4-chloro-N-(2,3,4,6-tetra-O-pivaloyl-D-glucopyranosyl)benzylideneamine

Base Information

• Chemical Name: 4-chloro-N-(2,3,4,6-tetra-O-pivaloyl-D-glucopyranosyl)benzylideneamine
• CAS No.: 856214-68-1
• Molecular Formula: C₃₃H₄₈ClNO₉
• Molecular Weight: 638.198
• Mol file: 856214-68-1.mol

Synonyms:4-chloro-N-(2,3,4,6-tetra-O-pivaloyl-D-glucopyranosyl)benzylideneamine

Chemical Property of 4-chloro-N-(2,3,4,6-tetra-O-pivaloyl-D-glucopyranosyl)benzylideneamine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-chloro-N-(2,3,4,6-tetra-O-pivaloyl-D-glucopyranosyl)benzylideneamine

There total 3 articles about 4-chloro-N-(2,3,4,6-tetra-O-pivaloyl-D-glucopyranosyl)benzylideneamine 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: 93.0%

4-chlorobenzaldehyde (104-88-1) + N-(2,3,4,6-tetra-O-pivaloyl-D-glucopyranosyl)amine (888963-33-5) → 4-chloro-N-(2,3,4,6-tetra-O-pivaloyl-D-glucopyranosyl)benzylideneamine (856214-68-1)

Guidance literature:

With acetic acid; In isopropyl alcohol;

DOI:10.1080/00304940509355402

Reference yield:

1,2,3,4,6-penta-O-pivaloyl-D-glucopyranoside (114179-84-9,118711-42-5,220017-47-0) → 4-chloro-N-(2,3,4,6-tetra-O-pivaloyl-D-glucopyranosyl)benzylideneamine (856214-68-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 92 percent / trimethylsilyl azide; tin tetrachloride / CH₂Cl₂ / 1 h

2: 96 percent / hydrogen / Pd/C / methanol

3: 93 percent / acetic acid / propan-2-ol

With trimethylsilylazide; hydrogen; tin(IV) chloride; acetic acid; palladium on activated charcoal; In methanol; dichloromethane; isopropyl alcohol;

DOI:10.1080/00304940509355402

Reference yield:

1,2,3,4,6-penta-O-pivaloyl-D-glucopyranosylazide → 4-chloro-N-(2,3,4,6-tetra-O-pivaloyl-D-glucopyranosyl)benzylideneamine (856214-68-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 96 percent / hydrogen / Pd/C / methanol

2: 93 percent / acetic acid / propan-2-ol

With hydrogen; acetic acid; palladium on activated charcoal; In methanol; isopropyl alcohol;

DOI:10.1080/00304940509355402

upstream raw materials:

4-chlorobenzaldehyde

N-(2,3,4,6-tetra-O-pivaloyl-D-glucopyranosyl)amine

1,2,3,4,6-penta-O-pivaloyl-D-glucopyranoside

Downstream raw materials:

N-(2,3,4,6-tetra-O-pivaloyl-β-D-glucopyranosyl)-1-(4-chlorophenyl)-3-(trimethylsilyl)-prop-2-ynylamine

N-(2,3,4,6-tetra-O-pivaloyl-β-D-glucopyranosyl)-1-(4-chlorophenyl)-hept-2-ynylamine

N-(2,3,4,6-tetra-O-pivaloyl-β-D-glucopyranosyl)-1-(4-chlorophenyl)-3-phenylprop-2-ynylamine

(R)-2-amino-2-(4-chlorophenyl)acetic acid

Refernces