N-Phenyl-2-deoxy-D-glucosylamine

Base Information

• Chemical Name: N-Phenyl-2-deoxy-D-glucosylamine
• CAS No.: 136207-41-5
• Molecular Formula: C₁₁H₁₅NO₃
• Molecular Weight: 209.245
• Mol file: 136207-41-5.mol

Synonyms:1,2-Dideoxy-1-(phenylimino)-D-erythro-pentitol;

Chemical Property of N-Phenyl-2-deoxy-D-glucosylamine

Chemical Property:

• Vapor Pressure: 5.32E-09mmHg at 25°C
• Melting Point: 144 - 146 °C
• Refractive Index: 1.546
• Boiling Point: 453.1 °C at 760 mmHg
• PKA: 13.44±0.20(Predicted)
• Flash Point: 297.5 °C
• PSA: 73.05000
• Density: 1.17 g/cm³
• LogP: 0.49310

Purity/Quality:

99% ^*data from raw suppliers

N-PHENYL-2-DEOXY-D-GLUCOSYLAMINE 98.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 1,2-Dideoxy-1-(phenylimino)-D-erythro-pentitol is a telbivudine intermediate.

Technology Process of N-Phenyl-2-deoxy-D-glucosylamine

There total 6 articles about N-Phenyl-2-deoxy-D-glucosylamine 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:

(2R,3S)-hex-5-ene-1,2,3-triol (79364-36-6) → 2-Deoxy-D-erythro-pentose-anilid (136207-41-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 1) O₃; 2) triphenylphosphine / 1) MeOH, -78 deg C, 20 min; 2) MeOH, CH₂Cl₂, -78 deg C, 90 min

2: 65 mg / ethanol / 5 h / 5 °C

With ozone; triphenylphosphine; In ethanol;

DOI:10.1016/0008-6215(83)88487-0

Reference yield:

(S)-1-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)but-3-en-1-ol (79364-35-5) → 2-Deoxy-D-erythro-pentose-anilid (136207-41-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 96 percent / trifluoroacetic acid / H₂O; methanol / 14 h / Ambient temperature

2: 1) O₃; 2) triphenylphosphine / 1) MeOH, -78 deg C, 20 min; 2) MeOH, CH₂Cl₂, -78 deg C, 90 min

3: 65 mg / ethanol / 5 h / 5 °C

With ozone; triphenylphosphine; trifluoroacetic acid; In methanol; ethanol; water;

DOI:10.1016/0008-6215(83)88487-0

Reference yield:

2-Deoxy-D-ribose (533-67-5) + aniline (62-53-3) → 2-Deoxy-D-erythro-pentose-anilid (136207-41-5)

Guidance literature:

In ethanol; at 5 ℃; for 5h;

DOI:10.1016/0008-6215(83)88487-0

upstream raw materials:

2-Deoxy-D-ribose

aniline

(2R,3S)-hex-5-ene-1,2,3-triol

(S)-1-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)but-3-en-1-ol

Refernces