(2S,3S,4R)-2-(L-vaIinyl-L-citrullinyl-4-aminobenzyloxycarbonylamino)-1-(α-D-galactopyranosyloxy)-3-hydroxyoctadecan-4-yI hexacosanoate

Base Information

• Chemical Name: (2S,3S,4R)-2-(L-vaIinyl-L-citrullinyl-4-aminobenzyloxycarbonylamino)-1-(α-D-galactopyranosyloxy)-3-hydroxyoctadecan-4-yI hexacosanoate
• CAS No.: 1613321-12-2
• Molecular Formula: C₆₉H₁₂₆N₆O₁₄
• Molecular Weight: 1263.79

Synonyms:(2S,3S,4R)-2-(L-vaIinyl-L-citrullinyl-4-aminobenzyloxycarbonylamino)-1-(α-D-galactopyranosyloxy)-3-hydroxyoctadecan-4-yI hexacosanoate

Chemical Property of (2S,3S,4R)-2-(L-vaIinyl-L-citrullinyl-4-aminobenzyloxycarbonylamino)-1-(α-D-galactopyranosyloxy)-3-hydroxyoctadecan-4-yI hexacosanoate

Chemical Property:

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Technology Process of (2S,3S,4R)-2-(L-vaIinyl-L-citrullinyl-4-aminobenzyloxycarbonylamino)-1-(α-D-galactopyranosyloxy)-3-hydroxyoctadecan-4-yI hexacosanoate

There total 1 articles about (2S,3S,4R)-2-(L-vaIinyl-L-citrullinyl-4-aminobenzyloxycarbonylamino)-1-(α-D-galactopyranosyloxy)-3-hydroxyoctadecan-4-yI hexacosanoate 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: 89.0%

(2S,3S,4R)-2-(N-((9H-fluoren-9-yl)methoxycarbonyl)-L-valinyl-L-citrullinyl-4-am inobenzyloxycarbonylamino)-1-(δ-D-galactopyranosyloxy)-3-hydroxyoctadecan-4-yl hexacosanoate (1613321-11-1) → (2S,3S,4R)-2-(L-vaIinyl-L-citrullinyl-4-aminobenzyloxycarbonylamino)-1-(α-D-galactopyranosyloxy)-3-hydroxyoctadecan-4-yI hexacosanoate (1613321-12-2)

Guidance literature:

With piperidine; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 0.75h;

Reference yield: 93.0%

6-maleimidohexanoic acid N-hydroxylsuccinimide ester (55750-63-5) + (2S,3S,4R)-2-(L-vaIinyl-L-citrullinyl-4-aminobenzyloxycarbonylamino)-1-(α-D-galactopyranosyloxy)-3-hydroxyoctadecan-4-yI hexacosanoate (1613321-12-2) → (2S,3S,4R)-1-O-(α-D-galactopyranosyl)-4-O-(hexacosanoyl)-2-(((N-(6-maleimidohexanoyl)-Val-Cit-4-aminobenzyloxy)carbonyl)amino)octadecane-1,3,4-triol (1613321-13-3)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 4h;

Reference yield: 86.0%

(2S,3S,4R)-2-(L-vaIinyl-L-citrullinyl-4-aminobenzyloxycarbonylamino)-1-(α-D-galactopyranosyloxy)-3-hydroxyoctadecan-4-yI hexacosanoate (1613321-12-2) + bicyclo[6.1.0]non-4-yn-9-ylmethyl (4-nitrophenyl) carbonate (1451095-01-4) → (2S,3S,4R)-1-O-(α-D-galactopyranosyl)-4-O-(hexacosanoyl)-2-(((N-(((bicyclo[6.1.0]non-4-yn-9-yl)methoxy)carbonyl)-Val-Cit-4-aminobenzyloxy)carbonyl)amino)octadecane-1,3,4-triol (1613372-89-6)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 20h;

upstream raw materials:

(2S,3S,4R)-2-(N-((9H-fluoren-9-yl)methoxycarbonyl)-L-valinyl-L-citrullinyl-4-am inobenzyloxycarbonylamino)-1-(δ-D-galactopyranosyloxy)-3-hydroxyoctadecan-4-yl hexacosanoate

Downstream raw materials:

(2S,3S,4R)-1-O-(α-D-galactopyranosyl)-4-O-(hexacosanoyl)-2-(((N-(6-maleimidohexanoyl)-Val-Cit-4-aminobenzyloxy)carbonyl)amino)octadecane-1,3,4-triol

(2S,3S,4R)-1-O-(α-D-galactopyranosyl)-4-O-(hexacosanoyl)-2-(((N-(((bicyclo[6.1.0]non-4-yn-9-yl)methoxy)carbonyl)-Val-Cit-4-aminobenzyloxy)carbonyl)amino)octadecane-1,3,4-triol

(2S,3S,4R)-1-O-(α-D-galactopyranosyl)-4-O-(hexacosanoyl)-2-(((N-(biotinoyl)-Val-Cit-4-aminobenzyloxy)carbonyl)amino)octadecane-1,3,4-triol

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