(9-benzyloxy-4-methoxy-1,3-dihydro-naphtho[2,3-c]furan-1-yl)-acetic acid

Base Information

Chemical Name:(9-benzyloxy-4-methoxy-1,3-dihydro-naphtho[2,3-c]furan-1-yl)-acetic acid
CAS No.:308277-85-2
Molecular Formula:C₂₂H₂₀O₅
Molecular Weight:364.398
Hs Code.:

(9-benzyloxy-4-methoxy-1,3-dihydro-naphtho[2,3-<i>c</i>]furan-1-yl)-acetic acid

Synonyms:(9-benzyloxy-4-methoxy-1,3-dihydro-naphtho[2,3-c]furan-1-yl)-acetic acid

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Chemical Property of (9-benzyloxy-4-methoxy-1,3-dihydro-naphtho[2,3-c]furan-1-yl)-acetic acid

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Technology Process of (9-benzyloxy-4-methoxy-1,3-dihydro-naphtho[2,3-c]furan-1-yl)-acetic acid

There total 5 articles about (9-benzyloxy-4-methoxy-1,3-dihydro-naphtho[2,3-c]furan-1-yl)-acetic 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:

: 1026372-60-0
(9-benzyloxy-1-hydroxy-4-methoxy-1,3-dihydro-naphtho[2,3-c]furan-1-yl)-acetic acid tert-butyl ester

: 308277-85-2
(9-benzyloxy-4-methoxy-1,3-dihydro-naphtho[2,3-c]furan-1-yl)-acetic acid

Guidance literature:: With triethylsilane; trifluoroacetic acid; In dichloromethane; at 20 ℃; for 2h;
DOI:10.1021/ol006531+

Reference yield:

: 125494-99-7
9-Benzyloxy-4-methoxy-3H-naphtho[2,3-c]furan-1-one

: 308277-85-2
(9-benzyloxy-4-methoxy-1,3-dihydro-naphtho[2,3-c]furan-1-yl)-acetic acid

Guidance literature:: Multi-step reaction with 2 steps

1.1: LDA / tetrahydrofuran; various solvent(s) / 0.75 h / -78 °C

1.2: tetrahydrofuran; various solvent(s) / -78 - 0 °C

2.1: 1.98 g / triethylsilane; TFA / CH₂Cl₂ / 2 h / 20 °C

With triethylsilane; trifluoroacetic acid; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; 1.1: Metallation / 1.2: Substitution / 2.1: Substitution;
DOI:10.1021/ol006531+

Reference yield:

: 68726-79-4
4,9-dihydroxynaphtho<2,3-c>furan-1(3H)-one

: 308277-85-2
(9-benzyloxy-4-methoxy-1,3-dihydro-naphtho[2,3-c]furan-1-yl)-acetic acid

Guidance literature:: Multi-step reaction with 5 steps

1.1: 91 percent / K₂CO₃ / acetone / 8 h / Heating

2.1: 79 percent / B-iodo-9-BBN / CH₂Cl₂; various solvent(s) / 18 h / Heating

3.1: 98 percent / K₂CO₃ / acetone / 12 h / Heating

4.1: LDA / tetrahydrofuran; various solvent(s) / 0.75 h / -78 °C

4.2: tetrahydrofuran; various solvent(s) / -78 - 0 °C

5.1: 1.98 g / triethylsilane; TFA / CH₂Cl₂ / 2 h / 20 °C

With triethylsilane; potassium carbonate; B-iodo-9-BBN; trifluoroacetic acid; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; acetone; 1.1: Methylation / 2.1: Substitution / 3.1: Alkylation / 4.1: Metallation / 4.2: Substitution / 5.1: Substitution;
DOI:10.1021/ol006531+