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

Base Information

Chemical Name:15-((2R,3R,4R,5S,6S)-3,4,5-Tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-pentadecanoic acid
CAS No.:273737-72-7
Molecular Formula:C₄₂H₅₈O₇
Molecular Weight:674.918
Hs Code.:

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

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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

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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

There total 6 articles about 15-((2R,3R,4R,5S,6S)-3,4,5-Tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-pentadecanoic 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: 73.0%

: 273737-71-6
15-((2R,3R,4R,5S,6S)-3,4,5-Tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-pentadecanoic acid methyl ester

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

Guidance literature:: With sodium hydroxide; for 0.5h; Heating;
DOI:10.1016/S0960-894X(00)00683-1

Reference yield:

: 76529-42-5
methyl 15-hydroxypentadecanoate

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

Guidance literature:: Multi-step reaction with 4 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

With methanol; sodium hydroxide; sodium methylate; tin(IV) chloride; sodium hydride; potassium iodide; In N,N-dimethyl-formamide;
DOI:10.1016/S0960-894X(00)00683-1

Reference yield:

: 100-39-0
benzyl bromide

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

Guidance literature:: Multi-step reaction with 2 steps

1: 70 percent / KI; NaH / dimethylformamide

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

With sodium hydroxide; sodium hydride; potassium iodide; In N,N-dimethyl-formamide;
DOI:10.1016/S0960-894X(00)00683-1