[2-(N-Boc-3,6-dioxaoctane-1,8-diaminoethyl)]-2,3,4,6-tetra-O-benzoyl-α-D-glucoside

Base Information

• Chemical Name: [2-(N-Boc-3,6-dioxaoctane-1,8-diaminoethyl)]-2,3,4,6-tetra-O-benzoyl-α-D-glucoside
• CAS No.: 938076-54-1
• Molecular Formula: C₄₇H₅₄N₂O₁₄
• Molecular Weight: 870.951
• Mol file: 938076-54-1.mol

Synonyms:[2-(N-Boc-3,6-dioxaoctane-1,8-diaminoethyl)]-2,3,4,6-tetra-O-benzoyl-α-D-glucoside

Chemical Property of [2-(N-Boc-3,6-dioxaoctane-1,8-diaminoethyl)]-2,3,4,6-tetra-O-benzoyl-α-D-glucoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [2-(N-Boc-3,6-dioxaoctane-1,8-diaminoethyl)]-2,3,4,6-tetra-O-benzoyl-α-D-glucoside

There total 5 articles about [2-(N-Boc-3,6-dioxaoctane-1,8-diaminoethyl)]-2,3,4,6-tetra-O-benzoyl-α-D-glucoside 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: 76.0%

(2-bromoethyl)-2,3,4,6-tetra-O-benzoyl-α-D-glucoside (938076-53-0) + tert-butyl {2-[2-(2-aminoethoxy)ethoxy]ethyl}carbamate (153086-78-3) → [2-(N-Boc-3,6-dioxaoctane-1,8-diaminoethyl)]-2,3,4,6-tetra-O-benzoyl-α-D-glucoside (938076-54-1)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; at 50 ℃;

DOI:10.1002/anie.200604364

Reference yield:

(2-bromoethyl)-2,3,4,6-tetra-O-benzoyl-α-D-glucoside (938076-53-0) + N-Boc-3,5-dioxaoctane-1,8-diamine → [2-(N-Boc-3,6-dioxaoctane-1,8-diaminoethyl)]-2,3,4,6-tetra-O-benzoyl-α-D-glucoside (938076-54-1)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; at 50 ℃;

DOI:10.1002/anie.200901175

Reference yield:

(2-bromoethyl)-D-glucopyranoside (125412-02-4) → [2-(N-Boc-3,6-dioxaoctane-1,8-diaminoethyl)]-2,3,4,6-tetra-O-benzoyl-α-D-glucoside (938076-54-1)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine; DMAP / 20 °C

2: 76 percent / Et₃N / dimethylformamide / 50 °C

With pyridine; dmap; triethylamine; In N,N-dimethyl-formamide;

DOI:10.1002/anie.200604364

upstream raw materials:

(2-bromoethyl)-2,3,4,6-tetra-O-benzoyl-α-D-glucoside

tert-butyl {2-[2-(2-aminoethoxy)ethoxy]ethyl}carbamate

(2-bromoethyl)-D-glucopyranoside

D-Glucose