4-METHYLUMBELLIFERYL ALPHA-L-RHAMNOPYRANOSIDE

Base Information

• Chemical Name: 4-METHYLUMBELLIFERYL ALPHA-L-RHAMNOPYRANOSIDE
• CAS No.: 106488-05-5
• Molecular Formula: C₁₆H₁₈O₇
• Molecular Weight: 322.315
• Hs Code.: 2938909090
• Mol file: 106488-05-5.mol

Synonyms:4-MU-ALPHA-L-RHA;4-METHYLUMBELLIFERYL ALPHA-L-RHAMNOPYRANOSIDE;4-methylumbelliferyl A-L-*rhamnopyranoside;4-methylumbelliferyl α-l-rhamnopyranoside

Chemical Property of 4-METHYLUMBELLIFERYL ALPHA-L-RHAMNOPYRANOSIDE

Chemical Property:

• Vapor Pressure: 1.21E-13mmHg at 25°C
• Refractive Index: 1.621
• Boiling Point: 565.9°C at 760 mmHg
• PKA: 12.86±0.70(Predicted)
• Flash Point: 211.3°C
• PSA: 109.36000
• Density: 1.441g/cm³
• LogP: 0.30770
• Storage Temp.: −20°C
• Solubility.: DMSO (Slightly), Methanol (Slightly)

Purity/Quality:

98%min ^*data from raw suppliers

4-Methylumbelliferyla-L-Rhamnopyranoside ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-METHYLUMBELLIFERYL ALPHA-L-RHAMNOPYRANOSIDE

There total 5 articles about 4-METHYLUMBELLIFERYL ALPHA-L-RHAMNOPYRANOSIDE 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: 58.0%

C22H24O10 (106488-00-0) → 4-methylumbellifer-7-yl α-L-rhamnopyranoside (106488-05-5,54322-38-2,55487-93-9,72601-82-2)

Guidance literature:

With methanol; sodium methylate; at 20 ℃; for 0.5h;

DOI:10.1021/jm200983e

Reference yield:

1,2,3,4-tetra-O-acetyl-L-rhamnopyranose (7404-35-5,17081-04-8,20853-37-6,24332-95-4,27821-10-9,27821-11-0,33947-15-8,34371-40-9,34371-41-0,35521-79-0,36807-81-5,36807-82-6,50615-78-6,51921-33-6,62182-03-0,64913-16-2,70004-81-8,84622-47-9,87303-56-8,108942-32-1,108942-33-2,109430-94-6,143394-72-3,30021-94-4) → 4-methylumbellifer-7-yl α-L-rhamnopyranoside (106488-05-5,54322-38-2,55487-93-9,72601-82-2)

Guidance literature:

Multi-step reaction with 4 steps

1.1: morpholine / dichloromethane / 20 °C / Inert atmosphere

2.1: dichloromethane / 1 h / 0 °C / Inert atmosphere

2.2: 0.5 h / 0 °C / Inert atmosphere

3.1: boron trifluoride dimethyl etherate / dichloromethane / 20 °C / Inert atmosphere

4.1: methanol; sodium methylate / 0.5 h / 20 °C

With morpholine; methanol; boron trifluoride dimethyl etherate; sodium methylate; In dichloromethane;

DOI:10.1021/jm200983e

Reference yield:

2,3,4-tri-O-acetyl-L-rhamnopyranose (28915-80-2,40591-53-5,40591-54-6,40591-55-7,120449-19-6,120449-20-9,143332-42-7,148081-39-4,151413-57-9,151413-58-0) → 4-methylumbellifer-7-yl α-L-rhamnopyranoside (106488-05-5,54322-38-2,55487-93-9,72601-82-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: dichloromethane / 1 h / 0 °C / Inert atmosphere

1.2: 0.5 h / 0 °C / Inert atmosphere

2.1: boron trifluoride dimethyl etherate / dichloromethane / 20 °C / Inert atmosphere

3.1: methanol; sodium methylate / 0.5 h / 20 °C

With methanol; boron trifluoride dimethyl etherate; sodium methylate; In dichloromethane;

DOI:10.1021/jm200983e

upstream raw materials:

C₂₂H₂₄O₁₀

1,2,3,4-tetra-O-acetyl-L-rhamnopyranose

2,3,4-tri-O-acetyl-L-rhamnopyranose

2,3,4-tri-O-acetyl-L-rhamnopyranosyl trichloroacetimidate

Refernces

• 1、 Touisni, Nadia,Maresca, Alfonso,McDonald, Paul C.,Lou, Yuanmei,Scozzafava, Andrea,Dedhar, Shoukat,Winum, Jean-Yves,Supuran, Claudiu T.. "Glycosyl coumarin carbonic anhydrase IX and XII inhibitors strongly attenuate the growth of primary breast tumors". experimental part. p. 8271 - 8277. Retrieved 2012/02/06.