3-(4-Benzyloxy-phenyl)-3-tert-butoxycarbonylamino-propionic acid methyl ester

Base Information

• Chemical Name: 3-(4-Benzyloxy-phenyl)-3-tert-butoxycarbonylamino-propionic acid methyl ester
• CAS No.: 122747-94-8
• Molecular Formula: C₂₂H₂₇NO₅
• Molecular Weight: 385.46
• Mol file: 122747-94-8.mol

Synonyms:3-(4-Benzyloxy-phenyl)-3-tert-butoxycarbonylamino-propionic acid methyl ester

Chemical Property of 3-(4-Benzyloxy-phenyl)-3-tert-butoxycarbonylamino-propionic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-(4-Benzyloxy-phenyl)-3-tert-butoxycarbonylamino-propionic acid methyl ester

There total 1 articles about 3-(4-Benzyloxy-phenyl)-3-tert-butoxycarbonylamino-propionic acid methyl ester 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:

p-benzyloxybenzaldehyde (4397-53-9) + malonic acid (141-82-2) + di-tert-butyl dicarbonate (24424-99-5) + methyl iodide (74-88-4) → 3-(4-Benzyloxy-phenyl)-3-tert-butoxycarbonylamino-propionic acid methyl ester (122747-94-8,832089-66-4)

Guidance literature:

Yield given. Multistep reaction;

DOI:10.1016/S0040-4039(00)82374-6

Reference yield: 89.0%

3-(4-Benzyloxy-phenyl)-3-tert-butoxycarbonylamino-propionic acid methyl ester (122747-94-8,832089-66-4) → 3-(4-Benzyloxy-phenyl)-3-tert-butoxycarbonylamino-propionic acid (618110-19-3)

Guidance literature:

With sodium hydroxide; In methanol; water; for 7h; Ambient temperature;

DOI:10.1016/S0040-4039(00)82374-6

Reference yield:

3-(4-Benzyloxy-phenyl)-3-tert-butoxycarbonylamino-propionic acid methyl ester (122747-94-8,832089-66-4) → (R)-3-{(R)-3-(2-Bromo-1H-indol-3-yl)-2-[((S)-2-tert-butoxycarbonylamino-propionyl)-methyl-amino]-propionylamino}-3-(4-hydroxy-phenyl)-propionic acid methyl ester (122747-93-7)

Guidance literature:

Multi-step reaction with 6 steps

1: 89 percent / NaOH / methanol; H₂O / 7 h / Ambient temperature

2: DCC, DMAP / CH₂Cl₂ / 1.) 0 deg C, 2h, 2.) r.t., 16 h

3: 97 percent / NaOH / H₂O; methanol / 4 h / Heating

4: 98 percent / KHCO₃ / dimethylformamide / 12 h / Ambient temperature

5: H₂ / Pd-C / methanol / 3.5 h / Ambient temperature

With dmap; sodium hydroxide; hydrogen; potassium hydrogencarbonate; dicyclohexyl-carbodiimide; palladium on activated charcoal; In methanol; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(00)82374-6

upstream raw materials:

p-benzyloxybenzaldehyde

malonic acid

di-tert-butyl dicarbonate

methyl iodide

Downstream raw materials:

3-(4-Benzyloxy-phenyl)-3-tert-butoxycarbonylamino-propionic acid

(R)-3-Amino-3-(4-benzyloxy-phenyl)-propionic acid methyl ester

N-tert-butoxycarbonyl-3(R)-amino-3-(4-hydroxyphenyl)propionic acid, methyl ester

(R)-β-tyrosine hydrochloride