15-((2R,3R,4R,5S,6S)-3,4,5-Tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-pentadecanoic acid octadecylamide

Base Information

Chemical Name:15-((2R,3R,4R,5S,6S)-3,4,5-Tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-pentadecanoic acid octadecylamide
CAS No.:273737-73-8
Molecular Formula:C₆₀H₉₅NO₆
Molecular Weight:926.417
Hs Code.:

Synonyms:15-((2R,3R,4R,5S,6S)-3,4,5-Tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-pentadecanoic acid octadecylamide

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Chemical Property of 15-((2R,3R,4R,5S,6S)-3,4,5-Tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-pentadecanoic acid octadecylamide

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Technology Process of 15-((2R,3R,4R,5S,6S)-3,4,5-Tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-pentadecanoic acid octadecylamide

There total 7 articles about 15-((2R,3R,4R,5S,6S)-3,4,5-Tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-pentadecanoic acid octadecylamide 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: 83.0%

: 124-30-1
1-aminooctadecane

: 273737-72-7
15-((2R,3R,4R,5S,6S)-3,4,5-Tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-pentadecanoic acid

: 273737-73-8
15-((2R,3R,4R,5S,6S)-3,4,5-Tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-pentadecanoic acid octadecylamide

Guidance literature:: With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In chloroform;
DOI:10.1016/S0960-894X(00)00683-1

Reference yield:

: 76529-42-5
methyl 15-hydroxypentadecanoate

: 273737-73-8
15-((2R,3R,4R,5S,6S)-3,4,5-Tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-pentadecanoic acid octadecylamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: SnCl₄ / 0.5 h / 0 °C

1.2: 60 percent / 3 h / 20 °C

2.1: 100 percent / 2 N MeONa; MeOH

3.1: 70 percent / KI; NaH / dimethylformamide

4.1: 73 percent / 25 percent aq. NaOH / 0.5 h / Heating

5.1: 83 percent / DIPEA; BOP / CHCl₃

With methanol; sodium hydroxide; sodium methylate; tin(IV) chloride; sodium hydride; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; potassium iodide; In chloroform; N,N-dimethyl-formamide;
DOI:10.1016/S0960-894X(00)00683-1

Reference yield:

: 100-39-0
benzyl bromide

: 273737-73-8
15-((2R,3R,4R,5S,6S)-3,4,5-Tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-pentadecanoic acid octadecylamide

Guidance literature:: Multi-step reaction with 3 steps

1: 70 percent / KI; NaH / dimethylformamide

2: 73 percent / 25 percent aq. NaOH / 0.5 h / Heating

3: 83 percent / DIPEA; BOP / CHCl₃

With sodium hydroxide; sodium hydride; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; potassium iodide; In chloroform; N,N-dimethyl-formamide;
DOI:10.1016/S0960-894X(00)00683-1