DL-2-Amino-3-(N-Tos-N-benzyloxyamino)-propionsaeure

Base Information

• Chemical Name: DL-2-Amino-3-(N-Tos-N-benzyloxyamino)-propionsaeure
• CAS No.: 42492-72-8
• Molecular Formula: C₁₇H₂₀N₂O₅S
• Molecular Weight: 364.422
• Mol file: 42492-72-8.mol

Synonyms:

Chemical Property of DL-2-Amino-3-(N-Tos-N-benzyloxyamino)-propionsaeure

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of DL-2-Amino-3-(N-Tos-N-benzyloxyamino)-propionsaeure

There total 2 articles about DL-2-Amino-3-(N-Tos-N-benzyloxyamino)-propionsaeure 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:

O-benzyl-N-tosylhydroxylamine (1576-39-2) + 2,3-dibromopropionic acid ethyl ester (3674-13-3) → DL-2-Amino-3-(N-Tos-N-benzyloxyamino)-propionsaeure (42492-72-8)

Guidance literature:

Multistep reaction; (i) NaOEt, EtOH, (ii) aq. NaOH, (iii) aq. NH₃;

DOI:10.1246/bcsj.46.1847

Reference yield:

→ DL-2-Amino-3-(N-Tos-N-benzyloxyamino)-propionsaeure (42492-72-8)

Guidance literature:

N-Tosyl-O-benzylhydroxylamin, 1)BrCH2-CHBr-CO2C2H5, 12 Std., ca.20grad 2)NaOH, 12 Std., ca.20grad 3)0grad, H2SO4 4)EtOAc, N4OH 5)NH3(Gas);

Reference yield:

DL-2-Amino-3-(N-Tos-N-benzyloxyamino)-propionsaeure (42492-72-8) → DL-2-Benzoylamino-3-(N-benzoyl-N-benzoyloxyamino)propionsaeure (42492-77-3)

Guidance literature:

Multi-step reaction with 3 steps

1: HBr / acetic acid

2: 2NMe₃>OH / methanol

3: N-methylmorpholine / ethyl acetate

With 4-methyl-morpholine; hydrogen bromide; N-benzyl-trimethylammonium hydroxide; In methanol; acetic acid; ethyl acetate;

DOI:10.1246/bcsj.46.1847

upstream raw materials:

O-benzyl-N-tosylhydroxylamine

2,3-dibromopropionic acid ethyl ester

Downstream raw materials:

DL-2-Benzoylamino-3-benzyloxyaminopropionsaeure

DL-2-Benzoylamino-3-(N-benzoyl-N-benzoyloxyamino)propionsaeure

N-(2-Benzoylamino-2-carboxy-ethyl)-N-benzyloxy-succinamic acid

N-((S)-2-Benzyloxyamino-1-phenylcarbamoyl-ethyl)-benzamide