1-[(5S)-4-oxo-2,2-bis(trifluoromethyl)-1,3-dioxolan-5-ylmethyl]-3-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)urea

Base Information

• Chemical Name: 1-[(5S)-4-oxo-2,2-bis(trifluoromethyl)-1,3-dioxolan-5-ylmethyl]-3-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)urea
• CAS No.: 573980-65-1
• Molecular Formula: C₄₁H₄₀F₆N₂O₉
• Molecular Weight: 818.767
• Mol file: 573980-65-1.mol

Synonyms:1-[(5S)-4-oxo-2,2-bis(trifluoromethyl)-1,3-dioxolan-5-ylmethyl]-3-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)urea

Chemical Property of 1-[(5S)-4-oxo-2,2-bis(trifluoromethyl)-1,3-dioxolan-5-ylmethyl]-3-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)urea

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-[(5S)-4-oxo-2,2-bis(trifluoromethyl)-1,3-dioxolan-5-ylmethyl]-3-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)urea

There total 1 articles about 1-[(5S)-4-oxo-2,2-bis(trifluoromethyl)-1,3-dioxolan-5-ylmethyl]-3-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)urea 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: 46.0%

1-amino-2,3,4,6-tetra-O-benzyl-1-deoxy-β-D-glucopyranose (4132-27-8,85917-83-5,150370-50-6) + <(5S)-2,2-Bis(trifluoromethyl)-4-oxo-1,3-dioxolan-5-yl>methyl isocyanate (172540-29-3) → 1-[(5S)-4-oxo-2,2-bis(trifluoromethyl)-1,3-dioxolan-5-ylmethyl]-3-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)urea (573980-65-1) + 1-[(5S)-4-oxo-2,2-bis(trifluoromethyl)-1,3-dioxolan-5-ylmethyl]-3-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)urea

Guidance literature:

In dichloromethane; at 4 ℃; for 18h;

DOI:10.1007/s00706-004-0248-9

Reference yield: 74.0%

L-phenylalanine tert-butyl ester hydrochloride (15100-75-1,75898-47-4) + 1-[(5S)-4-oxo-2,2-bis(trifluoromethyl)-1,3-dioxolan-5-ylmethyl]-3-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)urea (573980-65-1) → tert-butyl N-{(2S)-2-hydroxy-1-oxo-3-[3-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)ureido]propyl}phenylalaninate

Guidance literature:

With N-Ethylmaleimide; In N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(03)00896-7

Reference yield: 52.0%

1-[(5S)-4-oxo-2,2-bis(trifluoromethyl)-1,3-dioxolan-5-ylmethyl]-3-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)urea (573980-65-1) → 1-[(5S)-4-oxo-2,2-bis(trifluoromethyl)-1,3-dioxolan-5-ylmethyl]-3-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)urea

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 36h;

DOI:10.1007/s00706-004-0248-9

upstream raw materials:

1-amino-2,3,4,6-tetra-O-benzyl-1-deoxy-β-D-glucopyranose

<(5S)-2,2-Bis(trifluoromethyl)-4-oxo-1,3-dioxolan-5-yl>methyl isocyanate