1,5-Hexanediol, 5-benzoate, (5R)-

Base Information

• Chemical Name: 1,5-Hexanediol, 5-benzoate, (5R)-
• CAS No.: 688809-90-7
• Molecular Formula: C₁₃H₁₈O₃
• Molecular Weight: 222.284
• Mol file: 688809-90-7.mol

Synonyms:

Chemical Property of 1,5-Hexanediol, 5-benzoate, (5R)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,5-Hexanediol, 5-benzoate, (5R)-

There total 6 articles about 1,5-Hexanediol, 5-benzoate, (5R)- 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:

Ethyl 5-hydroxyhexanoate (20266-62-0) + benzoyl chloride (98-88-4) → (2R)-6-hydroxyhexan-2-yl benzoate (688809-90-7) + C15H20O4

Guidance literature:

Ethyl 5-hydroxyhexanoate; With C₅₀H₆₃ClIrN₂P; potassium tert-butylate; hydrogen; In ethanol; at 25 - 30 ℃; for 1h; under 7600.51 Torr; Autoclave;

benzoyl chloride; With pyridine; In dichloromethane; for 2h;

DOI:10.1021/ja510990v

Reference yield:

Benzoic acid (R)-5-(4-methoxy-benzyloxy)-1-methyl-pentyl ester (850005-81-1) → (2R)-6-hydroxyhexan-2-yl benzoate (688809-90-7)

Guidance literature:

With water; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1016/j.tet.2005.01.062

Reference yield:

benzoyl chloride (98-88-4) → (2R)-6-hydroxyhexan-2-yl benzoate (688809-90-7)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine; DMAP / CH₂Cl₂ / 1 h / 20 °C

2: DDQ; water / CH₂Cl₂ / 2 h / 20 °C

With dmap; water; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane;

DOI:10.1016/j.tet.2005.01.062

upstream raw materials:

Benzoic acid (R)-5-(4-methoxy-benzyloxy)-1-methyl-pentyl ester

benzoyl chloride

(2R)-6-[(4-methoxybenzyl)oxy]hexan-2-ol

Ethyl 5-hydroxyhexanoate

Downstream raw materials:

(2R,6E)-9-(trimethylsilyl)non-6-en-8-yn-2-yl benzoate

(2R,6E)-nona-6-en-8-yn-2-yl benzoate

Benzoic acid (R)-1-methyl-5-oxo-pentyl ester

Refernces

• 1、 Kobayashi, Yusuke,Fukuda, Akihiro,Kimachi, Tetsutaro,Ju-ichi, Motoharu,Takemoto, Yoshiji. "Asymmetric synthetic study of macrolactin analogues". . p. 2607 - 2622. Retrieved 2007/10/03.