BOC-ALBIZZIIN

Base Information

• Chemical Name: BOC-ALBIZZIIN
• CAS No.: 901284-69-3
• Molecular Formula: C₉H₁₇N₃O₅
• Molecular Weight: 247.251
• Hs Code.: 2924199090
• Mol file: 901284-69-3.mol

Synonyms:

Chemical Property of BOC-ALBIZZIIN

Chemical Property:

• PSA: 130.75000
• LogP: 1.11470

Purity/Quality:

98%min ^*data from raw suppliers

Boc-L-2-amino-3-ureidopropionic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of BOC-ALBIZZIIN

There total 5 articles about BOC-ALBIZZIIN 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: 90.0%

5-oxo-4-ureidomethyl-oxazolidine-3-carboxylic acid tert-butyl ester (901284-34-2) → 2-tert-butoxycarbonylamino-3-ureido-propionic acid (901284-69-3)

Guidance literature:

With sodium hydroxide; In methanol; at 20 ℃;

DOI:10.1055/s-2006-939044

Reference yield:

4-isocyanatomethyl-5-oxo-oxazolidine-3-carboxylic acid tert-butyl ester (901284-66-0) → 2-tert-butoxycarbonylamino-3-ureido-propionic acid (901284-69-3)

Guidance literature:

Multi-step reaction with 2 steps

1: aqueous NH₃ / tetrahydrofuran / 0.25 h / 20 °C

2: 90 percent / aqueous NaOH / methanol / 20 °C

With ammonium hydroxide; sodium hydroxide; In tetrahydrofuran; methanol;

DOI:10.1055/s-2006-939044

Reference yield:

(S)-3-(1,1-dimethylethoxy)carbonyl-5-oxo-4-oxazolidineacetic acid (69875-20-3) → 2-tert-butoxycarbonylamino-3-ureido-propionic acid (901284-69-3)

Guidance literature:

Multi-step reaction with 4 steps

1.1: N-methyl morpholine; ethyl chloroformate / tetrahydrofuran / 0.33 h / -15 °C

1.2: NaN₃ / tetrahydrofuran / 1 h / -10 °C

2.1: toluene / 75 °C

3.1: aqueous NH₃ / tetrahydrofuran / 0.25 h / 20 °C

4.1: 90 percent / aqueous NaOH / methanol / 20 °C

With 4-methyl-morpholine; ammonium hydroxide; sodium hydroxide; chloroformic acid ethyl ester; In tetrahydrofuran; methanol; toluene; 2.1: Curtius rearrangement;

DOI:10.1055/s-2006-939044

upstream raw materials:

5-oxo-4-ureidomethyl-oxazolidine-3-carboxylic acid tert-butyl ester

4-isocyanatomethyl-5-oxo-oxazolidine-3-carboxylic acid tert-butyl ester

(S)-3-(1,1-dimethylethoxy)carbonyl-5-oxo-4-oxazolidineacetic acid

4-azidocarbonylmethyl-5-oxo-oxazolidine-3-carboxylic acid tert-butyl ester

Refernces

• 1、 Teng, Hanbing,He, Yunjiao,Wu, Lamei,Su, Jiangtao,Feng, Xichun,Qiu, Guofu,Liang, Shucai,Hu, Xianming. "A general and facile synthetic approach to Nα-Boc ureidoalanine derivatives". . p. 877 - 880. Retrieved 2007/10/03.