ETHYL (3R,5S)-6-HYDROXY-3,5-O-ISO-PROPYLIDENE-3,5-DIHYDROXYHEXANOATE

Base Information

• Chemical Name: ETHYL (3R,5S)-6-HYDROXY-3,5-O-ISO-PROPYLIDENE-3,5-DIHYDROXYHEXANOATE
• CAS No.: 140235-40-1
• Molecular Formula: C11H20 O5
• Molecular Weight: 232.277
• Mol file: 140235-40-1.mol

Synonyms:ethyl 3R,5S-6-hydroxy-3,5-O-isopropylidene-3,5-dihydroxyhexanoate;

Chemical Property of ETHYL (3R,5S)-6-HYDROXY-3,5-O-ISO-PROPYLIDENE-3,5-DIHYDROXYHEXANOATE

Chemical Property:

• Boiling Point: 309.8±17.0 °C(Predicted)
• PKA: 14.25±0.10(Predicted)
• PSA: 64.99000
• Density: 1.057
• LogP: 0.84210

Purity/Quality:

98%,99%, ^*data from raw suppliers

ETHYL (3R,5S)-6-HYDROXY-3,5-O-ISO-PROPYLIDENE-3,5-DIHYDROXYHEXANOATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of ETHYL (3R,5S)-6-HYDROXY-3,5-O-ISO-PROPYLIDENE-3,5-DIHYDROXYHEXANOATE

There total 7 articles about ETHYL (3R,5S)-6-HYDROXY-3,5-O-ISO-PROPYLIDENE-3,5-DIHYDROXYHEXANOATE 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: 100.0%

ethyl 3R,5S-6-(benzyloxy)-3,5-O-isopropyli-dene-3,5-dihydroxyhexanoate (1245748-19-9) → ethyl 3R,5S-6-hydroxy-3,5-O-isopropylidene-3,5-dihydroxyhexanoate (140235-40-1)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In ethanol; at 20 ℃; for 18h; under 15201 Torr; Autoclave;

DOI:10.1007/s00726-009-0390-0

Reference yield:

ethyl (S)-4-(2,2-dimethyl-1,3-dioxolan-4-yl)-3-oxobutanoate (94370-99-7) → ethyl 3R,5S-6-hydroxy-3,5-O-isopropylidene-3,5-dihydroxyhexanoate (140235-40-1) + ethyl (3R,5S)-5,6-O-isopropylidene-3,5,6-trihydroxyhexanoate (91312-53-7)

Guidance literature:

With hydrogen; RuCl₂[(R)-BINAP]; In methanol; at 20 ℃; for 1.33333h; under 37503 Torr;

DOI:10.1002/adsc.200600291

Reference yield:

1-methyl 6-ethyl (2S,4R)-2,4-O-isopropylidene-2,4-dihydroxyadipate → ethyl 3R,5S-6-hydroxy-3,5-O-isopropylidene-3,5-dihydroxyhexanoate (140235-40-1)

Guidance literature:

With sodium borohydrid; acetic acid; In ethanol; water;

upstream raw materials:

ethyl (S)-4-(2,2-dimethyl-1,3-dioxolan-4-yl)-3-oxobutanoate

2-(2,2-dimethyl-[1,3]dioxolan-4-yl)-1-imidazol-1-yl-ethanone

2-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]acetaldehyde

methyl (3S)-3,4-O-isopropylidene-3,4-dihydroxybutanoate