2-[(2-{[(benzyloxy)carbonyl]amino}propanoyl)amino]-2-deoxyhexopyranose

Base Information

• Chemical Name: 2-[(2-{[(benzyloxy)carbonyl]amino}propanoyl)amino]-2-deoxyhexopyranose
• CAS No.: 16684-36-9
• Molecular Formula: C₁₇H₂₄N₂O₈
• Molecular Weight: 384.386
• Mol file: 16684-36-9.mol

Synonyms:Glucopyranose,2-[L-2-(carboxyamino)propionamido]-2-deoxy-, benzyl ester, b-D- (8CI); NSC 267691

Chemical Property of 2-[(2-{[(benzyloxy)carbonyl]amino}propanoyl)amino]-2-deoxyhexopyranose

Chemical Property:

• Vapor Pressure: 9.28E-23mmHg at 25°C
• Boiling Point: 736.3°Cat760mmHg
• Flash Point: 399.1°C
• Density: 1.44g/cm³

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-[(2-{[(benzyloxy)carbonyl]amino}propanoyl)amino]-2-deoxyhexopyranose

There total 4 articles about 2-[(2-{[(benzyloxy)carbonyl]amino}propanoyl)amino]-2-deoxyhexopyranose 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: 45.0%

D-glucopyranosyl amine (7284-37-9,50444-86-5) + Z-L-Ala-NCA (125814-23-5) → 2-amino>-2-deoxy-D-glucopyranose (5513-36-0,16684-36-9)

Guidance literature:

In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1081/SCC-120002000

Reference yield: 21.0%

(+)-D-glucosamine hydrochloride (1078691-95-8) + (N-benzyloxycarbonyl)-L-alanine N-hydroxysuccinimide ester (3401-36-3) → 2-amino>-2-deoxy-D-glucopyranose (5513-36-0,16684-36-9)

Guidance literature:

With triethylamine; In 1,4-dioxane; N,N-dimethyl-formamide; 1.) 5 deg C, 1 h, 2.) 20 deg C, 2 h;

DOI:10.1002/jps.2600830714

Reference yield:

N-Cbz-Ala (1142-20-7) → 2-amino>-2-deoxy-D-glucopyranose (5513-36-0,16684-36-9)

Guidance literature:

Multi-step reaction with 2 steps

1: dicyclohexylcarbodiimide / dioxane / 2 h / 20 °C

2: 21 percent / Et₃N / dimethylformamide; dioxane / 1.) 5 deg C, 1 h, 2.) 20 deg C, 2 h

With triethylamine; dicyclohexyl-carbodiimide; In 1,4-dioxane; N,N-dimethyl-formamide;

DOI:10.1002/jps.2600830714

upstream raw materials:

N-Cbz-Ala

(+)-D-glucosamine hydrochloride

(N-benzyloxycarbonyl)-L-alanine N-hydroxysuccinimide ester

D-glucopyranosyl amine