3-(1-benzyloxymethyl-allyloxy)-1-(4-methoxy-benzyloxy)-pent-4-en-2-ol

Base Information

• Chemical Name: 3-(1-benzyloxymethyl-allyloxy)-1-(4-methoxy-benzyloxy)-pent-4-en-2-ol
• CAS No.: 936819-00-0
• Molecular Formula: C₂₄H₃₀O₅
• Molecular Weight: 398.499
• Mol file: 936819-00-0.mol

Synonyms:3-(1-benzyloxymethyl-allyloxy)-1-(4-methoxy-benzyloxy)-pent-4-en-2-ol

Chemical Property of 3-(1-benzyloxymethyl-allyloxy)-1-(4-methoxy-benzyloxy)-pent-4-en-2-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(1-benzyloxymethyl-allyloxy)-1-(4-methoxy-benzyloxy)-pent-4-en-2-ol

There total 1 articles about 3-(1-benzyloxymethyl-allyloxy)-1-(4-methoxy-benzyloxy)-pent-4-en-2-ol 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: 67.0%

2-(4-methoxy-benzyloxymethyl)-3-vinyl-oxirane (780789-09-5) + (2R)-1-(benzyloxy)but-3-en-2-ol (93553-66-3,109613-59-4,114819-44-2,113426-94-1) → 3-(1-benzyloxymethyl-allyloxy)-1-(4-methoxy-benzyloxy)-pent-4-en-2-ol (936819-00-0)

Guidance literature:

With copper(II) bis(trifluoromethanesulfonate); In dichloromethane; at 20 ℃; for 4h;

DOI:10.1055/s-2007-967968

Reference yield: 87.0%

3-(1-benzyloxymethyl-allyloxy)-1-(4-methoxy-benzyloxy)-pent-4-en-2-ol (936819-00-0) + benzyl bromide (100-39-0) → C31H36O5 (936819-01-1)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 2h;

DOI:10.1055/s-2007-967968

Reference yield:

3-(1-benzyloxymethyl-allyloxy)-1-(4-methoxy-benzyloxy)-pent-4-en-2-ol (936819-00-0) → benzyloxy-(5-benzyloxymethyl-tetrahydro-furan-2-yl)-acetaldehyde (1026476-14-1)

Guidance literature:

Multi-step reaction with 5 steps

1: 87 percent / NaH / dimethylformamide / 2 h / 0 °C

2: 79 percent / Grubbs' second-generation catalyst / CH₂Cl₂ / 18 h / Heating

3: 72 percent / H₂ / Pd/C / ethyl acetate / 2 h

4: 85 percent / DDQ / CH₂Cl₂; H₂O / 4 h / 20 °C

5: 2-iodoxybenzoic acid / dimethylsulfoxide; tetrahydrofuran / 5 h

With hydrogen; sodium hydride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; water; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1055/s-2007-967968

upstream raw materials:

2-(4-methoxy-benzyloxymethyl)-3-vinyl-oxirane

(2R)-1-(benzyloxy)but-3-en-2-ol

Downstream raw materials:

C₃₁H₃₆O₅

benzyloxy-(5-benzyloxymethyl-tetrahydro-furan-2-yl)-acetaldehyde

2-benzyloxy-2-(5-benzyloxymethyl-tetrahydro-furan-2-yl)-ethanol

2-[1-benzyloxy-2-(4-methoxy-benzyloxy)-ethyl]-5-benzyloxymethyl-2,5-dihydro-furan