(2S,3R)-2-(chloromethyl)-3-{4-[(4-methoxyphenyl)methoxy]butyl}oxirane

Base Information

• Chemical Name: (2S,3R)-2-(chloromethyl)-3-{4-[(4-methoxyphenyl)methoxy]butyl}oxirane
• CAS No.: 1278553-39-1
• Molecular Formula: C₁₅H₂₁ClO₃
• Molecular Weight: 284.783
• Mol file: 1278553-39-1.mol

Synonyms:(2S,3R)-2-(chloromethyl)-3-{4-[(4-methoxyphenyl)methoxy]butyl}oxirane

Chemical Property of (2S,3R)-2-(chloromethyl)-3-{4-[(4-methoxyphenyl)methoxy]butyl}oxirane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3R)-2-(chloromethyl)-3-{4-[(4-methoxyphenyl)methoxy]butyl}oxirane

There total 1 articles about (2S,3R)-2-(chloromethyl)-3-{4-[(4-methoxyphenyl)methoxy]butyl}oxirane 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: 87.0%

(2R,3R)-3-[4-(4-methoxyphenylmethoxy)butyl]oxirane-2-methanol (865302-25-6) → (2S,3R)-2-(chloromethyl)-3-{4-[(4-methoxyphenyl)methoxy]butyl}oxirane (1278553-39-1)

Guidance literature:

With tetrachloromethane; 5,15,10,20-tetraphenylporphyrin; sodium hydrogencarbonate; for 4h; Inert atmosphere; Reflux;

DOI:10.1002/hlca.201000161

Reference yield: 80.0%

(2S,3R)-2-(chloromethyl)-3-{4-[(4-methoxyphenyl)methoxy]butyl}oxirane (1278553-39-1) + (R)-propylene oxide (15448-47-2) → (2R,6R)-10-[(4-methoxyphenyl)methoxy]dec-4-yne-2,6-diol (1278553-36-8)

Guidance literature:

(2S,3R)-2-(chloromethyl)-3-{4-[(4-methoxyphenyl)methoxy]butyl}oxirane; With ammonia; lithium; ferric nitrate; In tetrahydrofuran; at -33 ℃; for 2h; Inert atmosphere;

(R)-propylene oxide; With boron trifluoride diethyl etherate; In tetrahydrofuran; at -33 ℃; for 5h; Inert atmosphere;

DOI:10.1002/hlca.201000161

Reference yield:

(2S,3R)-2-(chloromethyl)-3-{4-[(4-methoxyphenyl)methoxy]butyl}oxirane (1278553-39-1) → (2R,4E,6R)-10-[(4-methoxyphenyl)methoxy]dec-4-ene-2,6-diol (1278553-41-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: ammonia; lithium; ferric nitrate / tetrahydrofuran / 2 h / -33 °C / Inert atmosphere

1.2: 5 h / -33 °C / Inert atmosphere

2.1: lithium aluminium tetrahydride / tetrahydrofuran / 4 h / 0 - 20 °C / Inert atmosphere

With lithium aluminium tetrahydride; ammonia; lithium; ferric nitrate; In tetrahydrofuran;

DOI:10.1002/hlca.201000161

upstream raw materials:

(2R,3R)-3-[4-(4-methoxyphenylmethoxy)butyl]oxirane-2-methanol

Downstream raw materials:

(2R,4E,6R)-10-[(4-methoxyphenyl)methoxy]dec-4-ene-2,6-diol

(2R,4E,6R)-6-{[(tert-butyl)dimethylsilyl]oxy}-10-[(4-methoxyphenyl)methoxy]dec-4-en-2-ol

(2R,6R)-10-[(4-methoxyphenyl)methoxy]dec-4-yne-2,6-diol