(R)-2-benzyloxypentanal

Base Information

• Chemical Name: (R)-2-benzyloxypentanal
• CAS No.: 133420-98-1
• Molecular Formula: C₁₂H₁₆O₂
• Molecular Weight: 192.258
• Mol file: 133420-98-1.mol

Synonyms:(R)-2-benzyloxypentanal

Chemical Property of (R)-2-benzyloxypentanal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-2-benzyloxypentanal

There total 20 articles about (R)-2-benzyloxypentanal 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:

(R)-1-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)but-2-yn-1-ol (117935-05-4) → (R)-2-benzyloxypentanal (133420-98-1)

Guidance literature:

Multi-step reaction with 4 steps

1: hydrogen / 10percent Pd/C / methanol / 22 °C / 750.06 Torr

2: 1.) 60percent NaH / dimethylformamide / 1.) 0 deg C; 2.) 80 deg C

3: CF₃CO₂H / methanol; H₂O / 15 h / 22 °C

4: Pb(OAc)4 / CH₂Cl₂ / 0.5 h / 0 °C

With lead(IV) acetate; hydrogen; sodium hydride; trifluoroacetic acid; palladium on activated charcoal; In methanol; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1055/s-1995-3847

Reference yield:

(2R,3R)-3-benzyloxy-hexane-1,2-diol (887502-32-1) → (R)-2-benzyloxypentanal (133420-98-1)

Guidance literature:

With lead(IV) acetate; In dichloromethane; at 0 ℃; for 0.5h;

DOI:10.1055/s-1995-3847

Reference yield:

(Z)-(1R,4'R)-1-(2,2-dimethyl-1,3-dioxolan-4-yl)-but-2-ene-1-ol (154842-35-0) → (R)-2-benzyloxypentanal (133420-98-1)

Guidance literature:

Multi-step reaction with 4 steps

1: hydrogen / 10percent Pd/C / methanol / 22 °C / 750.06 Torr

2: 1.) 60percent NaH / dimethylformamide / 1.) 0 deg C; 2.) 80 deg C

3: CF₃CO₂H / methanol; H₂O / 15 h / 22 °C

4: Pb(OAc)4 / CH₂Cl₂ / 0.5 h / 0 °C

With lead(IV) acetate; hydrogen; sodium hydride; trifluoroacetic acid; palladium on activated charcoal; In methanol; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1055/s-1995-3847

upstream raw materials:

2-(Benzyloxy)pentansaeure-ethylester

(2R,3R)-3-benzyloxy-hexane-1,2-diol

(2S,3R)-3-benzyloxy-hexane-1,2-diol

(2S,3R)-3-benzoyloxy-1,2-hexanediol

Downstream raw materials:

(2E,4R)-4-benzyloxy-hept-2-enoic acid methyl ester

(R)-1,2-pentanediol

((R)-1-iodomethyl-butoxymethyl)benzene

(E,4R)-12-(4-methoxybenzyloxy)-5-(p-tolylsulfonyl)-4-(benzyloxy)dodec-7-en-6-ol

Refernces

• 1、 Diaz, David D.,Ramirez, Miguel A.,Martin, Victor S.. "[1,3]-Transfer of chirality during the nicholas reaction in γ-benzyloxy propargylic alcohols". . p. 2593 - 2606. Retrieved 2008/02/07.
• 2、 Mulzer,Funk. "Synthesis of optically active β,γ-unsaturated α-amino acids of α,β-unsaturated γ-amino acids. S(N)2- vs. S(N)2'-dichotomy of the Mitsunobu amination of allylic alcohols". . p. 101 - 112. Retrieved 2007/10/02.