Lactonic Sophorolipid

Base Information

• Chemical Name: Lactonic Sophorolipid
• CAS No.: 148409-20-5
• Molecular Formula: C₃₄H₅₆O₁₄
• Molecular Weight: 688.81
• Mol file: 148409-20-5.mol

Synonyms:17-L-[(2’-O-β-D-glucopyranosyl-β-D-glucopyranosyl)oxy]-cis-9-octadecenoic acid 1‘4''-lactone 6’,6”-diacetate

Chemical Property of Lactonic Sophorolipid

Chemical Property:

• Boiling Point: 843.8±65.0 °C(Predicted)
• PKA: 12.55±0.70(Predicted)
• Density: 1.152±0.06 g/cm3(Predicted)

Purity/Quality:

98%, ^*data from raw suppliers

1',4"-Sophorolactone 6',6"-diacetate ≥80% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Lactonic Sophorolipid

There total 1 articles about Lactonic Sophorolipid 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:

D-Glucose (2280-44-6) + cis-Octadecenoic acid (112-80-1,2027-47-6) → 17-L-[(2’-O-β-D-glucopyranosyl-β-D-glucopyranosyl)oxy]-cis-9-octadecenoic acid 1‘4''-lactone 6”-acetate + C30H54O13 + 17-L-[(2’-O-β-D-glucopyranosyl-β-D-glucopyranosyl)oxy]-cis-9-octadecenoic acid 1‘4''-lactone 6-acetate + C32H56O14 + C32H56O14 + C34H58O15 + 17-L-[(2’-O-β-D-glucopyranosyl-β-D-glucopyranosyl)oxy]-cis-9-octadecenoic acid 1‘4''-lactone + 17-L-[(2’-O-β-D-glucopyranosyl-β-D-glucopyranosyl)oxy]-cis-9-octadecenoic acid 1‘4''-lactone 6’,6”-diacetate (148409-20-5)

Guidance literature:

With urea; In water; for 168h; Microbiological reaction;

Reference yield:

17-L-[(2’-O-β-D-glucopyranosyl-β-D-glucopyranosyl)oxy]-cis-9-octadecenoic acid 1‘4''-lactone 6’,6”-diacetate (148409-20-5) → N,N-dibenzyl-(8-L-[(2'',3',3'',4',4'',6',6''-heptaacetoxy-2'-O-β-D-glucopyranosyl-β-D-glucopyranosyl)oxy])nonan-1-amine

Guidance literature:

Multi-step reaction with 4 steps

1: methanol / 3 h / Reflux

2: dmap / tetrahydrofuran / 1 h / 20 °C

3: ozone / methanol / -78 - 20 °C

4: sodium cyanoborohydride; acetic acid / methanol / 20 °C

With dmap; sodium cyanoborohydride; ozone; acetic acid; In tetrahydrofuran; methanol;

DOI:10.1039/c5gc00120j

Reference yield:

17-L-[(2’-O-β-D-glucopyranosyl-β-D-glucopyranosyl)oxy]-cis-9-octadecenoic acid 1‘4''-lactone 6’,6”-diacetate (148409-20-5) → N-benzyl-N,N-dimethyl-(8-L-[(2'',3',3'',4',4'',6',6''-heptaacetoxy-2'-O-β-D-glucopyranosyl-β-D-glucopyranosyl)oxy])nonan-1-ammonium iodide

Guidance literature:

Multi-step reaction with 5 steps

1: methanol / 3 h / Reflux

2: dmap / tetrahydrofuran / 1 h / 20 °C

3: ozone / methanol / -78 - 20 °C

4: sodium cyanoborohydride; acetic acid / methanol / 20 °C

5: acetonitrile / 18 h / 0 - 80 °C

With dmap; sodium cyanoborohydride; ozone; acetic acid; In tetrahydrofuran; methanol; acetonitrile;

DOI:10.1039/c5gc00120j

upstream raw materials:

D-Glucose

cis-Octadecenoic acid

Refernces