(2R,3R)-4-(4-Methoxy-benzyloxy)-2-methyl-butane-1,3-diol

Base Information

• Chemical Name: (2R,3R)-4-(4-Methoxy-benzyloxy)-2-methyl-butane-1,3-diol
• CAS No.: 887612-04-6
• Molecular Formula: C₁₃H₂₀O₄
• Molecular Weight: 240.299
• Mol file: 887612-04-6.mol

Synonyms:(2R,3R)-4-(4-Methoxy-benzyloxy)-2-methyl-butane-1,3-diol

Chemical Property of (2R,3R)-4-(4-Methoxy-benzyloxy)-2-methyl-butane-1,3-diol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3R)-4-(4-Methoxy-benzyloxy)-2-methyl-butane-1,3-diol

There total 3 articles about (2R,3R)-4-(4-Methoxy-benzyloxy)-2-methyl-butane-1,3-diol 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:

(2E)-4-[(4-methoxybenzyl)oxy]but-2-en-1-ol (199658-05-4) → (2R,3R)-4-(4-Methoxy-benzyloxy)-2-methyl-butane-1,3-diol (887612-04-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 95 percent / diethyl (+)-tartrate; titanium tetraisopropoxide; tert-butyl hydrogen peroxide / 4 Angstroem molecular sieves / CH₂Cl₂ / 39 h / -20 °C

2.1: CuI / diethyl ether / 0.25 h / 0 °C

2.2: tetrahydrofuran; diethyl ether / 3.5 h / -50 - -10 °C

2.3: 6.73 g / NaIO₄ / diethyl ether; H₂O / 0 - 20 °C

With titanium(IV) isopropylate; tert.-butylhydroperoxide; copper(l) iodide; diethyl (2R,3R)-tartrate; 4 A molecular sieve; In diethyl ether; dichloromethane; 1.1: asymmetric Sharpless epoxidation;

DOI:10.1021/ja057686l

Reference yield:

methyllithium (917-54-4) + ((2S,3S)-3-((4-methoxybenzyloxy)methyl)oxiran-2-yl)methanol (199658-06-5) → (2R,3R)-4-(4-Methoxy-benzyloxy)-2-methyl-butane-1,3-diol (887612-04-6)

Guidance literature:

methyllithium; With copper(l) iodide; In diethyl ether; at 0 ℃; for 0.25h;

((2S,3S)-3-((4-methoxybenzyloxy)methyl)oxiran-2-yl)methanol; In tetrahydrofuran; diethyl ether; at -50 - -10 ℃; for 3.5h;

With sodium periodate; In diethyl ether; water; at 0 - 20 ℃;

DOI:10.1021/ja057686l

Reference yield:

((2S,3S)-3-((4-methoxybenzyloxy)methyl)oxiran-2-yl)methanol (199658-06-5) → (2R,3R)-4-(4-Methoxy-benzyloxy)-2-methyl-butane-1,3-diol (887612-04-6)

Guidance literature:

((2S,3S)-3-((4-methoxybenzyloxy)methyl)oxiran-2-yl)methanol; With Li(dimethylcuprate)*LiI; In diethyl ether; at -50 - -10 ℃;

With sodium periodate; In diethyl ether; water;

DOI:10.1021/acs.orglett.6b01523

upstream raw materials:

methyllithium

((2S,3S)-3-((4-methoxybenzyloxy)methyl)oxiran-2-yl)methanol

(2E)-4-[(4-methoxybenzyl)oxy]but-2-en-1-ol

Downstream raw materials:

bistramide A