Pentanedioic acid mono-{(2R,3R,4S,5R,6S)-3,4,5-triacetoxy-6-[4-(3-hydroxy-propyl)-phenoxy]-tetrahydro-pyran-2-ylmethyl} ester

Base Information

Chemical Name:Pentanedioic acid mono-{(2R,3R,4S,5R,6S)-3,4,5-triacetoxy-6-[4-(3-hydroxy-propyl)-phenoxy]-tetrahydro-pyran-2-ylmethyl} ester
CAS No.:613230-08-3
Molecular Formula:C₂₆H₃₄O₁₃
Molecular Weight:554.548
Hs Code.:

Synonyms:Pentanedioic acid mono-{(2R,3R,4S,5R,6S)-3,4,5-triacetoxy-6-[4-(3-hydroxy-propyl)-phenoxy]-tetrahydro-pyran-2-ylmethyl} ester

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Chemical Property of Pentanedioic acid mono-{(2R,3R,4S,5R,6S)-3,4,5-triacetoxy-6-[4-(3-hydroxy-propyl)-phenoxy]-tetrahydro-pyran-2-ylmethyl} ester

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Technology Process of Pentanedioic acid mono-{(2R,3R,4S,5R,6S)-3,4,5-triacetoxy-6-[4-(3-hydroxy-propyl)-phenoxy]-tetrahydro-pyran-2-ylmethyl} ester

There total 8 articles about Pentanedioic acid mono-{(2R,3R,4S,5R,6S)-3,4,5-triacetoxy-6-[4-(3-hydroxy-propyl)-phenoxy]-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: 84.0%

: 613230-07-2
Pentanedioic acid benzyl ester (2R,3R,4S,5R,6S)-3,4,5-triacetoxy-6-[4-(3-benzyloxy-propyl)-phenoxy]-tetrahydro-pyran-2-ylmethyl ester

: 613230-08-3
Pentanedioic acid mono-{(2R,3R,4S,5R,6S)-3,4,5-triacetoxy-6-[4-(3-hydroxy-propyl)-phenoxy]-tetrahydro-pyran-2-ylmethyl} ester

Guidance literature:: With hydrogen; palladium dihydroxide; In methanol; at 20 ℃; for 20h; under 1810.02 Torr;
DOI:10.1055/s-2003-39404

Reference yield:

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

: 613230-08-3
Pentanedioic acid mono-{(2R,3R,4S,5R,6S)-3,4,5-triacetoxy-6-[4-(3-hydroxy-propyl)-phenoxy]-tetrahydro-pyran-2-ylmethyl} ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: 76 percent / LiAlH₄ / tetrahydrofuran / 0.5 h / 20 °C

2.1: NaH / dimethylformamide / 0.5 h / 20 °C

2.2: 88 percent / dimethylformamide / 18 h / 20 °C

3.1: 68 percent / HCOONa; HCOOH / PdCl₂(PPh₃)2 / dimethylformamide / 2 h / 80 °C

4.1: 76 percent / BF₃*OEt₂ / CH₂Cl₂ / 18 h / 20 °C

5.1: 84 percent / H₂ / Pearlman's catalyst / methanol / 20 h / 20 °C / 1810.02 Torr

With lithium aluminium tetrahydride; formic acid; boron trifluoride diethyl etherate; hydrogen; sodium formate; sodium hydride; bis-triphenylphosphine-palladium(II) chloride; palladium dihydroxide; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1055/s-2003-39404

Reference yield:

: 54322-10-0
glutaric acid monobenzyl ester

: 613230-08-3
Pentanedioic acid mono-{(2R,3R,4S,5R,6S)-3,4,5-triacetoxy-6-[4-(3-hydroxy-propyl)-phenoxy]-tetrahydro-pyran-2-ylmethyl} ester

Guidance literature:: Multi-step reaction with 4 steps

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

2: 4.81 g / DMAP; Et₃N / tetrahydrofuran / 18 h / 20 °C

3: 76 percent / BF₃*OEt₂ / CH₂Cl₂ / 18 h / 20 °C

4: 84 percent / H₂ / Pearlman's catalyst / methanol / 20 h / 20 °C / 1810.02 Torr

With dmap; boron trifluoride diethyl etherate; hydrogen; triethylamine; palladium dihydroxide; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1055/s-2003-39404