(5S)-5-[(1R)-1,2-dihydroxyethyl]-3-benzyloxymethyl-4,5-dihydrooxazole

Base Information

• Chemical Name: (5S)-5-[(1R)-1,2-dihydroxyethyl]-3-benzyloxymethyl-4,5-dihydrooxazole
• CAS No.: 334999-16-5
• Molecular Formula: C₁₃H₁₇NO₄
• Molecular Weight: 251.282
• Mol file: 334999-16-5.mol

Synonyms:(5S)-5-[(1R)-1,2-dihydroxyethyl]-3-benzyloxymethyl-4,5-dihydrooxazole

Chemical Property of (5S)-5-[(1R)-1,2-dihydroxyethyl]-3-benzyloxymethyl-4,5-dihydrooxazole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (5S)-5-[(1R)-1,2-dihydroxyethyl]-3-benzyloxymethyl-4,5-dihydrooxazole

There total 5 articles about (5S)-5-[(1R)-1,2-dihydroxyethyl]-3-benzyloxymethyl-4,5-dihydrooxazole 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: 92.0%

(5S)-3-benzyloxymethyl-5-[(1R)-1,2-O-cyclohexylidene-1,2-dihydroxyethyl]-2-isoxazoline (877463-63-3) → (5S)-5-[(1R)-1,2-dihydroxyethyl]-3-benzyloxymethyl-4,5-dihydrooxazole (334999-16-5)

Guidance literature:

With acetic acid; In water; at 80 ℃;

DOI:10.1021/jo0517388

Reference yield:

((2-nitroethoxy)methyl)benzene (87976-52-1) + (S)-1,2-O-isopropylidene-but-3-ene-1,2-diol (62214-38-4) → (5S)-5-[(1R)-1,2-dihydroxyethyl]-3-benzyloxymethyl-4,5-dihydrooxazole (334999-16-5) + (5R)-5-[(1R)-1,2-dihydroxyethyl]-3-benzyloxymethyl-4,5-dihydrooxazole (334999-23-4)

Guidance literature:

((2-nitroethoxy)methyl)benzene; (S)-1,2-O-isopropylidene-but-3-ene-1,2-diol; With phenyl isocyanate; triethylamine; In benzene; at 20 ℃; for 144h;

With Amberlyst 15 (H⁺); In methanol; at 20 ℃; for 24h; Further stages.;

DOI:10.1021/jo001480f

Reference yield:

2-(3-benzyloxymethyl-4,5-dihydrooxazol-5-yl)-2-oxoethyl acetate (334999-08-5) → (5S)-5-[(1R)-1,2-dihydroxyethyl]-3-benzyloxymethyl-4,5-dihydrooxazole (334999-16-5) + (5S)-5-[(1S)-1,2-dihydroxyethyl]-3-benzyloxymethyl-4,5-dihydrooxazole + (5R)-5-[(1R)-1,2-dihydroxyethyl]-3-benzyloxymethyl-4,5-dihydrooxazole (334999-23-4)

Guidance literature:

With Aspergillus niger; In ethanol; water; at 27 ℃; for 24h; Microbiological reaction;

DOI:10.1021/jo001480f

upstream raw materials:

((2-nitroethoxy)methyl)benzene

(S)-1,2-O-isopropylidene-but-3-ene-1,2-diol

2-(3-benzyloxymethyl-4,5-dihydrooxazol-5-yl)-2-oxoethyl acetate

(5S)-3-benzyloxymethyl-5-[(1R)-1,2-O-cyclohexylidene-1,2-dihydroxyethyl]-2-isoxazoline

Downstream raw materials:

(2R,3S)-1,3-O-benzylidene-1,3-dihydroxy-4-[(2S,4S,5R)-2-benzyloxymethyl-4,5-dihydroxypiperidinium-1-yl]butane-2-sulfate

(2S,3R)-1,3-dihydroxy-1,3-O-isopropylidene-4-[(2S,4S,5R)-2-benzyloxymethyl-4,5-dihydroxypiperidinium-1-yl]butane-2-sulfate

(5S)-3-benzyloxymethyl-5-[(4R)-2-oxo-1,3,2-dioxathiolan-4-yl]-2-isoxazoline

3-deoxy-D-erythro-hexos-2-ulose