merremoside D

Base Information

• Chemical Name: merremoside D
• CAS No.: 115655-78-2
• Molecular Formula: C48H82 O20
• Molecular Weight: 979.167
• Mol file: 115655-78-2.mol

Synonyms:Hexadecanoicacid, 11-[[O-6-deoxy-4-O-(2-methyl-1-oxopropyl)-a-L-mannopyranosyl-(1®4)-O-6-deoxy-3-O-(2-methyl-1-oxopropyl)-a-L-mannopyranosyl-(1®4)-O-6-deoxy-a-L-mannopyranosyl-(1®4)-6-deoxy-a-L-mannopyranosyl]oxy]-,intramol. 1,3''-ester, (S)-;2,4,8,20,22-Pentaoxatricyclo[19.2.2.13,7]hexacosane, hexadecanoic acid deriv.;Merremoside d

Chemical Property of merremoside D

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 1004.7°Cat760mmHg
• Flash Point: 279.4°C
• PSA: 274.12000
• Density: 1.27g/cm³
• LogP: 2.82400

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of merremoside D

There total 19 articles about merremoside D 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: 85.0%

C67H106O24 → merremoside d (115655-78-2)

Guidance literature:

C₆₇H₁₀₆O₂₄; With pyridine; hydrazine hydrate; acetic acid; In dichloromethane; at 20 ℃; for 4h;

With acetic acid; In water; at 65 ℃; for 8h;

DOI:10.1021/jacs.0c00447

Reference yield: 78.0%

C52H84Cl2O22 (1513847-45-4) → merremoside d (115655-78-2)

Guidance literature:

With tetra-(n-butyl)ammonium iodide; sodium hydrogencarbonate; thiourea; In tetrahydrofuran; at 55 ℃; for 3h; Inert atmosphere; Reflux;

DOI:10.1021/ol403369h

Reference yield: 14.0%

merremoside b (115655-77-1) → merremoside d (115655-78-2) + C44H76O19 (115655-80-6) + C44H76O19 (115655-79-3)

Guidance literature:

With sodium methylate; In methanol; at -10 ℃; for 5h;

DOI:10.1248/cpb.36.1618

upstream raw materials:

merremoside b

1-(methoxycarbonyl)pentadec-10(S)-yl α-L-rhamnopyranoside

1-(methoxycarbonyl)pentadec-10(S)-yl 2,3-didehydro-4-O-benzyl-α-L-rhamnopyranosyl-(1→4)-2,3-O-isopropylidene-α-L-rhamnopyranoside

1-(methoxycarbonyl)pentadec-10(S)-yl 4-O-benzyl-α-L-rhamnopyranosyl-(1→4)-2,3-O-isopropylidene-α-L-rhamnopyranoside

Downstream raw materials:

merremoside i

isobutyric Acid

Refernces

• 1、 Sharif, Ehesan U.,Wang, Hua-Yu Leo,Akhmedov, Novruz G.,O'doherty, George A.. "Merremoside D: De novo synthesis of the purported structure, nmr analysis, and comparison of spectral data". . p. 492 - 495. Retrieved 2014/04/03.