benzyl (2S)-2,3-bis(hexanoyloxy)-1-propyl ether

Base Information

• Chemical Name: benzyl (2S)-2,3-bis(hexanoyloxy)-1-propyl ether
• CAS No.: 108609-67-2
• Molecular Formula: C₂₂H₃₄O₅
• Molecular Weight: 378.509
• Mol file: 108609-67-2.mol

Synonyms:benzyl (2S)-2,3-bis(hexanoyloxy)-1-propyl ether

Chemical Property of benzyl (2S)-2,3-bis(hexanoyloxy)-1-propyl ether

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of benzyl (2S)-2,3-bis(hexanoyloxy)-1-propyl ether

There total 4 articles about benzyl (2S)-2,3-bis(hexanoyloxy)-1-propyl ether 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: 87.0%

(R)-3-benzyloxy-1,2-propanediol (56552-80-8) + Hexanoyl chloride (142-61-0) → benzyl (2S)-2,3-bis(hexanoyloxy)-1-propyl ether (108609-67-2)

Guidance literature:

With pyridine; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1039/b913399b

Reference yield: 86.0%

(R)-3-benzyloxy-1,2-propanediol (56552-80-8) + hexanoic acid (142-62-1) → benzyl (2S)-2,3-bis(hexanoyloxy)-1-propyl ether (108609-67-2)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; for 10h; Ambient temperature;

DOI:10.1021/jo00096a023

Reference yield:

benzyl bromide (100-39-0) → benzyl (2S)-2,3-bis(hexanoyloxy)-1-propyl ether (108609-67-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) NaH / 1.) DMF, 25 deg C, 30 min, 2.) DMF, 0 deg C to 25 deg C, 4 h

2: 5 N HCl / methanol / 2 h / Heating

3: 84 percent / Et₃N, 4-(dimethylamino)pyridine / CH₂Cl₂ / 6 h / 25 °C

With hydrogenchloride; dmap; sodium hydride; triethylamine; In methanol; dichloromethane;

DOI:10.1021/jm00050a009

upstream raw materials:

(R)-3-benzyloxy-1,2-propanediol

Hexanoyl chloride

hexanoic acid

benzyl bromide

Downstream raw materials:

1,2-dihexanoyl-sn-glycerol

1,2-O-di-hexanoyl-sn-3-glycero-3-phosphothanolamine

Hexanoic acid (R)-1-hexanoyloxymethyl-2-(methoxy-phenoxy-phosphanyloxy)-ethyl ester

(2R)-1,2-bis(hexanoyloxy)-1-propyl methyl phenyl phosphate