Benzyl (2R)-2-hydroxyheptanoate

Base Information

• Chemical Name: Benzyl (2R)-2-hydroxyheptanoate
• CAS No.: 917613-27-5
• Molecular Formula: C14H20O3
• Molecular Weight: 236.311
• DSSTox Substance ID: DTXSID40575621
• Nikkaji Number: J2.394.863J
• Wikidata: Q82465027
• Mol file: 917613-27-5.mol

Synonyms:Benzyl (2R)-2-hydroxyheptanoate;917613-27-5;SCHEMBL16648564;DTXSID40575621

Chemical Property of Benzyl (2R)-2-hydroxyheptanoate

Chemical Property:

• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 8
• Exact Mass: 236.14124450
• Heavy Atom Count: 17
• Complexity: 210

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCC(C(=O)OCC1=CC=CC=C1)O
• Isomeric SMILES: CCCCC[C@H](C(=O)OCC1=CC=CC=C1)O

Technology Process of Benzyl (2R)-2-hydroxyheptanoate

There total 13 articles about Benzyl (2R)-2-hydroxyheptanoate 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%

butyl magnesium bromide (693-04-9) + (R)-(+)-2,3-epoxypropanoic acid benzyl ester (118623-64-6) → benzyl (R)‐2‐hydroxyheptanoate (917613-27-5)

Guidance literature:

butyl magnesium bromide; With copper(I) bromide dimethylsulfide complex; In tetrahydrofuran; diethyl ether; at -78 ℃; for 0.5h;

(R)-(+)-2,3-epoxypropanoic acid benzyl ester; In tetrahydrofuran; diethyl ether; at -78 - -5 ℃; for 1.5h;

Reference yield: 93.0%

(R)-2-(t-butyldimethylsilyloxy)heptanoic acid benzyl ester (917613-33-3) → benzyl (R)‐2‐hydroxyheptanoate (917613-27-5)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; at 20 ℃; for 3h;

DOI:10.1021/ol0623365

Reference yield: 74.0%

(R)-(-)-2-Hydroxyheptansaeure (52437-20-4) + benzyl bromide (100-39-0) → benzyl (R)‐2‐hydroxyheptanoate (917613-27-5)

Guidance literature:

(R)-(-)-2-Hydroxyheptansaeure; With caesium carbonate; In methanol; water; at 20 ℃; for 1h;

benzyl bromide; In methanol; water; N,N-dimethyl-formamide; at 20 ℃; for 24h;

DOI:10.1021/ol0623365

upstream raw materials:

(R)-2-(t-butyldimethylsilyloxy)heptanoic acid benzyl ester

(R)-(-)-2-Hydroxyheptansaeure

benzyl bromide

benzyl alcohol

Downstream raw materials:

benzyl (R)‐2‐(((6S,9R,12S)‐2,2,5,6,11,12‐hexamethyl‐4,7,10‐trioxo‐9‐pentyl‐3,8‐dioxa‐5,11‐diazatridecan‐13‐oyl)oxy)heptanoate