Nδ-(5-tert-butyldiphenylsilyl-2,3-di-O-acetyl-α-D-ribosyl)-N-α-benzyloxycarbonyl glutamine benzyl ester

Base Information

Chemical Name:Nδ-(5-tert-butyldiphenylsilyl-2,3-di-O-acetyl-α-D-ribosyl)-N-α-benzyloxycarbonyl glutamine benzyl ester
CAS No.:1220340-28-2
Molecular Formula:C₄₅H₅₂N₂O₁₁Si
Molecular Weight:825
Hs Code.:

Synonyms:Nδ-(5-tert-butyldiphenylsilyl-2,3-di-O-acetyl-α-D-ribosyl)-N-α-benzyloxycarbonyl glutamine benzyl ester

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Chemical Property of Nδ-(5-tert-butyldiphenylsilyl-2,3-di-O-acetyl-α-D-ribosyl)-N-α-benzyloxycarbonyl glutamine benzyl ester

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Technology Process of Nδ-(5-tert-butyldiphenylsilyl-2,3-di-O-acetyl-α-D-ribosyl)-N-α-benzyloxycarbonyl glutamine benzyl ester

There total 3 articles about Nδ-(5-tert-butyldiphenylsilyl-2,3-di-O-acetyl-α-D-ribosyl)-N-α-benzyloxycarbonyl glutamine benzyl ester 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:

: 1461715-85-4
N^δ-(5-tert-butyldiphenylsilyl-α-D-ribosyl)-N^α-benzyloxycarbonylglutamine benzyl ester

: 108-24-7
acetic anhydride

: 1220340-28-2
Nδ-(5-tert-butyldiphenylsilyl-2,3-di-O-acetyl-α-D-ribosyl)-N-α-benzyloxycarbonyl glutamine benzyl ester

Guidance literature:: With pyridine; dmap; In dichloromethane; at 20 ℃; for 24h;
DOI:10.3390/molecules18088779

Reference yield:

: C₂₅H₃₃NO₆Si

: 3705-42-8
Cbz-(L)-Glu-OBn

: 1220340-28-2
Nδ-(5-tert-butyldiphenylsilyl-2,3-di-O-acetyl-α-D-ribosyl)-N-α-benzyloxycarbonyl glutamine benzyl ester

: 1220340-50-0
Nδ-(5-tert-butyldiphenylsilyl-2,3-di-O-acetyl-β-D-ribosyl)-N-α-benzyloxycarbonyl glutamine benzyl ester

Guidance literature:: With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃; for 4h; optical yield given as %de; Inert atmosphere;
DOI:10.1021/ja910940q

Reference yield:

: 3705-42-8
Cbz-(L)-Glu-OBn

: 1220340-28-2
Nδ-(5-tert-butyldiphenylsilyl-2,3-di-O-acetyl-α-D-ribosyl)-N-α-benzyloxycarbonyl glutamine benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / dichloromethane / 2 h / 20 °C / Inert atmosphere

2.1: 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; N,N-dimethyl acetamide / 20 h / 20 - 70 °C

2.2: 2 h / 70 °C

3.1: dmap; pyridine / dichloromethane / 24 h / 20 °C

With pyridine; dmap; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; N,N-dimethyl acetamide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In dichloromethane;
DOI:10.3390/molecules18088779