4-METHOXYPHENYL 2-AMINO-3,6-DI-O-BENZYL-2-DEOXY-BETA-D-GLUCOPYRANOSIDE

Base Information

• Chemical Name: 4-METHOXYPHENYL 2-AMINO-3,6-DI-O-BENZYL-2-DEOXY-BETA-D-GLUCOPYRANOSIDE
• CAS No.: 1272755-07-3
• Molecular Formula: C₂₇H₃₁NO₆
• Molecular Weight: 465.546
• Mol file: 1272755-07-3.mol

Synonyms:4-METHOXYPHENYL 2-AMINO-3,6-DI-O-BENZYL-2-DEOXY-BETA-D-GLUCOPYRANOSIDE;4-Methoxyphenyl 2-AMino-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside;4-Methoxyphenyl 2-amino-2-deoxy-3,6-bis-O-(phenylmethyl)-beta-D-glucopyranoside

Chemical Property of 4-METHOXYPHENYL 2-AMINO-3,6-DI-O-BENZYL-2-DEOXY-BETA-D-GLUCOPYRANOSIDE

Chemical Property:

• Melting Point: 105 °C
• PSA: 92.40000
• LogP: 3.98960

Purity/Quality:

97% ^*data from raw suppliers

4-Methoxyphenyl 2-Amino-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-METHOXYPHENYL 2-AMINO-3,6-DI-O-BENZYL-2-DEOXY-BETA-D-GLUCOPYRANOSIDE

There total 10 articles about 4-METHOXYPHENYL 2-AMINO-3,6-DI-O-BENZYL-2-DEOXY-BETA-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:

D-glucosamine hydrochloride (14131-63-6) → C27H31NO6 (1272755-07-3)

Guidance literature:

Multi-step reaction with 10 steps

1.1: sodium hydrogencarbonate / water / 0.5 h / 20 °C

1.2: 4.5 h / 20 °C

2.1: pyridine / 0 - 20 °C

3.1: boron trifluoride diethyl etherate / dichloromethane / 0 - 20 °C

4.1: zinc; acetic acid / dichloromethane; methanol / 1 h / 0 - 20 °C / Inert atmosphere

5.1: sodium methylate / dichloromethane; methanol / 2 h / 20 °C

5.2: pH ~ 7

6.1: potassium carbonate; triflic azide / zinc(II) chloride / dichloromethane; water; methanol / 20 °C

7.1: camphorsulfonic acid / toluene / 2 h / 20 °C

8.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 2 h / 0 - 20 °C

9.1: trifluorormethanesulfonic acid; triethylsilane / dichloromethane / 1 h / -78 °C

10.1: sodium hydroxide; trimethylphosphane / water; tetrahydrofuran

With pyridine; triethylsilane; trifluorormethanesulfonic acid; triflic azide; boron trifluoride diethyl etherate; sodium methylate; sodium hydride; sodium hydrogencarbonate; potassium carbonate; acetic acid; sodium hydroxide; zinc; trimethylphosphane; zinc(II) chloride; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; mineral oil;

Reference yield:

1,3,4,6-tetra-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranose (122210-05-3) → C27H31NO6 (1272755-07-3)

Guidance literature:

Multi-step reaction with 8 steps

1.1: boron trifluoride diethyl etherate / dichloromethane / 0 - 20 °C

2.1: zinc; acetic acid / dichloromethane; methanol / 1 h / 0 - 20 °C / Inert atmosphere

3.1: sodium methylate / dichloromethane; methanol / 2 h / 20 °C

3.2: pH ~ 7

4.1: potassium carbonate; triflic azide / zinc(II) chloride / dichloromethane; water; methanol / 20 °C

5.1: camphorsulfonic acid / toluene / 2 h / 20 °C

6.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 2 h / 0 - 20 °C

7.1: trifluorormethanesulfonic acid; triethylsilane / dichloromethane / 1 h / -78 °C

8.1: sodium hydroxide; trimethylphosphane / water; tetrahydrofuran

With triethylsilane; trifluorormethanesulfonic acid; triflic azide; boron trifluoride diethyl etherate; sodium methylate; sodium hydride; potassium carbonate; acetic acid; sodium hydroxide; zinc; trimethylphosphane; zinc(II) chloride; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; mineral oil;

Reference yield:

2-Deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranose → C27H31NO6 (1272755-07-3)

Guidance literature:

Multi-step reaction with 9 steps

1.1: pyridine / 0 - 20 °C

2.1: boron trifluoride diethyl etherate / dichloromethane / 0 - 20 °C

3.1: zinc; acetic acid / dichloromethane; methanol / 1 h / 0 - 20 °C / Inert atmosphere

4.1: sodium methylate / dichloromethane; methanol / 2 h / 20 °C

4.2: pH ~ 7

5.1: potassium carbonate; triflic azide / zinc(II) chloride / dichloromethane; water; methanol / 20 °C

6.1: camphorsulfonic acid / toluene / 2 h / 20 °C

7.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 2 h / 0 - 20 °C

8.1: trifluorormethanesulfonic acid; triethylsilane / dichloromethane / 1 h / -78 °C

9.1: sodium hydroxide; trimethylphosphane / water; tetrahydrofuran

With pyridine; triethylsilane; trifluorormethanesulfonic acid; triflic azide; boron trifluoride diethyl etherate; sodium methylate; sodium hydride; potassium carbonate; acetic acid; sodium hydroxide; zinc; trimethylphosphane; zinc(II) chloride; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; mineral oil;

upstream raw materials:

D-glucosamine hydrochloride

1,3,4,6-tetra-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranose

C₂₇H₂₉N₃O₆

C₂₂H₂₆Cl₃NO₁₁