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

Base Information

Chemical Name:1,3,4,6-tetra-O-acetyl-2-[(N-(carbobenzyloxy)glycyl)amino]-2-deoxy-β-D-glucopyranose
CAS No.:948565-46-6
Molecular Formula:C₂₄H₃₀N₂O₁₂
Molecular Weight:538.508
Hs Code.:

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

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

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

There total 10 articles about 1,3,4,6-tetra-O-acetyl-2-[(N-(carbobenzyloxy)glycyl)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: 63.0%

: 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

: 1138-80-3
N-(Benzyloxycarbonyl)glycine

: 948565-46-6
1,3,4,6-tetra-O-acetyl-2-[(N-(carbobenzyloxy)glycyl)amino]-2-deoxy-β-D-glucopyranose

Guidance literature:: N-(Benzyloxycarbonyl)glycine; 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:

: 1138-80-3
N-(Benzyloxycarbonyl)glycine

: 17460-45-6,23707-23-5,23739-93-7,23743-51-3,26108-75-8,59042-16-9,124516-07-0,124580-56-9
tetra-acetyl glucosamine

: 948565-46-6
1,3,4,6-tetra-O-acetyl-2-[(N-(carbobenzyloxy)glycyl)amino]-2-deoxy-β-D-glucopyranose

Guidance literature:: With dicyclohexyl-carbodiimide; In dichloromethane; at 0 ℃; for 2h;
DOI:10.1080/00397910903434562

Reference yield:

: 51471-40-0
2--2-deoxy-D-glucopyranose

: 948565-46-6
1,3,4,6-tetra-O-acetyl-2-[(N-(carbobenzyloxy)glycyl)amino]-2-deoxy-β-D-glucopyranose

Guidance literature:: Multi-step reaction with 3 steps

1.1: pyridine

2.1: hydrogenchloride / acetone

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

3.2: 17 h / 0 - 20 °C

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