N,N-[4-(tert-butoxycarbonylamino)butyl]-2,3,4,6-tetra-O-benzyl-D-glucoamidine

Base Information

• Chemical Name: N,N-[4-(tert-butoxycarbonylamino)butyl]-2,3,4,6-tetra-O-benzyl-D-glucoamidine
• CAS No.: 675130-30-0
• Molecular Formula: C₄₃H₅₃N₃O₆
• Molecular Weight: 707.91

Synonyms:N,N-[4-(tert-butoxycarbonylamino)butyl]-2,3,4,6-tetra-O-benzyl-D-glucoamidine

Chemical Property of N,N-[4-(tert-butoxycarbonylamino)butyl]-2,3,4,6-tetra-O-benzyl-D-glucoamidine

Chemical Property:

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Technology Process of N,N-[4-(tert-butoxycarbonylamino)butyl]-2,3,4,6-tetra-O-benzyl-D-glucoamidine

There total 2 articles about N,N-[4-(tert-butoxycarbonylamino)butyl]-2,3,4,6-tetra-O-benzyl-D-glucoamidine 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: 66.0%

1-amino-4-[(tert-butyloxycarbonyl)amino]butane (68076-36-8) + 2,3,4,6-tetra-O-benzyl-D-gluconoiminothioethyl ether (675130-07-1) → N,N-[4-(tert-butoxycarbonylamino)butyl]-2,3,4,6-tetra-O-benzyl-D-mannoamidine (675130-31-1) + N,N-[4-(tert-butoxycarbonylamino)butyl]-2,3,4,6-tetra-O-benzyl-D-glucoamidine (675130-30-0)

Guidance literature:

In dichloromethane; at 20 ℃; for 8h;

DOI:10.1021/ja037822r

Reference yield:

2,3,4,6-tetra-O-benzyl-D-glucono-δ-thiolactam (153996-70-4) → N,N-[4-(tert-butoxycarbonylamino)butyl]-2,3,4,6-tetra-O-benzyl-D-glucoamidine (675130-30-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / CH₂Cl₂ / 1.5 h / 0 °C

2: 22 percent / CH₂Cl₂ / 8 h / 20 °C

In dichloromethane;

DOI:10.1021/ja037822r

Reference yield: 83.0%

N,N-[4-(tert-butoxycarbonylamino)butyl]-2,3,4,6-tetra-O-benzyl-D-glucoamidine (675130-30-0) → N,N-(4-aminobutyl)-2,3,4,6-tetra-O-benzyl-D-glucoamidine (675130-32-2)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 6h;

DOI:10.1021/ja037822r

upstream raw materials:

1-amino-4-[(tert-butyloxycarbonyl)amino]butane

2,3,4,6-tetra-O-benzyl-D-gluconoiminothioethyl ether

2,3,4,6-tetra-O-benzyl-D-glucono-δ-thiolactam

Downstream raw materials:

N,N-(4-aminobutyl)-2,3,4,6-tetra-O-benzyl-D-glucoamidine

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