(5R,6S)-5,6-Dihydroxyhexadecanoic acid 1,5-lactone

Base Information

• Chemical Name: (5R,6S)-5,6-Dihydroxyhexadecanoic acid 1,5-lactone
• CAS No.: 89102-35-2
• Molecular Formula: C₁₆H₃₀O₃
• Molecular Weight: 270.412
• Mol file: 89102-35-2.mol

Synonyms:(5R,6S)-5,6-Dihydroxyhexadecanoic acid 1,5-lactone;(6R)-6-[(S)-1-Hydroxyundecyl]tetrahydro-2H-pyran-2-one;(6R)-6α-[(S)-1-Hydroxyundecyl]tetrahydro-2H-pyran-2-one;(6R)-Tetrahydro-6-[(S)-1-hydroxyundecyl]-2H-pyran-2-one

Chemical Property of (5R,6S)-5,6-Dihydroxyhexadecanoic acid 1,5-lactone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (5R,6S)-5,6-Dihydroxyhexadecanoic acid 1,5-lactone

There total 72 articles about (5R,6S)-5,6-Dihydroxyhexadecanoic acid 1,5-lactone 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: 93.0%

(5S,6R)-6-(benzyloxy)-5-hexadecanolide (88948-60-1) → (5S,6R)-6-hydroxy-5-hexadecanolide (89102-35-2)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 2h; under 2327.2 Torr;

DOI:10.1021/jo00376a056

Reference yield: 93.0%

(5S,6R)-(-)-5,6-O-isopropylidenedioxydecanoic acid (97185-11-0) → (5S,6R)-6-hydroxy-5-hexadecanolide (89102-35-2)

Guidance literature:

With acetic acid; at 75 - 80 ℃; for 2h;

Reference yield: 90.0%

(5S,6R)-6-hydroxy-5-hexadecanolide 4-nitrobenzoate (1609262-97-6) → (5S,6R)-6-hydroxy-5-hexadecanolide (89102-35-2)

Guidance literature:

With methanol; potassium carbonate; at 20 ℃; for 0.166667h;

DOI:10.1016/j.tetasy.2014.03.006

upstream raw materials:

(5S,6R)-5,6-dihydroxyhexadecanoic acid

(5S,6R)-6-(benzyloxy)-5-hexadecanolide

(5S,6R)-(-)-5,6-O-isopropylidenedioxydecanoic acid

n-decyl magnesium bromide

Downstream raw materials:

racemic erythro 6-acetoxy-5-hexadecanolide

(5R,6S)-6-hydroxyhexadecan-5-olide

(5R,6S)-6-acetoxy-5-hexadecanolide

acetic acid (R)-1-((S)-6-oxo-tetrahydropyran-2-yl)undecylester