4'-(beta-D-glucopyranosyluronic acid)-delta(1)-tetrahydrocannabinol

Base Information

• Chemical Name: 4'-(beta-D-glucopyranosyluronic acid)-delta(1)-tetrahydrocannabinol
• CAS No.: 80128-71-8
• Molecular Formula: C₂₇H₃₈O₈
• Molecular Weight: 490.594
• Mol file: 80128-71-8.mol

Synonyms:(2S,3S,4R,5R,6S)-3,4,5-Trihydroxy-6-((R)-1-hydroxy-6,6,9-trimethyl-3-pentyl-6a,7,8,10a-tetrahydro-6H-benzo[c]chromen-2-yl)-tetrahydro-pyran-2-carboxylic acid;

Chemical Property of 4'-(beta-D-glucopyranosyluronic acid)-delta(1)-tetrahydrocannabinol

Chemical Property:

• Vapor Pressure: 3.84E-15mmHg at 25°C
• Boiling Point: 597.9°Cat760mmHg
• Flash Point: 192°C
• PSA: 136.68000
• Density: 1.273g/cm³
• LogP: 3.34300

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4'-(beta-D-glucopyranosyluronic acid)-delta(1)-tetrahydrocannabinol

There total 3 articles about 4'-(beta-D-glucopyranosyluronic acid)-delta(1)-tetrahydrocannabinol 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:

3'-O-acetyl-(4'-methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyluronate)-Δ1-tetrahydrocannabinol (80128-70-7) → 4'-(β-D-glucopyranosyluronic acid)-Δ1-tetrahydrocannabinol (80128-71-8)

Guidance literature:

With sodium hydroxide; In acetone; for 0.333333h; Ambient temperature;

DOI:10.1016/S0008-6215(00)87152-9

Reference yield:

2,3,4-tri-O-acetyl-1-bromo-1-deoxy-β-D-glucopyranuronic acid methy ester (6919-98-8) → 4'-(β-D-glucopyranosyluronic acid)-Δ1-tetrahydrocannabinol (80128-71-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) mercuric cyanide, 2.) pyridine / 1.) benzene/nitromethane, 40 deg C, 8 h, reflux, 16 h; 2.) benzene/nitromethane, 0 deg C, overnight

2: M sodium hydroxide / acetone / 0.33 h / Ambient temperature

With pyridine; sodium hydroxide; mercury(II) cyanide; In acetone;

DOI:10.1016/S0008-6215(00)87152-9

Reference yield:

tetrahydrocannabinol (809279-99-0) → 4'-(β-D-glucopyranosyluronic acid)-Δ1-tetrahydrocannabinol (80128-71-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) mercuric cyanide, 2.) pyridine / 1.) benzene/nitromethane, 40 deg C, 8 h, reflux, 16 h; 2.) benzene/nitromethane, 0 deg C, overnight

2: M sodium hydroxide / acetone / 0.33 h / Ambient temperature

With pyridine; sodium hydroxide; mercury(II) cyanide; In acetone;

DOI:10.1016/S0008-6215(00)87152-9

upstream raw materials:

3'-O-acetyl-(4'-methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyluronate)-Δ¹-tetrahydrocannabinol

2,3,4-tri-O-acetyl-1-bromo-1-deoxy-β-D-glucopyranuronic acid methy ester

tetrahydrocannabinol

Refernces