Oxiranemethanol,2-methyl-3-[(phenylmethoxy)methyl]-,(2R,3R)-rel-(9CI)

Base Information

• Chemical Name: Oxiranemethanol,2-methyl-3-[(phenylmethoxy)methyl]-,(2R,3R)-rel-(9CI)
• CAS No.: 794513-02-3
• Molecular Formula: C₁₂H₁₆O₃
• Molecular Weight: 208.257
• Mol file: 794513-02-3.mol

Synonyms:Oxiranemethanol,2-methyl-3-[(phenylmethoxy)methyl]-, (2R,3R)-rel- (9CI)

Chemical Property of Oxiranemethanol,2-methyl-3-[(phenylmethoxy)methyl]-,(2R,3R)-rel-(9CI)

Chemical Property:

• PSA: 41.99000
• LogP: 1.35300

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Oxiranemethanol,2-methyl-3-[(phenylmethoxy)methyl]-,(2R,3R)-rel-(9CI)

There total 29 articles about Oxiranemethanol,2-methyl-3-[(phenylmethoxy)methyl]-,(2R,3R)-rel-(9CI) 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: 89.0%

(2Z)-4-(benzyloxy)-2-methylbut-2-en-1-ol (115827-26-4) → [(2S,3R)-3-[(benzyloxy)methyl]-2-methyloxiran-2-yl]methanol (115936-20-4,794513-02-3)

Guidance literature:

With titanium(IV) isopropylate; tert.-butylhydroperoxide; diethyl (2R,3R)-tartrate; In dichloromethane; toluene; at -23 ℃; for 240h; Inert atmosphere; Molecular sieve;

DOI:10.1016/j.tetlet.2017.06.077

Reference yield: 81.0%

(E)-4-(benzyloxy)-2-methylbut-2-en-1-ol (70238-41-4) → ((2S,3S)-3-Benzyloxymethyl-2-methyl-oxiranyl)-methanol (794513-02-3)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 ℃;

DOI:10.1021/ja0469075

Reference yield:

[(2S,3R)-3-[(benzyloxy)methyl]-2-methyloxiran-2-yl]methyl N-(2-bromoethyl)carbamate → (8S,8aR)-8-[(benzyloxy)methyl]-8a-methyl-hexahydro-[1,3]oxazolo[4,3-c]morpholin-3-one + [(2S,3R)-3-[(benzyloxy)methyl]-2-methyloxiran-2-yl]methanol (115936-20-4,794513-02-3)

Guidance literature:

With sodium ethanolate; In tetrahydrofuran; ethanol; at 0 - 20 ℃; for 3.5h; Overall yield = 250 mg; Inert atmosphere;

DOI:10.1016/j.tetlet.2017.06.077

upstream raw materials:

(2Z)-4-(benzyloxy)-2-methylbut-2-en-1-ol

2-Benzyloxyethanol

benzyloxyacetoaldehyde

benzyl bromide

Downstream raw materials:

(2S,3R)-3-Benzyloxymethyl-2-methyl-oxirane-2-carbaldehyde

(2S,3R)-4-(benzyloxy)-2-methylbutane-1,3-diol

(2R,3R)-4-(benzyloxy)-2-methylbutane-1,3-diol

(3S,4R)-5-(Benzyloxy)-1,1-dibromo-3,4-epoxy-3-methyl-1-pentene