1-O-tert-butyldiphenylsilyl-2-O-(2-benzylcarbamate-3,4,6-tri-O-benzyl-2-deoxy-α-D-glucopyranosyl)-sn-glycerol

Base Information

• Chemical Name: 1-O-tert-butyldiphenylsilyl-2-O-(2-benzylcarbamate-3,4,6-tri-O-benzyl-2-deoxy-α-D-glucopyranosyl)-sn-glycerol
• CAS No.: 1354914-20-7
• Molecular Formula: C₅₄H₆₁NO₉Si
• Molecular Weight: 896.165

Synonyms:1-O-tert-butyldiphenylsilyl-2-O-(2-benzylcarbamate-3,4,6-tri-O-benzyl-2-deoxy-α-D-glucopyranosyl)-sn-glycerol

Chemical Property of 1-O-tert-butyldiphenylsilyl-2-O-(2-benzylcarbamate-3,4,6-tri-O-benzyl-2-deoxy-α-D-glucopyranosyl)-sn-glycerol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-O-tert-butyldiphenylsilyl-2-O-(2-benzylcarbamate-3,4,6-tri-O-benzyl-2-deoxy-α-D-glucopyranosyl)-sn-glycerol

There total 5 articles about 1-O-tert-butyldiphenylsilyl-2-O-(2-benzylcarbamate-3,4,6-tri-O-benzyl-2-deoxy-α-D-glucopyranosyl)-sn-glycerol 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: 95.0%

1-O-tert-butyldiphenylsilyl-2-O-(2-benzylcarbamate-3,4,6-tri-O-benzyl-2-deoxy-α-D-glucopyranosyl)-3-O-allyl-sn-glycerol (1354914-16-1) → 1-O-tert-butyldiphenylsilyl-2-O-(2-benzylcarbamate-3,4,6-tri-O-benzyl-2-deoxy-α-D-glucopyranosyl)-sn-glycerol (1354914-20-7)

Guidance literature:

1-O-tert-butyldiphenylsilyl-2-O-(2-benzylcarbamate-3,4,6-tri-O-benzyl-2-deoxy-α-D-glucopyranosyl)-3-O-allyl-sn-glycerol; With (1,5-cyclooctadiene)[bis(methyldiphenylphosphine)]iridium(I) hexafluorophosphate; hydrogen; In tetrahydrofuran; at 20 ℃; for 1.5h; Inert atmosphere;

With iodine; sodium hydrogencarbonate; In water; at 20 ℃; for 0.5h; Inert atmosphere;

DOI:10.1021/ol2033652

Reference yield:

benzyl bromide (100-39-0) → 1-O-tert-butyldiphenylsilyl-2-O-(2-benzylcarbamate-3,4,6-tri-O-benzyl-2-deoxy-α-D-glucopyranosyl)-sn-glycerol (1354914-20-7)

Guidance literature:

Multi-step reaction with 4 steps

1.1: sodium hydride / tetrahydrofuran; N,N-dimethyl-formamide; mineral oil / 30 h / 20 °C / Inert atmosphere

2.1: trimethylphosphane / 1,4-dioxane; water; toluene / 4 h / 20 °C / Inert atmosphere

3.1: sodium hydrogencarbonate / methanol; chloroform / 1.5 h / 20 °C / Inert atmosphere

4.1: (1,5-cyclooctadiene)[bis(methyldiphenylphosphine)]iridium(I) hexafluorophosphate; hydrogen / tetrahydrofuran / 1.5 h / 20 °C / Inert atmosphere

4.2: 0.5 h / 20 °C / Inert atmosphere

With (1,5-cyclooctadiene)[bis(methyldiphenylphosphine)]iridium(I) hexafluorophosphate; hydrogen; sodium hydride; sodium hydrogencarbonate; trimethylphosphane; In tetrahydrofuran; 1,4-dioxane; methanol; chloroform; water; N,N-dimethyl-formamide; toluene; mineral oil;

DOI:10.1021/ol2033652

Reference yield:

(2R,3S,4R,5R,6S)-6-[(S)-1-Allyloxymethyl-2-(tert-butyl-diphenyl-silanyloxy)-ethoxy]-5-azido-2-hydroxymethyl-tetrahydro-pyran-3,4-diol → 1-O-tert-butyldiphenylsilyl-2-O-(2-benzylcarbamate-3,4,6-tri-O-benzyl-2-deoxy-α-D-glucopyranosyl)-sn-glycerol (1354914-20-7)

Guidance literature:

Multi-step reaction with 4 steps

1.1: sodium hydride / tetrahydrofuran; N,N-dimethyl-formamide; mineral oil / 30 h / 20 °C / Inert atmosphere

2.1: trimethylphosphane / 1,4-dioxane; water; toluene / 4 h / 20 °C / Inert atmosphere

3.1: sodium hydrogencarbonate / methanol; chloroform / 1.5 h / 20 °C / Inert atmosphere

4.1: (1,5-cyclooctadiene)[bis(methyldiphenylphosphine)]iridium(I) hexafluorophosphate; hydrogen / tetrahydrofuran / 1.5 h / 20 °C / Inert atmosphere

4.2: 0.5 h / 20 °C / Inert atmosphere

With (1,5-cyclooctadiene)[bis(methyldiphenylphosphine)]iridium(I) hexafluorophosphate; hydrogen; sodium hydride; sodium hydrogencarbonate; trimethylphosphane; In tetrahydrofuran; 1,4-dioxane; methanol; chloroform; water; N,N-dimethyl-formamide; toluene; mineral oil;

DOI:10.1021/ol2033652

upstream raw materials:

1-O-tert-butyldiphenylsilyl-2-O-(2-benzylcarbamate-3,4,6-tri-O-benzyl-2-deoxy-α-D-glucopyranosyl)-3-O-allyl-sn-glycerol

benzyl bromide

3-O-allyl-2-O-(2-azido-3,4,6-tri-O-benzyl-2-deoxy-α-D-glucopyranosyl)-1-O-tert-butyldiphenylsilyl-sn-glycerol

Downstream raw materials:

2-O-(2-benzylcarbamate-3,4,6-tri-O-benzyl-2-deoxy-α-D-glucopyranosyl)-3-O-(4,4'-dimethoxytrityl)-sn-glycerol

1-([N,N,-diisopropylamino]-2-cyanoethylphosphite)-2-O-(2-benzylcarbamate-3,4,6-tri-O-benzyl-2-deoxy-α-Dglucopyranosyl)-3-O-(4,4'-dimethoxytrityl)-sn-glycerol

1-O-tert-butyldiphenylsilyl-2-O-(2-benzylcarbamate-3,4,6-tri-O-benzyl-2-deoxy-α-D-glucopyranosyl)-3-O-(4,4'-dimethoxytrityl)-sn-glycerol

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 1354914-20-7 1-O-tert-butyldiphenylsilyl-2-O-(2-benzylcarbamate-3,4,6-tri-O-benzyl-2-deoxy-α-D-glucopyranosyl)-sn-glycerol

Send

Send

Metric Ton KG G Pound L ML

Send

Send