2-[(E)-(7S,8S)-8-Allyloxy-7-hydroxy-9-(4-methoxy-benzyloxy)-non-1-enyl]-6-methoxy-benzoic acid

Base Information

Chemical Name:2-[(E)-(7S,8S)-8-Allyloxy-7-hydroxy-9-(4-methoxy-benzyloxy)-non-1-enyl]-6-methoxy-benzoic acid
CAS No.:366800-26-2
Molecular Formula:C₂₈H₃₆O₇
Molecular Weight:484.59
Hs Code.:

Synonyms:2-[(E)-(7S,8S)-8-Allyloxy-7-hydroxy-9-(4-methoxy-benzyloxy)-non-1-enyl]-6-methoxy-benzoic acid

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Chemical Property of 2-[(E)-(7S,8S)-8-Allyloxy-7-hydroxy-9-(4-methoxy-benzyloxy)-non-1-enyl]-6-methoxy-benzoic acid

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Technology Process of 2-[(E)-(7S,8S)-8-Allyloxy-7-hydroxy-9-(4-methoxy-benzyloxy)-non-1-enyl]-6-methoxy-benzoic acid

There total 11 articles about 2-[(E)-(7S,8S)-8-Allyloxy-7-hydroxy-9-(4-methoxy-benzyloxy)-non-1-enyl]-6-methoxy-benzoic 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: 76.0%

: 366800-18-2
2-[(E)-(7S,8S)-8-Allyloxy-7-hydroxy-9-(4-methoxy-benzyloxy)-non-1-enyl]-6-methoxy-benzoic acid methyl ester

: 366800-26-2
2-[(E)-(7S,8S)-8-Allyloxy-7-hydroxy-9-(4-methoxy-benzyloxy)-non-1-enyl]-6-methoxy-benzoic acid

Guidance literature:: With lithium hydroxide; In tetrahydrofuran; methanol; at 75 ℃;
DOI:10.1055/s-2001-16056

Reference yield:

: 79439-15-9
methyl trans-2-nonen-8-ynoate

: 366800-26-2
2-[(E)-(7S,8S)-8-Allyloxy-7-hydroxy-9-(4-methoxy-benzyloxy)-non-1-enyl]-6-methoxy-benzoic acid

Guidance literature:: Multi-step reaction with 8 steps

1.1: 99 percent / DIBAH / CH₂Cl₂ / 16 h / 23 °C

2.1: 78 percent / NaH / dimethylformamide

3.1: 72 percent / MeSO2NH2; aq. K2CO3; K3Fe(CN)6 / K2OsO2(OH)4; AD-mix α / 2-methyl-propan-2-ol

4.1: 94 percent / p-TsOH / tetrahydrofuran / 16 h / 23 °C

5.1: Bu₃SnH; AIBN / toluene / 5 h / 100 °C

5.2: LiCl; 2,6-di-tert-butyl-4-methylphenol / Pd(PPh₃)2Cl₂ / dimethylformamide / 18 h / 100 °C

6.1: 90 percent / aq. AcOH / 18 h / 23 °C

7.1: nBu₂SnO / toluene / 6 h / 120 °C

7.2: CsF / dimethylformamide / 18 h / 23 °C

8.1: 76 percent / aq. LiOH / methanol; tetrahydrofuran / 75 °C

With lithium hydroxide; 2,2'-azobis(isobutyronitrile); methanesulfonamide; tri-n-butyl-tin hydride; sodium hydride; diisobutylaluminium hydride; di(n-butyl)tin oxide; potassium carbonate; toluene-4-sulfonic acid; acetic acid; potassium hexacyanoferrate(III); AD-mix-α; potassium dioxotetrahydroxoosmate(VI); In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene; tert-butyl alcohol; 3.1: Sharpless asymmetric dihydroxylation / 5.2: Stile cross-coupling reaction;
DOI:10.1055/s-2001-16056

Reference yield:

: 173043-70-4
(E)-2-nonen-8-yn-1-ol

: 366800-26-2
2-[(E)-(7S,8S)-8-Allyloxy-7-hydroxy-9-(4-methoxy-benzyloxy)-non-1-enyl]-6-methoxy-benzoic acid

Guidance literature:: Multi-step reaction with 7 steps

1.1: 78 percent / NaH / dimethylformamide

2.1: 72 percent / MeSO2NH2; aq. K2CO3; K3Fe(CN)6 / K2OsO2(OH)4; AD-mix α / 2-methyl-propan-2-ol

3.1: 94 percent / p-TsOH / tetrahydrofuran / 16 h / 23 °C

4.1: Bu₃SnH; AIBN / toluene / 5 h / 100 °C

4.2: LiCl; 2,6-di-tert-butyl-4-methylphenol / Pd(PPh₃)2Cl₂ / dimethylformamide / 18 h / 100 °C

5.1: 90 percent / aq. AcOH / 18 h / 23 °C

6.1: nBu₂SnO / toluene / 6 h / 120 °C

6.2: CsF / dimethylformamide / 18 h / 23 °C

7.1: 76 percent / aq. LiOH / methanol; tetrahydrofuran / 75 °C

With lithium hydroxide; 2,2'-azobis(isobutyronitrile); methanesulfonamide; tri-n-butyl-tin hydride; sodium hydride; di(n-butyl)tin oxide; potassium carbonate; toluene-4-sulfonic acid; acetic acid; potassium hexacyanoferrate(III); AD-mix-α; potassium dioxotetrahydroxoosmate(VI); In tetrahydrofuran; methanol; N,N-dimethyl-formamide; toluene; tert-butyl alcohol; 2.1: Sharpless asymmetric dihydroxylation / 4.2: Stile cross-coupling reaction;
DOI:10.1055/s-2001-16056