N-BOC-DL-SERINE

Base Information

• Chemical Name: N-BOC-DL-SERINE
• CAS No.: 69942-12-7
• Molecular Formula: C9H17NO5
• Molecular Weight: 219.238
• Mol file: 69942-12-7.mol

Synonyms:2-[(tert-Butoxycarbonyl)amino]-3-hydroxypropionic acid methyl ester;Methyl N-{[(2-methyl-2-propanyl)oxy]carbonyl}serinate;N-Boc-DL-serine;

Chemical Property of N-BOC-DL-SERINE

Chemical Property:

• Vapor Pressure: 1.94E-06mmHg at 25°C
• Refractive Index: 1.46
• Boiling Point: 354.286 °C at 760 mmHg
• PKA: 10.70±0.46(Predicted)
• Flash Point: 168.067 °C
• PSA: 88.35000
• Density: 1.149 g/cm³
• LogP: 0.24940
• Storage Temp.: 2-8°C

Purity/Quality:

99%, ^*data from raw suppliers

N-[(1,1-Dimethylethoxy)carbonyl]serineMethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: N-[(1,1-Dimethylethoxy)carbonyl]serine Methyl Ester is used in the preparation of dehydroamino acids used towards the synthesis of inhibitors and other pharmacologically active compounds. Also used in the preparation of thiopeptide antibiotic Amythiamicin D against MRSA and malaria.

Technology Process of N-BOC-DL-SERINE

There total 16 articles about N-BOC-DL-SERINE 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: 100.0%

di-tert-butyl dicarbonate (24424-99-5) + methyl 2-amino-3-hydroxypropanoate hydrochloride (5619-04-5) → N-tert-butoxycarbonylserine methyl ester (69942-12-7)

Guidance literature:

With triethylamine; In acetonitrile; at 20 ℃; for 1h;

DOI:10.1021/jo000257f

Reference yield: 95.0%

N-Boc-DL-serine (3850-40-6) + (trimethylsilyl)diazirine (61137-10-8) → N-tert-butoxycarbonylserine methyl ester (69942-12-7)

Guidance literature:

With methanol; In benzene;

DOI:10.1016/S0960-894X(02)00680-7

Reference yield: 90.0%

Ser-OMe (2104-89-4,2788-84-3,24184-43-8) + di-tert-butyl dicarbonate (24424-99-5) → N-tert-butoxycarbonylserine methyl ester (69942-12-7)

Guidance literature:

With triethylamine; In 1,4-dioxane; water; for 0.5h; Ambient temperature;

upstream raw materials:

N-Boc-DL-serine

methyl N-Boc-2-oxazolidinone-4-carboxylate

Ser-OMe

di-tert-butyl dicarbonate

Downstream raw materials:

4-(R,S)-(t-butoxycarbonylamino)-3-oxo-1,2-diazolidine

2-tert-butoxycarbonylamino-3-(toluene-4-sulfonyloxy)-propionic acid methyl ester

Methyl 2-(tert-butoxycarbonylamino)-3-(tert-butyldiphenylsilyloxy)propanoate

3-tert-butyl 4-methyl 2,2-dimethyl-1,3-oxazolidine-3,4-dicarboxylate