benzyl (2S,5S,E)-5-(4-methoxybenzyloxy)hex-3-en-2-ylcarbamate

Base Information

• Chemical Name: benzyl (2S,5S,E)-5-(4-methoxybenzyloxy)hex-3-en-2-ylcarbamate
• CAS No.: 917839-17-9
• Molecular Formula: C₂₂H₂₇NO₄
• Molecular Weight: 369.461
• Mol file: 917839-17-9.mol

Synonyms:benzyl (2S,5S,E)-5-(4-methoxybenzyloxy)hex-3-en-2-ylcarbamate

Chemical Property of benzyl (2S,5S,E)-5-(4-methoxybenzyloxy)hex-3-en-2-ylcarbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl (2S,5S,E)-5-(4-methoxybenzyloxy)hex-3-en-2-ylcarbamate

There total 1 articles about benzyl (2S,5S,E)-5-(4-methoxybenzyloxy)hex-3-en-2-ylcarbamate 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:

carbamic acid 1-[1-(4-methoxy-benzyloxy)-ethyl]-but-2-enyl ester (917839-16-8) + benzyl alcohol (100-51-6,185532-71-2) → benzyl (2S,5S,E)-5-(4-methoxybenzyloxy)hex-3-en-2-ylcarbamate (917839-17-9)

Guidance literature:

carbamic acid 1-[1-(4-methoxy-benzyloxy)-ethyl]-but-2-enyl ester; With carbon tetrabromide; triethylamine; triphenylphosphine; In dichloromethane; at -10 - 20 ℃;

benzyl alcohol; With tributylstannyl benzyl ether; In dichloromethane; at 20 ℃; for 48h;

DOI:10.1021/ol0621102

Reference yield: 100.0%

benzyl (2S,5S,E)-5-(4-methoxybenzyloxy)hex-3-en-2-ylcarbamate (917839-17-9) → benzyl (2S,5S,E)-5-hydroxyhex-3-en-2-ylcarbamate (917839-18-0)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; water; at 0 - 20 ℃;

DOI:10.1021/ol0621102

Reference yield:

benzyl (2S,5S,E)-5-(4-methoxybenzyloxy)hex-3-en-2-ylcarbamate (917839-17-9) → carbamic acid 4-benzyloxycarbonylamino-1-methyl-pent-2-enyl ester (917839-19-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 100 percent / DDQ / CH₂Cl₂; H₂O / 0 - 20 °C

2.1: CH₂Cl₂ / 0.17 h / -10 °C

2.2: K₂CO₃ / methanol; H₂O / 2 h / 20 °C

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; water;

DOI:10.1021/ol0621102

upstream raw materials:

carbamic acid 1-[1-(4-methoxy-benzyloxy)-ethyl]-but-2-enyl ester

benzyl alcohol

Downstream raw materials:

benzyl (2S,5S,E)-5-hydroxyhex-3-en-2-ylcarbamate

(4S,5S)-benzyl 5-methyl-2-oxo-4-((E)-prop-1-enyl)imidazolidine-1-carboxylate

carbamic acid 4-benzyloxycarbonylamino-1-methyl-pent-2-enyl ester

(4S,5S)-benzyl 3-ethanoyl-5-methyl-2-oxo-4-((E)-prop-1-enyl)imidazolidine-1-carboxylate