5-[4-(Aminomethyl)-3,5-dimethoxyphenoxy]pentanoic Acid Acetate

Base Information

• Chemical Name: 5-[4-(Aminomethyl)-3,5-dimethoxyphenoxy]pentanoic Acid Acetate
• CAS No.: 125666-67-3
• Molecular Formula: C16H25NO7
• Molecular Weight: 343.377
• DSSTox Substance ID: DTXSID60562391
• Mol file: 125666-67-3.mol

Synonyms:125666-67-3;5-[4-(Aminomethyl)-3,5-dimethoxyphenoxy]pentanoic Acid Acetate;acetic acid;5-[4-(aminomethyl)-3,5-dimethoxyphenoxy]pentanoic acid;DTXSID60562391;J-005260;5-[4-(Aminomethyl)-3,5-dimethoxyphenoxy]pentanoic acid--acetic acid (1/1)

Chemical Property of 5-[4-(Aminomethyl)-3,5-dimethoxyphenoxy]pentanoic Acid Acetate

Chemical Property:

• PSA: 128.31000
• LogP: 2.58740
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 9
• Exact Mass: 343.16310214
• Heavy Atom Count: 24
• Complexity: 304

Purity/Quality:

98%min ^*data from raw suppliers

5-[4-(Aminomethyl)-3,5-dimethoxyphenoxy]pentanoicAcidAcetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(=O)O.COC1=CC(=CC(=C1CN)OC)OCCCCC(=O)O
• Uses: 5-[4-(AMinoMethyl)-3,5-diMethoxyphenoxy]pentanoic Acid Acetate is used in the solid-phase synthesis with tris(alkoxy)benzyl backbone amide linkage (BAL).

Technology Process of 5-[4-(Aminomethyl)-3,5-dimethoxyphenoxy]pentanoic Acid Acetate

There total 5 articles about 5-[4-(Aminomethyl)-3,5-dimethoxyphenoxy]pentanoic Acid Acetate 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: 96.0%

5-(4-hydroximinomethyl-3,5-dimethoxyphenoxy)valeric acid (115109-61-0) → 5-(4-aminomethyl-3,5-dimethoxyphenoxy)valeric acid acetate (125666-67-3)

Guidance literature:

With hydrogen; palladium on activated charcoal; In acetic acid; at 25 ℃; for 2h; under 2280 Torr;

DOI:10.1021/jo00299a011

Reference yield:

ethyl 5-bromovalerate (14660-52-7) → 5-(4-aminomethyl-3,5-dimethoxyphenoxy)valeric acid acetate (125666-67-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) KOtBu / 1.) DMF, 25 deg C, 2.) 110 deg C, 5h

2: 4N aq. NaOH / methanol / 1 h / 25 °C

3: 95 percent / NH₂OH, Na₂CO₃ / H₂O / 2 h

4: 96 percent / H₂ / 10percent Pd/C / aq. acetic acid / 2 h / 25 °C / 2280 Torr

With sodium hydroxide; potassium tert-butylate; hydrogen; hydroxylamine; sodium carbonate; palladium on activated charcoal; In methanol; water; acetic acid;

DOI:10.1021/jo00299a011

Reference yield:

syringaldehyde (22080-96-2) → 5-(4-aminomethyl-3,5-dimethoxyphenoxy)valeric acid acetate (125666-67-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) KOtBu / 1.) DMF, 25 deg C, 2.) 110 deg C, 5h

2: 4N aq. NaOH / methanol / 1 h / 25 °C

3: 95 percent / NH₂OH, Na₂CO₃ / H₂O / 2 h

4: 96 percent / H₂ / 10percent Pd/C / aq. acetic acid / 2 h / 25 °C / 2280 Torr

With sodium hydroxide; potassium tert-butylate; hydrogen; hydroxylamine; sodium carbonate; palladium on activated charcoal; In methanol; water; acetic acid;

DOI:10.1021/jo00299a011

upstream raw materials:

5-(4-hydroximinomethyl-3,5-dimethoxyphenoxy)valeric acid

ethyl 5-bromovalerate

syringaldehyde

5-(4-formyl-3,5-dimethoxyphenoxy)pentanoic acid

Downstream raw materials:

5-<4-<<(Fmoc)amino>methyl>-3,5-dimethoxyphenoxy>valeric acid

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