(2R,3S,4S)-1-[(para-methoxybenxyl)oxy]-2,4-dimethyl-3-hexanol

Base Information

• Chemical Name: (2R,3S,4S)-1-[(para-methoxybenxyl)oxy]-2,4-dimethyl-3-hexanol
• CAS No.: 209251-62-7
• Molecular Formula: C₁₆H₂₄O₃
• Molecular Weight: 264.365
• Mol file: 209251-62-7.mol

Synonyms:(2R,3S,4S)-1-[(para-methoxybenxyl)oxy]-2,4-dimethyl-3-hexanol

Chemical Property of (2R,3S,4S)-1-[(para-methoxybenxyl)oxy]-2,4-dimethyl-3-hexanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3S,4S)-1-[(para-methoxybenxyl)oxy]-2,4-dimethyl-3-hexanol

There total 5 articles about (2R,3S,4S)-1-[(para-methoxybenxyl)oxy]-2,4-dimethyl-3-hexanol 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: 78.0%

(R,R)-[(E)-2-butenyl]diisopropyl tartrate boronate (99687-40-8,106357-20-4,106357-33-9,99745-86-5) + (2R)-3-(4-methoxybenzyloxy)-2-methyl-1-propanal (160238-46-0) → (2R,3S,4S)-1-[(para-methoxybenxyl)oxy]-2,4-dimethyl-3-hexanol (209251-62-7) + (2R,3R,4R)-1-[(para-methoxybenxyl)oxy]-2,4-dimethyl-3-hexanol (209251-26-3)

Guidance literature:

In toluene; at -78 ℃; for 8h; Yields of byproduct given;

DOI:10.1002/(SICI)1521-3773(19990601)38:11<1652::AID-ANIE1652>3.0.CO;2-K

Reference yield: 67.0%

2-acetoxy-3-butene (6737-11-7) + (2S)-3-(4-methoxybenzyloxy)-2-methyl-1-propanol (160238-45-9) → (2R,3S,4S)-1-[(para-methoxybenxyl)oxy]-2,4-dimethyl-3-hexanol (209251-62-7)

Guidance literature:

With potassium phosphate; Krische catalyst; In tetrahydrofuran; water; at 70 ℃; for 72h; Sealed tube; Inert atmosphere;

DOI:10.1016/j.tetlet.2015.12.022

Reference yield: 46.0%

(R,R)-[(E)-2-butenyl]diisopropyl tartrate boronate (99687-40-8,106357-20-4,106357-33-9,99745-86-5) + (2S)-3-(4-methoxybenzyloxy)-2-methyl-1-propanol (160238-45-9) → (2R,3S,4S)-1-[(para-methoxybenxyl)oxy]-2,4-dimethyl-3-hexanol (209251-62-7) + (2R,3R,4R)-1-[(para-methoxybenxyl)oxy]-2,4-dimethyl-3-hexanol (209251-26-3)

Guidance literature:

(2S)-3-(4-methoxybenzyloxy)-2-methyl-1-propanol; With oxalyl dichloride; triethylamine; In dichloromethane; dimethyl sulfoxide; at -78 - 23 ℃;

(R,R)-[(E)-2-butenyl]diisopropyl tartrate boronate; In toluene; at -78 ℃; for 16h;

DOI:10.1021/jo0267908

upstream raw materials:

(R,R)-[(E)-2-butenyl]diisopropyl tartrate boronate

(2R)-3-(4-methoxybenzyloxy)-2-methyl-1-propanal

(2S)-3-(4-methoxybenzyloxy)-2-methyl-1-propanol

(R)-methyl 3-((4-methoxybenzyl)oxy)-2-methylpropanoate

Downstream raw materials:

tert-Butyl-{(1S,2S)-1-[(R)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-2-methyl-but-3-enyloxy}-dimethyl-silane

C₂₅H₄₄SiO₃

C₃₈H₇₂Si₂O₄

C₃₂H₅₆SiO₄