{[tert-butoxycarbonyl-(3-tert-butoxycarbonylamino-propyl)-amino]-acetoxy}-phenyl-acetic acid methyl ester

Base Information

• Chemical Name: {[tert-butoxycarbonyl-(3-tert-butoxycarbonylamino-propyl)-amino]-acetoxy}-phenyl-acetic acid methyl ester
• CAS No.: 352285-27-9
• Molecular Formula: C₂₄H₃₆N₂O₈
• Molecular Weight: 480.558

Synonyms:{[tert-butoxycarbonyl-(3-tert-butoxycarbonylamino-propyl)-amino]-acetoxy}-phenyl-acetic acid methyl ester

Chemical Property of {[tert-butoxycarbonyl-(3-tert-butoxycarbonylamino-propyl)-amino]-acetoxy}-phenyl-acetic acid methyl ester

Chemical Property:

Purity/Quality:

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Technology Process of {[tert-butoxycarbonyl-(3-tert-butoxycarbonylamino-propyl)-amino]-acetoxy}-phenyl-acetic acid methyl ester

There total 2 articles about {[tert-butoxycarbonyl-(3-tert-butoxycarbonylamino-propyl)-amino]-acetoxy}-phenyl-acetic 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:

(R)-methyl mandelate (20698-91-3) + N,N'-bis(tert-butoxycarbonyl)-(3-aminopropyl)-glycine (192124-66-6) → {[tert-butoxycarbonyl-(3-tert-butoxycarbonylamino-propyl)-amino]-acetoxy}-phenyl-acetic acid methyl ester (352285-27-9)

Guidance literature:

With dmap; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In dichloromethane; at 0 - 20 ℃;

DOI:10.1021/ja010249w

Reference yield:

N,N'-bis(tert-butoxycarbonyl)-(3-aminopropyl)-glycine ethyl ester (352284-59-4) → {[tert-butoxycarbonyl-(3-tert-butoxycarbonylamino-propyl)-amino]-acetoxy}-phenyl-acetic acid methyl ester (352285-27-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 97 percent / aq. KOH / methanol / 2 h / 20 °C

2: EDC; DMAP / CH₂Cl₂ / 0 - 20 °C

With dmap; potassium hydroxide; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In methanol; dichloromethane;

DOI:10.1021/ja010249w

Reference yield:

{[tert-butoxycarbonyl-(3-tert-butoxycarbonylamino-propyl)-amino]-acetoxy}-phenyl-acetic acid methyl ester (352285-27-9) → (R)-[2-(3-Amino-propylamino)-acetoxy]-phenyl-acetic acid methyl ester (352285-28-0)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1021/ja010249w

upstream raw materials:

(R)-methyl mandelate

N,N'-bis(tert-butoxycarbonyl)-(3-aminopropyl)-glycine

N,N'-bis(tert-butoxycarbonyl)-(3-aminopropyl)-glycine ethyl ester

Downstream raw materials:

(R)-[2-(3-Amino-propylamino)-acetoxy]-phenyl-acetic acid methyl ester

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