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

Base Information

Chemical Name:15-((2R,3R,4R,5S,6S)-3,4,5-Tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-pentadecanoic acid methyl ester
CAS No.:273737-71-6
Molecular Formula:C₄₃H₆₀O₇
Molecular Weight:688.945
Hs Code.:

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

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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 methyl ester

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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 methyl ester

There total 4 articles about 15-((2R,3R,4R,5S,6S)-3,4,5-Tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-pentadecanoic acid methyl ester 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: 70.0%

: 100-39-0
benzyl bromide

: 273737-70-5
15-((2R,3R,4R,5R,6S)-3,4,5-Trihydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-pentadecanoic acid methyl ester

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

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

Reference yield:

: 76529-42-5
methyl 15-hydroxypentadecanoate

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

Guidance literature:: Multi-step reaction with 3 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

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

Reference yield:

: 273737-69-2
15-((2R,3R,4R,5S,6S)-3,4,5-Triacetoxy-6-methyl-tetrahydro-pyran-2-yloxy)-pentadecanoic acid methyl ester

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

Guidance literature:: Multi-step reaction with 2 steps

1: 100 percent / 2 N MeONa; MeOH

2: 70 percent / KI; NaH / dimethylformamide

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