11(S)-levulinoyloxy-1-phenylmethoxylhexadecane

Base Information

• Chemical Name: 11(S)-levulinoyloxy-1-phenylmethoxylhexadecane
• CAS No.: 1448686-63-2
• Molecular Formula: C₂₈H₄₆O₄
• Molecular Weight: 446.671
• Mol file: 1448686-63-2.mol

Synonyms:11(S)-levulinoyloxy-1-phenylmethoxylhexadecane

Chemical Property of 11(S)-levulinoyloxy-1-phenylmethoxylhexadecane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 11(S)-levulinoyloxy-1-phenylmethoxylhexadecane

There total 1 articles about 11(S)-levulinoyloxy-1-phenylmethoxylhexadecane 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: 95.0%

(S)-1-benzyloxy-11-hexadecanol (929296-51-5) → 11(S)-levulinoyloxy-1-phenylmethoxylhexadecane (1448686-63-2)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 0 ℃; for 8h;

DOI:10.1021/ol4020255

Reference yield:

11(S)-levulinoyloxy-1-phenylmethoxylhexadecane (1448686-63-2) → C67H102O17

Guidance literature:

Multi-step reaction with 6 steps

1.1: palladium 10% on activated carbon; hydrogen / ethanol / 6 h / 20 °C

2.1: Jones reagent / acetone / 3 h / 0 °C

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

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

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

5.2: 1.5 h / -78 - 0 °C / Molecular sieve

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

With dmap; Jones reagent; palladium 10% on activated carbon; tetrabutyl ammonium fluoride; hydrogen; sodium acetate; acetic acid; dicyclohexyl-carbodiimide; palladium dichloride; In tetrahydrofuran; ethanol; dichloromethane; water; acetic acid; acetone;

DOI:10.1021/ol4020255

Reference yield:

11(S)-levulinoyloxy-1-phenylmethoxylhexadecane (1448686-63-2) → 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 (1448686-68-7)

Guidance literature:

Multi-step reaction with 5 steps

1.1: palladium 10% on activated carbon; hydrogen / ethanol / 6 h / 20 °C

2.1: Jones reagent / acetone / 3 h / 0 °C

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

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

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

5.2: 1.5 h / -78 - 0 °C / Molecular sieve

With dmap; Jones reagent; palladium 10% on activated carbon; tetrabutyl ammonium fluoride; hydrogen; acetic acid; dicyclohexyl-carbodiimide; In tetrahydrofuran; ethanol; dichloromethane; acetone;

DOI:10.1021/ol4020255

upstream raw materials:

(S)-1-benzyloxy-11-hexadecanol

Downstream raw materials:

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

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