((2S,3S)-3-(3-(benzyloxy)propyl)oxiran-2-yl)methanol

Base Information

• Chemical Name: ((2S,3S)-3-(3-(benzyloxy)propyl)oxiran-2-yl)methanol
• CAS No.: 83458-92-8
• Molecular Formula: C₁₃H₁₈O₃
• Molecular Weight: 222.284
• Mol file: 83458-92-8.mol

Synonyms:((2S,3S)-3-(3-(benzyloxy)propyl)oxiran-2-yl)methanol

Chemical Property of ((2S,3S)-3-(3-(benzyloxy)propyl)oxiran-2-yl)methanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ((2S,3S)-3-(3-(benzyloxy)propyl)oxiran-2-yl)methanol

There total 21 articles about ((2S,3S)-3-(3-(benzyloxy)propyl)oxiran-2-yl)methanol 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: 91.0%

(2E)-6-(benzyloxy)hex-2-en-1-ol (83458-91-7) → ((2R,3R)-3-(3-(benzyloxy)propyl)oxiran-2-yl)methanol (83458-92-8)

Guidance literature:

(2E)-6-(benzyloxy)hex-2-en-1-ol; With titanium(IV) isopropylate; L-(+)-diisopropyl tartrate; In dichloromethane; at -20 ℃; for 0.5h; Molecular sieve;

With tert.-butylhydroperoxide; In dichloromethane; toluene; at -20 ℃; for 8h; optical yield given as %ee;

DOI:10.1021/jo1016647

Reference yield: 89.0%

(2E)-6-(benzyloxy)hex-2-en-1-ol (83458-91-7) → ((2S,3S)-3-(3-(benzyloxy)propyl)oxiran-2-yl)methanol (83458-92-8)

Guidance literature:

With diethyl (2R,3R)-tartrate; Cumene hydroperoxide; titanium(IV)isopropoxide; In dichloromethane; at -20 - 0 ℃; for 12h; Inert atmosphere; Molecular sieve;

DOI:10.1016/j.tetasy.2016.02.007

Reference yield: 88.0%

C13H18O2 → ((2R,3R)-3-(3-(benzyloxy)propyl)oxiran-2-yl)methanol (83458-92-8)

Guidance literature:

With titanium(IV) isopropylate; tert.-butylhydroperoxide; diethyl (2S,3S)-tartrate; In dichloromethane; at -25 ℃; for 12.25h; optical yield given as %ee; Molecular sieve;

DOI:10.1055/s-0029-1218638

upstream raw materials:

(2E)-6-(benzyloxy)hex-2-en-1-ol

3-benzyloxypropyl iodide

6-(benzyloxy)hex-2-yn-1-ol

4-benzyloxy-butan-1-ol

Downstream raw materials:

(2S,3R)-6-(benzyloxy)-2-methylhexane-1,3-diol

(2S,3R)-6-Benzyloxy-2-isopropyl-hexane-1,3-diol

(2R,3S)-6-(benzyloxy)-1,2-dihydroxyhexan-3-yl benzoate

C₁₃H₁₇O₂I