2-O-trans-cinnamoyl-3-O-p-methoxybenzyl-4-O-n-dodecanoyl-α-L-rhamnopyranosyl-(1→4)-2-O-2(S)-methylbutyryl-3-O-(11(S)-levulinoyloxyhexadecanoyl)-α-L-rhamnopyranosyl trichloroacetimidate

Base Information

• Chemical Name: 2-O-trans-cinnamoyl-3-O-p-methoxybenzyl-4-O-n-dodecanoyl-α-L-rhamnopyranosyl-(1→4)-2-O-2(S)-methylbutyryl-3-O-(11(S)-levulinoyloxyhexadecanoyl)-α-L-rhamnopyranosyl trichloroacetimidate
• CAS No.: 1448686-69-8
• Molecular Formula: C₆₉H₁₀₂Cl₃NO₁₇
• Molecular Weight: 1323.92
• Mol file: 1448686-69-8.mol

Synonyms:2-O-trans-cinnamoyl-3-O-p-methoxybenzyl-4-O-n-dodecanoyl-α-L-rhamnopyranosyl-(1→4)-2-O-2(S)-methylbutyryl-3-O-(11(S)-levulinoyloxyhexadecanoyl)-α-L-rhamnopyranosyl trichloroacetimidate

Chemical Property of 2-O-trans-cinnamoyl-3-O-p-methoxybenzyl-4-O-n-dodecanoyl-α-L-rhamnopyranosyl-(1→4)-2-O-2(S)-methylbutyryl-3-O-(11(S)-levulinoyloxyhexadecanoyl)-α-L-rhamnopyranosyl trichloroacetimidate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-O-trans-cinnamoyl-3-O-p-methoxybenzyl-4-O-n-dodecanoyl-α-L-rhamnopyranosyl-(1→4)-2-O-2(S)-methylbutyryl-3-O-(11(S)-levulinoyloxyhexadecanoyl)-α-L-rhamnopyranosyl trichloroacetimidate

There total 10 articles about 2-O-trans-cinnamoyl-3-O-p-methoxybenzyl-4-O-n-dodecanoyl-α-L-rhamnopyranosyl-(1→4)-2-O-2(S)-methylbutyryl-3-O-(11(S)-levulinoyloxyhexadecanoyl)-α-L-rhamnopyranosyl trichloroacetimidate 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:

C67H102O17 + trichloroacetonitrile (545-06-2) → 2-O-trans-cinnamoyl-3-O-p-methoxybenzyl-4-O-n-dodecanoyl-α-L-rhamnopyranosyl-(1→4)-2-O-2(S)-methylbutyryl-3-O-(11(S)-levulinoyloxyhexadecanoyl)-α-L-rhamnopyranosyl trichloroacetimidate (1448686-69-8)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 0 ℃; for 5h;

DOI:10.1021/ol4020255

Reference yield:

allyl 2-O-2(S)-methylbutyryl-3-O-(11(S)-levulinoyloxyhexadecanoyl)-4-O-tert-butyldimethylsilyl-α-L-rhamnopyranoside (1448686-66-5) → 2-O-trans-cinnamoyl-3-O-p-methoxybenzyl-4-O-n-dodecanoyl-α-L-rhamnopyranosyl-(1→4)-2-O-2(S)-methylbutyryl-3-O-(11(S)-levulinoyloxyhexadecanoyl)-α-L-rhamnopyranosyl trichloroacetimidate (1448686-69-8)

Guidance literature:

Multi-step reaction with 4 steps

1.1: tetrabutyl ammonium fluoride; acetic acid / tetrahydrofuran / 2 h / 35 °C

2.1: dichloromethane / 0.17 h / 20 °C / Molecular sieve

2.2: 1.5 h / -78 - 0 °C / Molecular sieve

3.1: palladium dichloride; sodium acetate / acetic acid; water / 30 °C

4.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 5 h / 0 °C

With tetrabutyl ammonium fluoride; sodium acetate; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; palladium dichloride; In tetrahydrofuran; dichloromethane; water; acetic acid;

DOI:10.1021/ol4020255

Reference yield:

allyl 2-O-2(S)-methylbutyryl-3-O-p-methoxybenzyl-4-O-tert-butyldimethylsilyl-α-L-rhamnopyranoside (1240486-90-1) → 2-O-trans-cinnamoyl-3-O-p-methoxybenzyl-4-O-n-dodecanoyl-α-L-rhamnopyranosyl-(1→4)-2-O-2(S)-methylbutyryl-3-O-(11(S)-levulinoyloxyhexadecanoyl)-α-L-rhamnopyranosyl trichloroacetimidate (1448686-69-8)

Guidance literature:

Multi-step reaction with 6 steps

1.1: ammonium cerium (IV) nitrate / water; acetonitrile / 3 h / 0 - 20 °C

2.1: dicyclohexyl-carbodiimide; dmap / dichloromethane / 3 h / 0 °C

3.1: tetrabutyl ammonium fluoride; acetic acid / tetrahydrofuran / 2 h / 35 °C

4.1: dichloromethane / 0.17 h / 20 °C / Molecular sieve

4.2: 1.5 h / -78 - 0 °C / Molecular sieve

5.1: palladium dichloride; sodium acetate / acetic acid; water / 30 °C

6.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 5 h / 0 °C

With dmap; ammonium cerium (IV) nitrate; tetrabutyl ammonium fluoride; sodium acetate; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; dicyclohexyl-carbodiimide; palladium dichloride; In tetrahydrofuran; dichloromethane; water; acetic acid; acetonitrile;

DOI:10.1021/ol4020255

upstream raw materials:

allyl 2-O-2(S)-methylbutyryl-3-O-(11(S)-levulinoyloxyhexadecanoyl)-4-O-tert-butyldimethylsilyl-α-L-rhamnopyranoside

allyl 2-O-2(S)-methylbutyryl-3-O-(11(S)-levulinoyloxyhexadecanoyl)-α-L-rhamnopyranoside

allyl 2-O-trans-cinnamoyl-3-O-p-methoxybenzyl-4-O-n-dodecanoyl-α-L-rhamnopyranosyl-(1→4)-2-O-2(S)-methylbutyryl-3-O-(11(S)-levulinoyloxyhexadecanoyl)-α-L-rhamnopyranoside

trichloroacetonitrile

Downstream raw materials:

C₁₀₆H₁₆₂O₂₇