4-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranos-1-ylmethyl)-3-benzyloxybenzoic ethyl ester

Base Information

• Chemical Name: 4-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranos-1-ylmethyl)-3-benzyloxybenzoic ethyl ester
• CAS No.: 444150-23-6
• Molecular Formula: C₅₁H₅₂O₈
• Molecular Weight: 792.969

Synonyms:4-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranos-1-ylmethyl)-3-benzyloxybenzoic ethyl ester

Chemical Property of 4-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranos-1-ylmethyl)-3-benzyloxybenzoic ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranos-1-ylmethyl)-3-benzyloxybenzoic ethyl ester

There total 9 articles about 4-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranos-1-ylmethyl)-3-benzyloxybenzoic ethyl 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: 87.0%

benzyl bromide (100-39-0) + 4-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranos-1-ylmethyl)-3-hydroxybenzoic ethyl ester (444150-21-4) → 4-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranos-1-ylmethyl)-3-benzyloxybenzoic ethyl ester (444150-23-6)

Guidance literature:

With potassium carbonate; In acetone; for 12h;

DOI:10.1002/1521-3765(20020415)8:8<1872::AID-CHEM1872>3.0.CO;2-A

Reference yield:

(3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-one (13096-62-3) → 4-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranos-1-ylmethyl)-3-benzyloxybenzoic ethyl ester (444150-23-6)

Guidance literature:

Multi-step reaction with 9 steps

1.1: 91 percent / tetrahydrofuran / 2 h / -78 °C

2.1: 78 percent / Et₃SiH; BF₃*OEt₂ / CH₂Cl₂ / 12 h / -78 °C

3.1: ozone / CH₂Cl₂; methanol / -78 °C

3.2: PPh₃

4.1: 22.9 g / toluene / 2 h / Heating

5.1: 88 percent / DIBAL / toluene / -78 - 25 °C

6.1: MnO₂ / CH₂Cl₂ / 3 h / Heating

7.1: 13.3 g / CH₂Cl₂ / 3 h / Heating

8.1: 65 percent / ethyl chloroformate; Et₃N / tetrahydrofuran / 0.5 h / 20 °C

9.1: 87 percent / K₂CO₃ / acetone / 12 h

With triethylsilane; manganese(IV) oxide; boron trifluoride diethyl etherate; chloroformic acid ethyl ester; diisobutylaluminium hydride; potassium carbonate; ozone; triethylamine; In tetrahydrofuran; methanol; dichloromethane; acetone; toluene; 4.1: Wittig reaction / 7.1: Wittig reaction;

DOI:10.1002/1521-3765(20020415)8:8<1872::AID-CHEM1872>3.0.CO;2-A

Reference yield:

2,3,4,6-tetra-O-benzyl-D-glucopyranose (6564-72-3) → 4-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranos-1-ylmethyl)-3-benzyloxybenzoic ethyl ester (444150-23-6)

Guidance literature:

Multi-step reaction with 10 steps

1.1: Jones reagent / acetone

2.1: 91 percent / tetrahydrofuran / 2 h / -78 °C

3.1: 78 percent / Et₃SiH; BF₃*OEt₂ / CH₂Cl₂ / 12 h / -78 °C

4.1: ozone / CH₂Cl₂; methanol / -78 °C

4.2: PPh₃

5.1: 22.9 g / toluene / 2 h / Heating

6.1: 88 percent / DIBAL / toluene / -78 - 25 °C

7.1: MnO₂ / CH₂Cl₂ / 3 h / Heating

8.1: 13.3 g / CH₂Cl₂ / 3 h / Heating

9.1: 65 percent / ethyl chloroformate; Et₃N / tetrahydrofuran / 0.5 h / 20 °C

10.1: 87 percent / K₂CO₃ / acetone / 12 h

With triethylsilane; manganese(IV) oxide; jones reagent; boron trifluoride diethyl etherate; chloroformic acid ethyl ester; diisobutylaluminium hydride; potassium carbonate; ozone; triethylamine; In tetrahydrofuran; methanol; dichloromethane; acetone; toluene; 5.1: Wittig reaction / 8.1: Wittig reaction;

DOI:10.1002/1521-3765(20020415)8:8<1872::AID-CHEM1872>3.0.CO;2-A

upstream raw materials:

benzyl bromide

4-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranos-1-ylmethyl)-3-hydroxybenzoic ethyl ester

(3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-one

2,3,4,6-tetra-O-benzyl-D-glucopyranose

Downstream raw materials:

1-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranos-1-ylmethyl)-2-benzyloxy-4-bromomethylbenzene

(S)-2-Amino-3-[3-benzyloxy-4-((2S,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylmethyl)-phenyl]-propionic acid

2-acetamido-2-[3-benzyloxy-4-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranos-1-ylmethyl)benzyl]malonic diethyl ester

1-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranos-1-ylmethyl)-2-benzyloxy-4-hydroxymethylbenzene

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 444150-23-6 4-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranos-1-ylmethyl)-3-benzyloxybenzoic ethyl ester

Send

Send

Metric Ton KG G Pound L ML

Send

Send