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

Base Information

Chemical Name:Pentanedioic acid benzyl ester (2R,3R,4S,5R,6S)-3,4,5-triacetoxy-6-[4-(3-benzyloxy-propyl)-phenoxy]-tetrahydro-pyran-2-ylmethyl ester
CAS No.:613230-07-2
Molecular Formula:C₄₀H₄₆O₁₃
Molecular Weight:734.797
Hs Code.:

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

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

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

There total 6 articles about Pentanedioic acid benzyl ester (2R,3R,4S,5R,6S)-3,4,5-triacetoxy-6-[4-(3-benzyloxy-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: 76.0%

: 613230-03-8
4-(3-benzyloxy-propyl)-phenol

: 613230-05-0
Pentanedioic acid benzyl ester (2R,3R,4S,5R,6S)-3,4,5,6-tetraacetoxy-tetrahydro-pyran-2-ylmethyl ester

: 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

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; at 20 ℃; for 18h;
DOI:10.1055/s-2003-39404

Reference yield:

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

: 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

Guidance literature:: Multi-step reaction with 4 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

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

Reference yield:

: 166957-82-0
3-(4-allyloxyphenyl)-1-propanol

: 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

Guidance literature:: Multi-step reaction with 3 steps

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

1.2: 88 percent / dimethylformamide / 18 h / 20 °C

2.1: 68 percent / HCOONa; HCOOH / PdCl₂(PPh₃)2 / dimethylformamide / 2 h / 80 °C

3.1: 76 percent / BF₃*OEt₂ / CH₂Cl₂ / 18 h / 20 °C

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