1,3,4,6-tetra-O-acetyl-2-[(N-(carbobenzyloxy)-L-phenylalanyl)amino]-2-deoxy-β-D-glucopyranose

Base Information

Chemical Name:1,3,4,6-tetra-O-acetyl-2-[(N-(carbobenzyloxy)-L-phenylalanyl)amino]-2-deoxy-β-D-glucopyranose
CAS No.:141280-15-1
Molecular Formula:C₃₁H₃₆N₂O₁₂
Molecular Weight:628.633
Hs Code.:

Synonyms:1,3,4,6-tetra-O-acetyl-2-[(N-(carbobenzyloxy)-L-phenylalanyl)amino]-2-deoxy-β-D-glucopyranose

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Chemical Property of 1,3,4,6-tetra-O-acetyl-2-[(N-(carbobenzyloxy)-L-phenylalanyl)amino]-2-deoxy-β-D-glucopyranose

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Technology Process of 1,3,4,6-tetra-O-acetyl-2-[(N-(carbobenzyloxy)-L-phenylalanyl)amino]-2-deoxy-β-D-glucopyranose

There total 4 articles about 1,3,4,6-tetra-O-acetyl-2-[(N-(carbobenzyloxy)-L-phenylalanyl)amino]-2-deoxy-β-D-glucopyranose 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: 67.0%

: 1161-13-3
N-Cbz-L-Phe

: 5432-46-2,10034-19-2,10034-20-5,34948-62-4,110253-00-4,1191127-63-5
1,3,4,6-tetra-O-acetyl-D-glucosamine hydrochloride

: 141280-15-1
1,3,4,6-tetra-O-acetyl-2-[(N-(carbobenzyloxy)-L-phenylalanyl)amino]-2-deoxy-β-D-glucopyranose

Guidance literature:: N-Cbz-L-Phe; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; at 0 ℃; for 1h;

1,3,4,6-tetra-O-acetyl-D-glucosamine hydrochloride; With triethylamine; In tetrahydrofuran; at 0 - 20 ℃; for 17h;
DOI:10.1039/c4ob01681e

Reference yield:

: 114297-26-6
1,3,4,6-tetra-O-acetyl-2-deoxy-2-{[(4-methoxyphenyl)methylidene]amino}-D-glucopyranose

: 141280-15-1
1,3,4,6-tetra-O-acetyl-2-[(N-(carbobenzyloxy)-L-phenylalanyl)amino]-2-deoxy-β-D-glucopyranose

Guidance literature:: Multi-step reaction with 2 steps

1.1: hydrogenchloride / acetone

2.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / tetrahydrofuran / 1 h / 0 °C

2.2: 17 h / 0 - 20 °C

With hydrogenchloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; acetone;
DOI:10.1039/c4ob01681e

Reference yield:

: C₈H₁₅NO₆*ClH

: 141280-15-1
1,3,4,6-tetra-O-acetyl-2-[(N-(carbobenzyloxy)-L-phenylalanyl)amino]-2-deoxy-β-D-glucopyranose

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium hydroxide

2.1: pyridine

3.1: hydrogenchloride / acetone

4.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / tetrahydrofuran / 1 h / 0 °C

4.2: 17 h / 0 - 20 °C

With pyridine; hydrogenchloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; sodium hydroxide; In tetrahydrofuran; acetone;
DOI:10.1039/c4ob01681e