CAY10621

Base Information

• Chemical Name: CAY10621
• CAS No.: 120005-55-2
• Molecular Formula: C₂₆H₄₅NO₄
• Molecular Weight: 435.648
• Mol file: 120005-55-2.mol

Synonyms:CAY10621;2,2-Dimethyl-4S-(1-oxo-2-hexadecyn-1-yl)-1,1-dimethylethyl ester-3-oxazolidinecarboxylic acid;SKI 5C;SPHK1 Inhibitor 5C

Chemical Property of CAY10621

Chemical Property:

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of CAY10621

There total 9 articles about CAY10621 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: 81.0%

tert-butyl (4S)-4-[1-hydroxyhexadec-2-ynyl]-2,2-dimethyl-1,3-oxazolidine-3-carboxylate (785828-30-0) → (S)-tert-butyl 4-(hexadec-2-ynoyl)-2,2-dimethyloxazolidine-3-carboxylate (120005-55-2)

Guidance literature:

With oxalyl dichloride; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; In dichloromethane; at -78 - -45 ℃;

DOI:10.1002/ejoc.200400114

Reference yield: 80.0%

(4S,1'R)-4-(1'-Hydroxy-2'-hexadecinyl)-2,2-dimethyl-3-oxazolidincarbonsaeure-tert-butylester (115464-01-2) → (S)-tert-butyl 4-(hexadec-2-ynoyl)-2,2-dimethyloxazolidine-3-carboxylate (120005-55-2)

Guidance literature:

Swern oxidation;

DOI:10.1016/0040-4039(88)85079-2

Reference yield: 60.0%

pentadec-1-yne (765-13-9) + (S)-3-(tert-butoxycarbonyl)-2,2-dimethyloxazolidine-4-carboxylic acid (139009-66-8,301155-28-2) → (S)-tert-butyl 4-(hexadec-2-ynoyl)-2,2-dimethyloxazolidine-3-carboxylate (120005-55-2)

Guidance literature:

(S)-3-(tert-butoxycarbonyl)-2,2-dimethyloxazolidine-4-carboxylic acid; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃; Inert atmosphere;

pentadec-1-yne; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 0.25h; Inert atmosphere;

In tetrahydrofuran; at -78 - 20 ℃; for 0.25h; Inert atmosphere; Enzymatic reaction;

DOI:10.1016/j.tetlet.2013.10.082

upstream raw materials:

(4S,1'R)-4-(1'-Hydroxy-2'-hexadecinyl)-2,2-dimethyl-3-oxazolidincarbonsaeure-tert-butylester

tert-butyl (4S)-4-[1-hydroxyhexadec-2-ynyl]-2,2-dimethyl-1,3-oxazolidine-3-carboxylate

pentadec-1-yne

(4S)-4-formyl-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

Downstream raw materials:

(2S,3R,4E)-2-amino-4-octadecene-1,3-diol