Octadecanoic acid (2R,3R,4S,5S,6R)-2-ethoxy-4,5-dihydroxy-6-octadecanoyloxymethyl-tetrahydro-pyran-3-yl ester

Base Information

• Chemical Name: Octadecanoic acid (2R,3R,4S,5S,6R)-2-ethoxy-4,5-dihydroxy-6-octadecanoyloxymethyl-tetrahydro-pyran-3-yl ester
• CAS No.: 128980-29-0
• Molecular Formula: C₄₄H₈₄O₈
• Molecular Weight: 741.146
• Mol file: 128980-29-0.mol

Synonyms:Octadecanoic acid (2R,3R,4S,5S,6R)-2-ethoxy-4,5-dihydroxy-6-octadecanoyloxymethyl-tetrahydro-pyran-3-yl ester

Chemical Property of Octadecanoic acid (2R,3R,4S,5S,6R)-2-ethoxy-4,5-dihydroxy-6-octadecanoyloxymethyl-tetrahydro-pyran-3-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Octadecanoic acid (2R,3R,4S,5S,6R)-2-ethoxy-4,5-dihydroxy-6-octadecanoyloxymethyl-tetrahydro-pyran-3-yl ester

There total 4 articles about Octadecanoic acid (2R,3R,4S,5S,6R)-2-ethoxy-4,5-dihydroxy-6-octadecanoyloxymethyl-tetrahydro-pyran-3-yl ester 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:

stearic acid (57-11-4) + (2R,3R,4S,5S,6R)-2-Ethoxy-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol (3198-49-0,15486-24-5,18997-88-1,19467-01-7,34625-23-5,59121-69-6,118245-31-1,118245-32-2,142925-34-6) → Octadecanoic acid (2R,3S,4S,5R,6R)-6-ethoxy-3,4,5-trihydroxy-tetrahydro-pyran-2-ylmethyl ester (125225-94-7) + Octadecanoic acid (2R,3R,4S,5S,6R)-2-ethoxy-4,5-dihydroxy-6-octadecanoyloxymethyl-tetrahydro-pyran-3-yl ester (128980-29-0)

Guidance literature:

at 70 ℃; lipozyme;

DOI:10.1055/s-1990-26802

Reference yield:

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide (572-09-8) → Octadecanoic acid (2R,3R,4S,5S,6R)-2-ethoxy-4,5-dihydroxy-6-octadecanoyloxymethyl-tetrahydro-pyran-3-yl ester (128980-29-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 62 percent / Ag₂CO₃ / 15 h

2: NaOMe / methanol / 20 h / Ambient temperature

3: 15 percent Chromat_. / 70 °C / lipozyme

With sodium methylate; silver carbonate; In methanol;

DOI:10.1055/s-1990-26802

Reference yield:

ethyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside (6697-87-6,15486-25-6,31281-90-0,53716-95-3,73098-12-1,75860-68-3,75860-69-4,101626-94-2,110456-49-0) → Octadecanoic acid (2R,3R,4S,5S,6R)-2-ethoxy-4,5-dihydroxy-6-octadecanoyloxymethyl-tetrahydro-pyran-3-yl ester (128980-29-0)

Guidance literature:

Multi-step reaction with 2 steps

1: NaOMe / methanol / 20 h / Ambient temperature

2: 15 percent Chromat_. / 70 °C / lipozyme

With sodium methylate; In methanol;

DOI:10.1055/s-1990-26802

upstream raw materials:

stearic acid

(2R,3R,4S,5S,6R)-2-Ethoxy-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol

D-Glucose

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide