(S)-3-(2-Methoxy-ethoxymethoxy)-tetradecanoic acid ((2R,3R,4R,5S,6R)-2-benzyloxy-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-3-yl)-amide

Base Information

• Chemical Name: (S)-3-(2-Methoxy-ethoxymethoxy)-tetradecanoic acid ((2R,3R,4R,5S,6R)-2-benzyloxy-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-3-yl)-amide
• CAS No.: 77448-42-1
• Molecular Formula: C₃₁H₅₃NO₉
• Molecular Weight: 583.763
• Mol file: 77448-42-1.mol

Synonyms:

Chemical Property of (S)-3-(2-Methoxy-ethoxymethoxy)-tetradecanoic acid ((2R,3R,4R,5S,6R)-2-benzyloxy-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-3-yl)-amide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-3-(2-Methoxy-ethoxymethoxy)-tetradecanoic acid ((2R,3R,4R,5S,6R)-2-benzyloxy-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-3-yl)-amide

There total 3 articles about (S)-3-(2-Methoxy-ethoxymethoxy)-tetradecanoic acid ((2R,3R,4R,5S,6R)-2-benzyloxy-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-3-yl)-amide 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:

(S)-3-(2-Methoxy-ethoxymethoxy)-tetradecanoic acid ((2R,3R,4R,5S,6R)-2-benzyloxy-4,5-dihydroxy-6-trityloxymethyl-tetrahydro-pyran-3-yl)-amide (77364-31-9) → (S)-3-(2-Methoxy-ethoxymethoxy)-tetradecanoic acid ((2R,3R,4R,5S,6R)-2-benzyloxy-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-3-yl)-amide (77448-42-1)

Guidance literature:

With acetic acid;

DOI:10.1016/S0008-6215(00)84616-9

Reference yield:

C31H53NO9 (77364-29-5) → (S)-3-(2-Methoxy-ethoxymethoxy)-tetradecanoic acid ((2R,3R,4R,5S,6R)-2-benzyloxy-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-3-yl)-amide (77448-42-1)

Guidance literature:

Multi-step reaction with 2 steps

2: 70 percent acetic acid

With acetic acid;

DOI:10.1016/S0008-6215(00)84616-9

Reference yield:

Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-6-benzyloxy-5-[3-(2-methoxy-ethoxymethoxy)-tetradecanoylamino]-tetrahydro-pyran-4-yl ester (77364-28-4) → (R)-3-(2-Methoxy-ethoxymethoxy)-tetradecanoic acid ((2R,3R,4R,5S,6R)-2-benzyloxy-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-3-yl)-amide (77448-41-0) + (S)-3-(2-Methoxy-ethoxymethoxy)-tetradecanoic acid ((2R,3R,4R,5S,6R)-2-benzyloxy-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-3-yl)-amide (77448-42-1)

Guidance literature:

With deacetylating agent; Title compound not separated from byproducts;

DOI:10.1016/S0008-6215(00)84616-9

upstream raw materials:

Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-6-benzyloxy-5-[3-(2-methoxy-ethoxymethoxy)-tetradecanoylamino]-tetrahydro-pyran-4-yl ester

(S)-3-(2-Methoxy-ethoxymethoxy)-tetradecanoic acid ((2R,3R,4R,5S,6R)-2-benzyloxy-4,5-dihydroxy-6-trityloxymethyl-tetrahydro-pyran-3-yl)-amide

C₃₁H₅₃NO₉

Downstream raw materials:

benzyl-2-(L-acetoxytetradecanoylamino)-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranoside

(S)-3-Hydroxy-tetradecanoic acid ((2R,3R,4R,5S,6R)-2-benzyloxy-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-3-yl)-amide

benzyl 3,4,6-tri-O-acetyl-2-deoxy-2-(L-3-hydroxytetradecanoylamino)-β-D-glucopyranoside