benzyl 3-O-(2-azido-3,4-di-O-benzyl-2-deoxy-6-O-p-methoxybenzyl-α-D-glucopyranosyl)-N-benzyloxycarbonyl-4,5-di-O-benzyl-2,6-dideoxy-2,6-imino-L-gulonate

Base Information

• Chemical Name: benzyl 3-O-(2-azido-3,4-di-O-benzyl-2-deoxy-6-O-p-methoxybenzyl-α-D-glucopyranosyl)-N-benzyloxycarbonyl-4,5-di-O-benzyl-2,6-dideoxy-2,6-imino-L-gulonate
• CAS No.: 372494-24-1
• Molecular Formula: C₆₃H₆₄N₄O₁₂
• Molecular Weight: 1069.22

Synonyms:benzyl 3-O-(2-azido-3,4-di-O-benzyl-2-deoxy-6-O-p-methoxybenzyl-α-D-glucopyranosyl)-N-benzyloxycarbonyl-4,5-di-O-benzyl-2,6-dideoxy-2,6-imino-L-gulonate

Chemical Property of benzyl 3-O-(2-azido-3,4-di-O-benzyl-2-deoxy-6-O-p-methoxybenzyl-α-D-glucopyranosyl)-N-benzyloxycarbonyl-4,5-di-O-benzyl-2,6-dideoxy-2,6-imino-L-gulonate

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl 3-O-(2-azido-3,4-di-O-benzyl-2-deoxy-6-O-p-methoxybenzyl-α-D-glucopyranosyl)-N-benzyloxycarbonyl-4,5-di-O-benzyl-2,6-dideoxy-2,6-imino-L-gulonate

There total 21 articles about benzyl 3-O-(2-azido-3,4-di-O-benzyl-2-deoxy-6-O-p-methoxybenzyl-α-D-glucopyranosyl)-N-benzyloxycarbonyl-4,5-di-O-benzyl-2,6-dideoxy-2,6-imino-L-gulonate 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: 9.0%

phenyl 2-azido-3,4-di-O-benzyl-2-deoxy-6-O-p-methoxybenzyl-1-thio-D-glucopyranoside (161045-54-1) + benzyl N-benzyloxycarbonyl-4,5-di-O-benzyl-2,6-dideoxy-2,6-imino-L-gulonate (372494-20-7) → benzyl 3-O-(2-azido-3,4-di-O-benzyl-2-deoxy-6-O-p-methoxybenzyl-β-D-glucopyranosyl)-N-benzyloxycarbonyl-4,5-di-O-benzyl-2,6-dideoxy-2,6-imino-L-gulonate + benzyl 3-O-(2-azido-3,4-di-O-benzyl-2-deoxy-6-O-p-methoxybenzyl-α-D-glucopyranosyl)-N-benzyloxycarbonyl-4,5-di-O-benzyl-2,6-dideoxy-2,6-imino-L-gulonate (372494-24-1)

Guidance literature:

With N-iodo-succinimide; 4 Angstroem MS; triethylsilyl trifluoromethyl sulfonate; In diethyl ether; 1,2-dichloro-ethane; at -78 ℃; for 2.5h;

DOI:10.1016/S0040-4020(01)00642-1

Reference yield:

(3aR,5R,6S,6aR)-6-(allyloxy)-5-((R)-2,2-dimethyl[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydrofuro[2,3-d][1,3]dioxole (20316-77-2) → benzyl 3-O-(2-azido-3,4-di-O-benzyl-2-deoxy-6-O-p-methoxybenzyl-α-D-glucopyranosyl)-N-benzyloxycarbonyl-4,5-di-O-benzyl-2,6-dideoxy-2,6-imino-L-gulonate (372494-24-1)

Guidance literature:

Multi-step reaction with 17 steps

1.1: 175 g / acetic acid; H₂O / 16 h / 60 °C

2.1: CH₂Cl₂; pyridine / 1 h / -15 °C

3.1: 179 g / CH₂Cl₂; pyridine / 20 h / -15 - 20 °C

4.1: NaOMe / methanol; tetrahydrofuran; CH₂Cl₂ / 3 h / 20 °C

4.2: 78 percent / t-BuOK / dimethylformamide; tetrahydrofuran / 6 h / 0 - 20 °C

5.1: 3.70 g / NH₄Cl; NaN₃ / dimethylformamide; H₂O / 2 h / 80 °C

6.1: 3.84 g / n-tetrabutylammonium iodide; NaH / dimethylformamide / 2.5 h / 0 °C

7.1: 50 percent / 3 percent HCl / 18 h / 20 °C

8.1: 44.1 g / pyridine / CH₂Cl₂ / 1.6 h / -60 °C

9.1: PPh₃ / CH₂Cl₂ / 4 h / 20 - 45 °C

9.2: K₂CO₃ / H₂O; tetrahydrofuran; methanol / 96 h / 20 °C

9.3: 27.3 g / tetrahydrofuran; methanol; H₂O / 7 h / 0 °C

10.1: TFA / dioxane; H₂O / 11 h / 20 °C

10.2: 71 percent / NaBH₄ / ethanol / 2 h / 0 °C

11.1: imidazole / dimethylformamide / 1 h / 20 °C

12.1: 3.76 g / tetrabutylammonium iodide; NaH / dimethylformamide / 3 h / 0 °C

13.1: 98 percent / AcOH; TBAF / tetrahydrofuran / 22 h / 20 °C

14.1: 179 mg / Jones reagent / acetone / 0.08 h / 20 °C

15.1: 160 mg / cesium carbonate / dimethylformamide / 3 h / 20 °C

16.1: 74 percent / sodium acetate; AcOH / PdCl₂ / H₂O / 1.5 h / 50 °C

17.1: 72 percent / NIS; 4 Angstroem MS; TESOTf / diethyl ether; 1,2-dichloro-ethane / 2.5 h / -78 °C

With pyridine; 1H-imidazole; hydrogenchloride; N-iodo-succinimide; sodium azide; jones reagent; 4 Angstroem MS; tetrabutyl ammonium fluoride; triethylsilyl trifluoromethyl sulfonate; sodium methylate; sodium acetate; tetra-(n-butyl)ammonium iodide; sodium hydride; ammonium chloride; caesium carbonate; acetic acid; triphenylphosphine; trifluoroacetic acid; palladium dichloride; In tetrahydrofuran; 1,4-dioxane; pyridine; methanol; diethyl ether; dichloromethane; water; acetic acid; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetone;

DOI:10.1016/S0040-4020(01)00642-1

Reference yield:

3-O-allyl-1,2-O-isopropylidene-α-D-glucofuranose (91882-92-7) → benzyl 3-O-(2-azido-3,4-di-O-benzyl-2-deoxy-6-O-p-methoxybenzyl-α-D-glucopyranosyl)-N-benzyloxycarbonyl-4,5-di-O-benzyl-2,6-dideoxy-2,6-imino-L-gulonate (372494-24-1)

Guidance literature:

Multi-step reaction with 16 steps

1.1: CH₂Cl₂; pyridine / 1 h / -15 °C

2.1: 179 g / CH₂Cl₂; pyridine / 20 h / -15 - 20 °C

3.1: NaOMe / methanol; tetrahydrofuran; CH₂Cl₂ / 3 h / 20 °C

3.2: 78 percent / t-BuOK / dimethylformamide; tetrahydrofuran / 6 h / 0 - 20 °C

4.1: 3.70 g / NH₄Cl; NaN₃ / dimethylformamide; H₂O / 2 h / 80 °C

5.1: 3.84 g / n-tetrabutylammonium iodide; NaH / dimethylformamide / 2.5 h / 0 °C

6.1: 50 percent / 3 percent HCl / 18 h / 20 °C

7.1: 44.1 g / pyridine / CH₂Cl₂ / 1.6 h / -60 °C

8.1: PPh₃ / CH₂Cl₂ / 4 h / 20 - 45 °C

8.2: K₂CO₃ / H₂O; tetrahydrofuran; methanol / 96 h / 20 °C

8.3: 27.3 g / tetrahydrofuran; methanol; H₂O / 7 h / 0 °C

9.1: TFA / dioxane; H₂O / 11 h / 20 °C

9.2: 71 percent / NaBH₄ / ethanol / 2 h / 0 °C

10.1: imidazole / dimethylformamide / 1 h / 20 °C

11.1: 3.76 g / tetrabutylammonium iodide; NaH / dimethylformamide / 3 h / 0 °C

12.1: 98 percent / AcOH; TBAF / tetrahydrofuran / 22 h / 20 °C

13.1: 179 mg / Jones reagent / acetone / 0.08 h / 20 °C

14.1: 160 mg / cesium carbonate / dimethylformamide / 3 h / 20 °C

15.1: 74 percent / sodium acetate; AcOH / PdCl₂ / H₂O / 1.5 h / 50 °C

16.1: 72 percent / NIS; 4 Angstroem MS; TESOTf / diethyl ether; 1,2-dichloro-ethane / 2.5 h / -78 °C

With pyridine; 1H-imidazole; hydrogenchloride; N-iodo-succinimide; sodium azide; jones reagent; 4 Angstroem MS; tetrabutyl ammonium fluoride; triethylsilyl trifluoromethyl sulfonate; sodium methylate; sodium acetate; tetra-(n-butyl)ammonium iodide; sodium hydride; ammonium chloride; caesium carbonate; acetic acid; triphenylphosphine; trifluoroacetic acid; palladium dichloride; In tetrahydrofuran; 1,4-dioxane; pyridine; methanol; diethyl ether; dichloromethane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetone;

DOI:10.1016/S0040-4020(01)00642-1

upstream raw materials:

phenyl 2-azido-3,4-di-O-benzyl-2-deoxy-6-O-p-methoxybenzyl-1-thio-D-glucopyranoside

benzyl N-benzyloxycarbonyl-4,5-di-O-benzyl-2,6-dideoxy-2,6-imino-L-gulonate

(3aR,5R,6S,6aR)-6-(allyloxy)-5-((R)-2,2-dimethyl[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydrofuro[2,3-d][1,3]dioxole

3-O-allyl-1,2-O-isopropylidene-α-D-glucofuranose

Downstream raw materials:

benzyl 3-O-(2-acetamido-3,4-di-O-benzyl-2-deoxy-6-O-p-methoxybenzyl-α-D-glucopyranosyl)-N-benzyloxycarbonyl-4,5-di-O-benzyl-2,6-dideoxy-2,6-imino-L-gulonate

benzyl 3-O-(2-acetamido-3,4-di-O-benzyl-2-deoxy-α-D-glucopyranosyl)-N-benzyloxycarbonyl-4,5-di-O-benzyl-2,6-dideoxy-2,6-imino-L-gulonate

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 372494-24-1 benzyl 3-O-(2-azido-3,4-di-O-benzyl-2-deoxy-6-O-p-methoxybenzyl-α-D-glucopyranosyl)-N-benzyloxycarbonyl-4,5-di-O-benzyl-2,6-dideoxy-2,6-imino-L-gulonate

Send

Send

Metric Ton KG G Pound L ML

Send

Send