Pentanedioic acid 3-(4-hydroxy-phenyl)-propyl ester (2R,3R,4S,5R,6S)-3,4,5,6-tetraacetoxy-tetrahydro-pyran-2-ylmethyl ester

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Chemical Name:Pentanedioic acid 3-(4-hydroxy-phenyl)-propyl ester (2R,3R,4S,5R,6S)-3,4,5,6-tetraacetoxy-tetrahydro-pyran-2-ylmethyl ester
CAS No.:613230-11-8
Molecular Formula:C₂₈H₃₆O₁₄
Molecular Weight:596.585
Hs Code.:

Synonyms:Pentanedioic acid 3-(4-hydroxy-phenyl)-propyl ester (2R,3R,4S,5R,6S)-3,4,5,6-tetraacetoxy-tetrahydro-pyran-2-ylmethyl ester

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Chemical Property of Pentanedioic acid 3-(4-hydroxy-phenyl)-propyl ester (2R,3R,4S,5R,6S)-3,4,5,6-tetraacetoxy-tetrahydro-pyran-2-ylmethyl ester

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Technology Process of Pentanedioic acid 3-(4-hydroxy-phenyl)-propyl ester (2R,3R,4S,5R,6S)-3,4,5,6-tetraacetoxy-tetrahydro-pyran-2-ylmethyl ester

There total 6 articles about Pentanedioic acid 3-(4-hydroxy-phenyl)-propyl ester (2R,3R,4S,5R,6S)-3,4,5,6-tetraacetoxy-tetrahydro-pyran-2-ylmethyl 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%

: 613230-10-7
Pentanedioic acid 3-(4-allyloxy-phenyl)-propyl ester (2R,3R,4S,5R,6S)-3,4,5,6-tetraacetoxy-tetrahydro-pyran-2-ylmethyl ester

: 613230-11-8
Pentanedioic acid 3-(4-hydroxy-phenyl)-propyl ester (2R,3R,4S,5R,6S)-3,4,5,6-tetraacetoxy-tetrahydro-pyran-2-ylmethyl ester

Guidance literature:: With formic acid; sodium formate; bis-triphenylphosphine-palladium(II) chloride; In N,N-dimethyl-formamide; at 80 ℃; for 2h;
DOI:10.1055/s-2003-39404

Reference yield:

: 108-55-4
glutaric anhydride,

: 613230-11-8
Pentanedioic acid 3-(4-hydroxy-phenyl)-propyl ester (2R,3R,4S,5R,6S)-3,4,5,6-tetraacetoxy-tetrahydro-pyran-2-ylmethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 86 percent / tetrahydrofuran / 18 h / Heating

2: Et₃N / tetrahydrofuran / 2 h / 20 °C

3: 2.58 g / DMAP; Et₃N / tetrahydrofuran / 18 h / 20 °C

4: 70 percent / HCOONa; HCOOH / PdCl₂(PPh₃)2 / dimethylformamide / 2 h / 80 °C

With dmap; formic acid; sodium formate; triethylamine; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1055/s-2003-39404

Reference yield:

: 61493-63-8
ethyl (4-allyloxyphenyl)dihydrocinnamate

: 613230-11-8
Pentanedioic acid 3-(4-hydroxy-phenyl)-propyl ester (2R,3R,4S,5R,6S)-3,4,5,6-tetraacetoxy-tetrahydro-pyran-2-ylmethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 76 percent / LiAlH₄ / tetrahydrofuran / 0.5 h / 20 °C

2: 86 percent / tetrahydrofuran / 18 h / Heating

3: Et₃N / tetrahydrofuran / 2 h / 20 °C

4: 2.58 g / DMAP; Et₃N / tetrahydrofuran / 18 h / 20 °C

5: 70 percent / HCOONa; HCOOH / PdCl₂(PPh₃)2 / dimethylformamide / 2 h / 80 °C

With dmap; lithium aluminium tetrahydride; formic acid; sodium formate; triethylamine; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1055/s-2003-39404