ethyl [3-O-benzyl-5,6-dideoxy-5-dodecylamino-1,2-O-isopropylidene-β-L-ido-heptofuran]uronate

Base Information

• Chemical Name: ethyl [3-O-benzyl-5,6-dideoxy-5-dodecylamino-1,2-O-isopropylidene-β-L-ido-heptofuran]uronate
• CAS No.: 623559-38-6
• Molecular Formula: C₃₁H₅₁NO₆
• Molecular Weight: 533.749

Synonyms:ethyl [3-O-benzyl-5,6-dideoxy-5-dodecylamino-1,2-O-isopropylidene-β-L-ido-heptofuran]uronate

Chemical Property of ethyl [3-O-benzyl-5,6-dideoxy-5-dodecylamino-1,2-O-isopropylidene-β-L-ido-heptofuran]uronate

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Technology Process of ethyl [3-O-benzyl-5,6-dideoxy-5-dodecylamino-1,2-O-isopropylidene-β-L-ido-heptofuran]uronate

There total 1 articles about ethyl [3-O-benzyl-5,6-dideoxy-5-dodecylamino-1,2-O-isopropylidene-β-L-ido-heptofuran]uronate 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:

n-Dodecylamine (124-22-1) + (1R,2R,3S,4R)-ethyl [3-O-benzyl-5,6-dideoxy-1,2-O-isopropylidene-α-D-gluco]heptfuran-5-enuronate (404353-42-0) → (R)-3-((3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-3-dodecylamino-propionic acid ethyl ester + ethyl [3-O-benzyl-5,6-dideoxy-5-dodecylamino-1,2-O-isopropylidene-β-L-ido-heptofuran]uronate (623559-38-6)

Guidance literature:

In ethanol; at 25 ℃; Title compound not separated from byproducts;

DOI:10.1016/S0223-5234(02)01398-3

Reference yield: 94.0%

ethyl [3-O-benzyl-5,6-dideoxy-5-dodecylamino-1,2-O-isopropylidene-β-L-ido-heptofuran]uronate (623559-38-6) → 3-O-benzyl-5,6-dideoxy-5-dodecylamino-1,2-O-isopropylidene-β-L-ido-heptofuranuronic acid

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; water; at 25 ℃; for 18h;

DOI:10.1016/j.bmc.2003.09.038

Reference yield: 92.0%

ethyl [3-O-benzyl-5,6-dideoxy-5-dodecylamino-1,2-O-isopropylidene-β-L-ido-heptofuran]uronate (623559-38-6) → 3-O-benzyl-5,6-dideoxy-5-dodecylamino-6-hydroxymethyl-1,2-O-isopropylidene-β-L-idofuranose

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 - 25 ℃;

DOI:10.1016/j.ejmech.2004.12.002

upstream raw materials:

n-Dodecylamine

(1R,2R,3S,4R)-ethyl [3-O-benzyl-5,6-dideoxy-1,2-O-isopropylidene-α-D-gluco]heptfuran-5-enuronate

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