N-Carbobenzyloxy-L-threonine methyl ester

Base Information

• Chemical Name: N-Carbobenzyloxy-L-threonine methyl ester
• CAS No.: 57224-63-2
• Molecular Formula: C13H17NO5
• Molecular Weight: 267.282
• Hs Code.: 2924299090
• Mol file: 57224-63-2.mol

Synonyms:Z-Thr-OMe; Z-L-Threonine methyl ester

Chemical Property of N-Carbobenzyloxy-L-threonine methyl ester

Chemical Property:

• Appearance/Colour: white to off-white powder
• Vapor Pressure: 1.09E-08mmHg at 25°C
• Melting Point: 92-94 ºC
• Refractive Index: 1.4365
• Boiling Point: 444.7 °C at 760 mmHg
• PKA: 10.79±0.46(Predicted)
• Flash Point: 222.7 °C
• PSA: 84.86000
• Density: 1.221 g/cm³
• LogP: 1.22610
• Storage Temp.: -15°C
• Water Solubility.: miscible

Purity/Quality:

99% ^*data from raw suppliers

Z-L-threonine methyl ester ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

Technology Process of N-Carbobenzyloxy-L-threonine methyl ester

There total 21 articles about N-Carbobenzyloxy-L-threonine 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: 99.0%

methanol (67-56-1) + N-benzyloxycarbonyl-L-treonine (19728-63-3) → methyl (2S,3R)-2-(benzyloxycarbonylamino)-3-hydroxybutyrate (57224-63-2)

Guidance literature:

With sulfuric acid; for 36h; Ambient temperature;

DOI:10.1021/ja00251a021

Reference yield: 95.0%

C16H21NO5 (863650-79-7) → methyl (2S,3R)-2-(benzyloxycarbonylamino)-3-hydroxybutyrate (57224-63-2)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 0 ℃; for 4h;

DOI:10.1021/jo7021923

Reference yield: 92.0%

N-benzyloxycarbonyl-L-treonine (19728-63-3) + methyl iodide (74-88-4) → methyl (2S,3R)-2-(benzyloxycarbonylamino)-3-hydroxybutyrate (57224-63-2)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 3h;

DOI:10.1055/s-0036-1592008

upstream raw materials:

methanol

2-benzyloxycarbonylamino-3-hydroxy-butyric acid

diazomethane

N-benzyloxycarbonyl-L-treonine

Downstream raw materials:

ester methylique de la N-(benzyloxycarbonyl)-O-(2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl)-L-threonine

ester methylique de la N-(benzyloxycarbonyl)-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-L-threonine

methyl 2-(benzyloxycarbonylamino)-2-(acetoxy)acetate

N-benzyloxycarbonyl-O-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-L-threonine methyl ester

Refernces

• 1、 Wu, Chia-Hui,Chen, Chun C.,Lin, Su-Ching,Wang, Cheng-Chung. "Simple and Practical Real-Time Analysis of Solid-Phase Reactions by Thin-Layer Chromatography". supporting information. p. 1430 - 1436. Retrieved 2018/05/15.
• 2、 -. "Ammonia curved the monocyclic parent nucleus method for the preparation of". Paragraph 0030; 0031. . Retrieved 2017/01/26.