3-{[N²-(tert-butoxycarbonyl)-N⁵-(phenoxycarbonyl)-L-ornithyl]amino}-3-deoxy-1,2-O-(1-methylethylidene)-α-D-xylofuranoic acid

Base Information

• Chemical Name: 3-{[N²-(tert-butoxycarbonyl)-N⁵-(phenoxycarbonyl)-L-ornithyl]amino}-3-deoxy-1,2-O-(1-methylethylidene)-α-D-xylofuranoic acid
• CAS No.: 1060716-77-9
• Molecular Formula: C₂₆H₃₇N₃O₁₀
• Molecular Weight: 551.594

Synonyms:3-{[N²-(tert-butoxycarbonyl)-N⁵-(phenoxycarbonyl)-L-ornithyl]amino}-3-deoxy-1,2-O-(1-methylethylidene)-α-D-xylofuranoic acid

Chemical Property of 3-{[N²-(tert-butoxycarbonyl)-N⁵-(phenoxycarbonyl)-L-ornithyl]amino}-3-deoxy-1,2-O-(1-methylethylidene)-α-D-xylofuranoic acid

Chemical Property:

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Technology Process of 3-{[N²-(tert-butoxycarbonyl)-N⁵-(phenoxycarbonyl)-L-ornithyl]amino}-3-deoxy-1,2-O-(1-methylethylidene)-α-D-xylofuranoic acid

There total 1 articles about 3-{[N²-(tert-butoxycarbonyl)-N⁵-(phenoxycarbonyl)-L-ornithyl]amino}-3-deoxy-1,2-O-(1-methylethylidene)-α-D-xylofuranoic acid 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:

methyl 3-{[N2-(tert-butoxycarbonyl)-N5-(phenoxycarbonyl)-L-ornithyl]amino}-3-deoxy-1,2-O-(1-methylethylidene)-α-D-xylofuranoate (1060716-76-8) → 3-{[N2-(tert-butoxycarbonyl)-N5-(phenoxycarbonyl)-L-ornithyl]amino}-3-deoxy-1,2-O-(1-methylethylidene)-α-D-xylofuranoic acid (1060716-77-9)

Guidance literature:

With lithium hydroxide; water; In tetrahydrofuran; at 20 ℃; for 2h;

DOI:10.1002/hlca.200890138

Reference yield: 81.0%

methyl 3-{[N2-(tert-butoxycarbonyl)-L-ornithyl]amino}-3-deoxy-1,2-O-(1-methylethylidene)-α-D-xylofuranoate (1060716-78-0) + 3-{[N2-(tert-butoxycarbonyl)-N5-(phenoxycarbonyl)-L-ornithyl]amino}-3-deoxy-1,2-O-(1-methylethylidene)-α-D-xylofuranoic acid (1060716-77-9) → methyl (3aR,5S,6R,6aR)-6-{[(2S)-2-[(tert-butoxycarbonyl)amino]-5-({[(3aR,5S,6R,6aR)-6-({(2S)-2-[(tert-butoxycarbonyl)amino]-5-[(phenoxycarbonyl)amino]pentanoyl}amino)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl]carbonyl}amino)pentanoyl]amino}-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxole-5-carboxylate (1060716-79-1)

Guidance literature:

3-{[N²-(tert-butoxycarbonyl)-N⁵-(phenoxycarbonyl)-L-ornithyl]amino}-3-deoxy-1,2-O-(1-methylethylidene)-α-D-xylofuranoic acid; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 0 - 20 ℃;

methyl 3-{[N²-(tert-butoxycarbonyl)-L-ornithyl]amino}-3-deoxy-1,2-O-(1-methylethylidene)-α-D-xylofuranoate; In dichloromethane; at 20 ℃; for 24h;

DOI:10.1002/hlca.200890138

upstream raw materials:

methyl 3-{[N²-(tert-butoxycarbonyl)-N⁵-(phenoxycarbonyl)-L-ornithyl]amino}-3-deoxy-1,2-O-(1-methylethylidene)-α-D-xylofuranoate

Downstream raw materials:

methyl (3aR,5S,6R,6aR)-6-{[(2S)-2-[(tert-butoxycarbonyl)amino]-5-({[(3aR,5S,6R,6aR)-6-({(2S)-2-[(tert-butoxycarbonyl)amino]-5-[(phenoxycarbonyl)amino]pentanoyl}amino)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl]carbonyl}amino)pentanoyl]amino}-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxole-5-carboxylate

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