetate / Ambient temperature

2: 95 percent / Zn, NH₄Cl / aq. ethanol / 0.5 h / Heating

3: H₂ / 10 percent Pd/C / ethyl acetate / 2 h / Ambient temperature

4: pyridinium chlorochromate, anhydrous sodium acetate, florisil / CH₂Cl₂

5: 81 percent / CH₂Cl₂ / 16 h

6: ethyl di-isopropylamine / CH₂Cl₂

7: 20 percent / N-methylpiperazine, LiAlH₄ / tetrahydrofuran / 3.5 h / Heating

8: 40 percent / methanesulfonyl chloride, triethylamine, 2,4-dimethylaminopyridine / CH₂Cl₂ / 0.08 h / 0 °C

With 1-methyl-piperazine; dmap; florisil; lithium aluminium tetrahydride; 2,4-dimethylaminopyridine; hydrogen; sodium acetate; ammonium chloride; methanesulfonyl chloride; triethylamine; N-ethyl-N,N-diisopropylamine; pyridinium chlorochromate; zinc; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; ethyl acetate;

DOI:10.1016/0008-6215(88)85084-5

Reference yield:

2-C-(D-threo-2'-acetoxy-1'-benzyloxy-but-3'-enyl)-3,4-di-O-benzyl-2-deoxy-4-C-methyl-L-xylopyranose → 1,4-anhydro-3-O-benzyl-2-C-(D-threo-1'-benzyloxy-2'-methoxymethoxybutyl)-2-deoxy-5-O-methoxymethyl-4-C-methyl-L-xylitol (117300-20-6)

Guidance literature:

Multi-step reaction with 6 steps

1: H₂ / 10 percent Pd/C / ethyl acetate / 2 h / Ambient temperature

2: pyridinium chlorochromate, anhydrous sodium acetate, florisil / CH₂Cl₂

3: 81 percent / CH₂Cl₂ / 16 h

4: ethyl di-isopropylamine / CH₂Cl₂

5: 20 percent / N-methylpiperazine, LiAlH₄ / tetrahydrofuran / 3.5 h / Heating

6: 40 percent / methanesulfonyl chloride, triethylamine, 2,4-dimethylaminopyridine / CH₂Cl₂ / 0.08 h / 0 °C

With 1-methyl-piperazine; florisil; lithium aluminium tetrahydride; 2,4-dimethylaminopyridine; hydrogen; sodium acetate; methanesulfonyl chloride; triethylamine; N-ethyl-N,N-diisopropylamine; pyridinium chlorochromate; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; ethyl acetate;

DOI:10.1016/0008-6215(88)85084-5

upstream raw materials:

(2S,3R,4R)-3-Benzyloxy-2-((1S,2S)-1,2-bis-benzyloxy-3-methoxymethoxy-2-methyl-propyl)-4-methoxymethoxy-hexan-1-ol

(2S,3R,4R)-3-Benzyloxy-2-((1S,2S)-1,2-bis-benzyloxy-3-hydroxy-2-methyl-propyl)-4-hydroxy-hexanoic acid dimethylamide

3-O-benzyl-2-deoxy-2-C-(L-threo-1',2'-dibenzyloxy-2'-methylpropane-1',3'-diyl)-α-D-glucopyranoside

2-C-(D-threo-2'-acetoxy-1'-benzyloxybutyl)-3,4-di-O-benzyl-2-deoxy-4-C-methyl-L-xylono-1,5-lactone

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 117300-20-6 1,4-anhydro-3-O-benzyl-2-C-(D-threo-1'-benzyloxy-2'-methoxymethoxybutyl)-2-deoxy-5-O-methoxymethyl-4-C-methyl-L-xylitol

Send

Send

Metric Ton KG G Pound L ML

Send

Send