methyl 4-O-(2-azido-6-O-benzoyl-3,4-di-O-benzyl-2-deoxy-β-D-galactopyranosyl)-2,3-di-O-benzyl-β-D-glucopyranoside

Base Information

• Chemical Name: methyl 4-O-(2-azido-6-O-benzoyl-3,4-di-O-benzyl-2-deoxy-β-D-galactopyranosyl)-2,3-di-O-benzyl-β-D-glucopyranoside
• CAS No.: 130257-64-6
• Molecular Formula: C₄₈H₅₁N₃O₁₁
• Molecular Weight: 845.946

Synonyms:methyl 4-O-(2-azido-6-O-benzoyl-3,4-di-O-benzyl-2-deoxy-β-D-galactopyranosyl)-2,3-di-O-benzyl-β-D-glucopyranoside

Chemical Property of methyl 4-O-(2-azido-6-O-benzoyl-3,4-di-O-benzyl-2-deoxy-β-D-galactopyranosyl)-2,3-di-O-benzyl-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 4-O-(2-azido-6-O-benzoyl-3,4-di-O-benzyl-2-deoxy-β-D-galactopyranosyl)-2,3-di-O-benzyl-β-D-glucopyranoside

There total 11 articles about methyl 4-O-(2-azido-6-O-benzoyl-3,4-di-O-benzyl-2-deoxy-β-D-galactopyranosyl)-2,3-di-O-benzyl-β-D-glucopyranoside 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: 5.0%

methyl 2,3-di-O-benzyl-6-O-tert-butyldimethylsilyl-β-D-glucopyranoside (130257-50-0) + 2-azido-6-O-benzoyl-3,4-di-O-benzyl-2-deoxy-α-D-galactopyranosyl trichloroacetimidate → methyl 4-O-(2-azido-6-O-benzoyl-3,4-di-O-benzyl-2-deoxy-β-D-galactopyranosyl)-2,3-di-O-benzyl-β-D-glucopyranoside (130257-64-6) + Benzoic acid (2R,3R,4R,5R,6R)-5-azido-3,4-bis-benzyloxy-6-((2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-2-hydroxymethyl-6-methoxy-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-2-ylmethyl ester

Guidance literature:

With 4 A molecular sieve; boron trifluoride diethyl etherate; In dichloromethane; toluene; at -20 ℃; for 4h;

DOI:10.1016/0008-6215(90)84259-W

Reference yield:

(2R,3R,4R)-2-(((tert-butyldimethylsilyl)oxy)methyl)-3,4-dihydro-2H-pyran-3,4-diol (124751-19-5) → methyl 4-O-(2-azido-6-O-benzoyl-3,4-di-O-benzyl-2-deoxy-β-D-galactopyranosyl)-2,3-di-O-benzyl-β-D-glucopyranoside (130257-64-6)

Guidance literature:

Multi-step reaction with 6 steps

1: sodium hydride / tetrahydrofuran; dimethylformamide / 1 h / 0 °C

2: methanol / Ambient temperature

3: 95 percent / pyridine / CH₂Cl₂ / 1 h / 0 °C

4: 66 percent / 1) sodium azide, ceric ammonium nitrate, 2) sodium nitrite / 1) acetonitrile, -20 deg C, 2) 1,4-dioxane, 3 h, 80 deg C

5: 79 percent / 1,8-diazabicylo<5.4.0>undec-7-ene / 1,2-dichloro-ethane / 2 h / Ambient temperature

6: 55 percent / activated powdered 4 Angstroem molecular sieve, BF₃*OEt₂ / toluene; CH₂Cl₂ / 4 h / -20 °C

With pyridine; methanol; sodium azide; ammonium cerium(IV) nitrate; 4 A molecular sieve; boron trifluoride diethyl etherate; sodium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; sodium nitrite; In tetrahydrofuran; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; toluene;

DOI:10.1016/0008-6215(90)84259-W

Reference yield:

benzyl bromide (100-39-0) → methyl 4-O-(2-azido-6-O-benzoyl-3,4-di-O-benzyl-2-deoxy-β-D-galactopyranosyl)-2,3-di-O-benzyl-β-D-glucopyranoside (130257-64-6)

Guidance literature:

Multi-step reaction with 6 steps

1: sodium hydride / tetrahydrofuran; dimethylformamide / 1 h / 0 °C

2: methanol / Ambient temperature

3: 95 percent / pyridine / CH₂Cl₂ / 1 h / 0 °C

4: 66 percent / 1) sodium azide, ceric ammonium nitrate, 2) sodium nitrite / 1) acetonitrile, -20 deg C, 2) 1,4-dioxane, 3 h, 80 deg C

5: 79 percent / 1,8-diazabicylo<5.4.0>undec-7-ene / 1,2-dichloro-ethane / 2 h / Ambient temperature

6: 55 percent / activated powdered 4 Angstroem molecular sieve, BF₃*OEt₂ / toluene; CH₂Cl₂ / 4 h / -20 °C

With pyridine; methanol; sodium azide; ammonium cerium(IV) nitrate; 4 A molecular sieve; boron trifluoride diethyl etherate; sodium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; sodium nitrite; In tetrahydrofuran; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; toluene;

DOI:10.1016/0008-6215(90)84259-W

upstream raw materials:

methyl 2,3-di-O-benzyl-6-O-tert-butyldimethylsilyl-β-D-glucopyranoside

(2R,3R,4R)-2-(((tert-butyldimethylsilyl)oxy)methyl)-3,4-dihydro-2H-pyran-3,4-diol

benzyl bromide

(2R,3R,4R)-((3,4-bis(benzyloxy)-3,4-dihydro-2H-pyran-2-yl)-methoxy)(tert-butyl)dimethylsilane

Downstream raw materials:

methyl 4-O-(2-acetamido-3,4-di-O-benzyl-2-deoxy-6-O-sulfo-β-D-galactopyranosyl)-2,3-di-O-benzyl-β-D-glucopyranosiduronic acid, disodium salt

methyl uronate

methyl 4-O-(2-acetamido-3,4-di-O-benzyl-2-deoxy-β-D-galactopyranosyl)-2,3-di-O-benzyl-β-D-glucopyranosiduronic acid

methyl uronate

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 130257-64-6 methyl 4-O-(2-azido-6-O-benzoyl-3,4-di-O-benzyl-2-deoxy-β-D-galactopyranosyl)-2,3-di-O-benzyl-β-D-glucopyranoside

Send

Send

Metric Ton KG G Pound L ML

Send

Send