4-O-(2-Amino-2-deoxy-α-D-glucopyranosyl)-6-O-(β-ribofuranosyl)-2-desoxystreptamin

Base Information

Chemical Name:4-O-(2-Amino-2-deoxy-α-D-glucopyranosyl)-6-O-(β-ribofuranosyl)-2-desoxystreptamin
CAS No.:55729-12-9
Molecular Formula:C₁₇H₃₃N₃O₁₁
Molecular Weight:455.463
Hs Code.:

Synonyms:4-O-(2-Amino-2-deoxy-α-D-glucopyranosyl)-6-O-(β-ribofuranosyl)-2-desoxystreptamin

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Chemical Property of 4-O-(2-Amino-2-deoxy-α-D-glucopyranosyl)-6-O-(β-ribofuranosyl)-2-desoxystreptamin

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Technology Process of 4-O-(2-Amino-2-deoxy-α-D-glucopyranosyl)-6-O-(β-ribofuranosyl)-2-desoxystreptamin

There total 11 articles about 4-O-(2-Amino-2-deoxy-α-D-glucopyranosyl)-6-O-(β-ribofuranosyl)-2-desoxystreptamin 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: 75.0%

: C₅₃H₄₉N₉O₁₆

: 55729-12-9
4-O-(2-Amino-2-deoxy-α-D-glucopyranosyl)-6-O-(β-ribofuranosyl)-2-desoxystreptamin

Guidance literature:: C₅₃H₄₉N₉O₁₆; With water; acetic acid; In tetrahydrofuran; at 50 ℃; for 3h;

With sodium hydroxide; water; In tetrahydrofuran; at 20 ℃; for 0.166667h;

With trimethylphosphane; In tetrahydrofuran; for 5h;

Reference yield:

: 534-47-4,11030-86-7
Paromamine

: 55729-12-9
4-O-(2-Amino-2-deoxy-α-D-glucopyranosyl)-6-O-(β-ribofuranosyl)-2-desoxystreptamin

Guidance literature:: Multi-step reaction with 9 steps

1: 90 percent / trifluoromethanesulfonyl azide; Et₃N; CuSO₄ / CH₂Cl₂; methanol; H₂O

2: 67 percent / camphor sulfonic acid / dimethylformamide / 110 °C

3: pyridine

4: trifluoroacetic acid / tetrahydrofuran; H₂O / 40 °C

5: 84 percent / camphor sulfonic acid / dimethylformamide / 50 °C

6: 68 percent / N-iodosuccinimide; trifluoromethanesulfonic acid / CH₂Cl₂

7: aq. AcOH / tetrahydrofuran / 50 °C

8: MeNH₂ / ethanol

9: PMe₃; aq. NaOH / tetrahydrofuran / 20 °C

With pyridine; sodium hydroxide; N-iodo-succinimide; trifluorormethanesulfonic acid; triflic azide; camphor-10-sulfonic acid; copper(II) sulfate; acetic acid; triethylamine; methylamine; trifluoroacetic acid; trimethylphosphane; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2006.09.013