N³-benzyloxycarbonyl-N¹-((Ξ)-4-benzyloxycarbonylamino-2-hydroxy-butyryl)-O⁴-(2,6-bis-benzyloxycarbonylamino-α-D-2,6-dideoxy-glucopyranosyl)-1D-2-deoxy-streptamine

Base Information

• Chemical Name: N³-benzyloxycarbonyl-N¹-((Ξ)-4-benzyloxycarbonylamino-2-hydroxy-butyryl)-O⁴-(2,6-bis-benzyloxycarbonylamino-α-D-2,6-dideoxy-glucopyranosyl)-1D-2-deoxy-streptamine
• CAS No.: 52621-63-3
• Molecular Formula: C₄₈H₅₇N₅O₁₆
• Molecular Weight: 960.004

Synonyms:

Chemical Property of N³-benzyloxycarbonyl-N¹-((Ξ)-4-benzyloxycarbonylamino-2-hydroxy-butyryl)-O⁴-(2,6-bis-benzyloxycarbonylamino-α-D-2,6-dideoxy-glucopyranosyl)-1D-2-deoxy-streptamine

Chemical Property:

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Technology Process of N³-benzyloxycarbonyl-N¹-((Ξ)-4-benzyloxycarbonylamino-2-hydroxy-butyryl)-O⁴-(2,6-bis-benzyloxycarbonylamino-α-D-2,6-dideoxy-glucopyranosyl)-1D-2-deoxy-streptamine

There total 1 articles about N³-benzyloxycarbonyl-N¹-((Ξ)-4-benzyloxycarbonylamino-2-hydroxy-butyryl)-O⁴-(2,6-bis-benzyloxycarbonylamino-α-D-2,6-dideoxy-glucopyranosyl)-1D-2-deoxy-streptamine 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:

→ N3-benzyloxycarbonyl-N1-((Ξ)-4-benzyloxycarbonylamino-2-hydroxy-butyryl)-O4-(2,6-bis-benzyloxycarbonylamino-α-D-2,6-dideoxy-glucopyranosyl)-1D-2-deoxy-streptamine (52621-63-3)

Guidance literature:

esp. Neamin 18, Na2CO3, Benzylchlorformiat;

DOI:10.1021/jo00411a014

Reference yield:

N3-benzyloxycarbonyl-N1-((Ξ)-4-benzyloxycarbonylamino-2-hydroxy-butyryl)-O4-(2,6-bis-benzyloxycarbonylamino-α-D-2,6-dideoxy-glucopyranosyl)-1D-2-deoxy-streptamine (52621-63-3) → O4-(6-amino-2-benzyloxycarbonylamino-N6,O4-carbonyl-α-D-2,6-dideoxy-glucopyranosyl)-N3-benzyloxycarbonyl-N1-((Ξ)-2-oxo-[1,3]oxazinane-6-carbonyl)-1D-2-deoxy-streptamine (66787-89-1)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide;

DOI:10.1021/jo00411a014

Reference yield:

N3-benzyloxycarbonyl-N1-((Ξ)-4-benzyloxycarbonylamino-2-hydroxy-butyryl)-O4-(2,6-bis-benzyloxycarbonylamino-α-D-2,6-dideoxy-glucopyranosyl)-1D-2-deoxy-streptamine (52621-63-3) → O4-(6-amino-2-benzyloxycarbonylamino-N6,O4-carbonyl-O3-(Ξ)-tetrahydropyran-2-yl-α-D-2,6-dideoxy-glucopyranosyl)-N3-benzyloxycarbonyl-N1-((Ξ)-2-oxo-[1,3]oxazinane-6-carbonyl)-O6-(Ξ)-tetrahydropyran-2-yl-1D-2-deoxy-streptamine (66787-90-4)

Guidance literature:

Multi-step reaction with 2 steps

1: NaH / dimethylformamide

2: TsOH / dimethylformamide

With sodium hydride; toluene-4-sulfonic acid; In N,N-dimethyl-formamide;

DOI:10.1021/jo00411a014

Downstream raw materials:

O⁴-(6-amino-2-benzyloxycarbonylamino-N⁶,O⁴-carbonyl-α-D-2,6-dideoxy-glucopyranosyl)-N³-benzyloxycarbonyl-N¹-((Ξ)-2-oxo-[1,3]oxazinane-6-carbonyl)-1D-2-deoxy-streptamine

O⁴-(6-amino-2-benzyloxycarbonylamino-N⁶,O⁴-carbonyl-O³-(Ξ)-tetrahydropyran-2-yl-α-D-2,6-dideoxy-glucopyranosyl)-N³-benzyloxycarbonyl-N¹-((Ξ)-2-oxo-[1,3]oxazinane-6-carbonyl)-O⁶-(Ξ)-tetrahydropyran-2-yl-1D-2-deoxy-streptamine

O⁴-(6-amino-2-benzyloxycarbonylamino-N⁶,O⁴-carbonyl-O³-(Ξ)-tetrahydropyran-2-yl-α-D-2,6-dideoxy-glucopyranosyl)-N³-benzyloxycarbonyl-N¹-((Ξ)-2-oxo-[1,3]oxazinane-6-carbonyl)-O⁶-(Ξ)-tetrahydropyran-2-yl-O⁵-(tri-O-acetyl-β-D-ribofuranosyl)-1D-2-deoxy-streptamine

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