Cbz-L-Orn{4-(2,3,4,6-tetra-O-acetyl-β-D-glucosyl)[1,2,3]triazol-1-yl}-L-Phe-NH2

Base Information

Chemical Name:Cbz-L-Orn{4-(2,3,4,6-tetra-O-acetyl-β-D-glucosyl)[1,2,3]triazol-1-yl}-L-Phe-NH2
CAS No.:917599-72-5
Molecular Formula:C₃₈H₄₆N₆O₁₃
Molecular Weight:794.816
Hs Code.:

Synonyms:Cbz-L-Orn{4-(2,3,4,6-tetra-O-acetyl-β-D-glucosyl)[1,2,3]triazol-1-yl}-L-Phe-NH2

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Chemical Property of Cbz-L-Orn{4-(2,3,4,6-tetra-O-acetyl-β-D-glucosyl)[1,2,3]triazol-1-yl}-L-Phe-NH2

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Technology Process of Cbz-L-Orn{4-(2,3,4,6-tetra-O-acetyl-β-D-glucosyl)[1,2,3]triazol-1-yl}-L-Phe-NH2

There total 6 articles about Cbz-L-Orn{4-(2,3,4,6-tetra-O-acetyl-β-D-glucosyl)[1,2,3]triazol-1-yl}-L-Phe-NH2 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: 88.0%

: 917599-65-6
Cbz-L-Orn(N₃)-L-Phe-NH₂

: 168105-32-6
4,5,6,8-tetra-O-acetyl-3,7-anhydro-1,1,2,2-tetradehydro-1,2-dideoxy-D-glycero-D-gulo-octitol

: 917599-72-5
Cbz-L-Orn{4-(2,3,4,6-tetra-O-acetyl-β-D-glucosyl)[1,2,3]triazol-1-yl}-L-Phe-NH2

Guidance literature:: With copper(l) iodide; tris(benzyltriazolylmethyl)amine; triethylamine; In acetonitrile; at 40 ℃; for 16h;
DOI:10.1055/s-2006-942509

Reference yield:

: 2640-58-6
Nα-benzyloxycarbonyl-L-ornithine

: 917599-72-5
Cbz-L-Orn{4-(2,3,4,6-tetra-O-acetyl-β-D-glucosyl)[1,2,3]triazol-1-yl}-L-Phe-NH2

Guidance literature:: Multi-step reaction with 3 steps

1.1: K₂CO₃; CuSO₄; TfN₃ / CH₂Cl₂; methanol; H₂O / 20 °C

2.1: DIPEA; EDCI; 1-hydroxy-7-azabenzotriazole / dimethylformamide / 0.5 h / 0 - 5 °C

2.2: dimethylformamide / 20 °C

3.1: 88 percent / CuI; Et₃N; tris(benzyltriazolylmethyl)amine / acetonitrile / 16 h / 40 °C

With copper(l) iodide; 1-hydroxy-7-aza-benzotriazole; tris(benzyltriazolylmethyl)amine; triflic azide; potassium carbonate; copper(II) sulfate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; 3.1: Huisgen condensation;
DOI:10.1055/s-2006-942509

Reference yield:

: 5241-58-7
L-Phenylalanine amide

: C₃₀H₃₈N₄O₁₃

: 917599-72-5
Cbz-L-Orn{4-(2,3,4,6-tetra-O-acetyl-β-D-glucosyl)[1,2,3]triazol-1-yl}-L-Phe-NH2

Guidance literature:: With Alcalase; In tert-Amyl alcohol; N,N-dimethyl-formamide; at 37 ℃; for 216h; Enzymatic reaction;
DOI:10.1021/op700249f