GS-5818 interMediate

Base Information

• Chemical Name: GS-5818 interMediate
• CAS No.: 1378388-20-5
• Molecular Formula: C17H13ClO2
• Molecular Weight: 284.742
• Mol file: 1378388-20-5.mol

Synonyms:GS-5818 interMediate;3-Chloro-10,11-dihydro-5H-benzo[d]naphtho[2,3-b]pyran-8(9H)-one;3-chloro-10,11-dihydro-5H-dibenzo[c,g]chromen-8(9H)-one;3-Chloro-10,11-dihydro-5H,9H-6-oxa-benzo[a]anthracen-8-one

Chemical Property of GS-5818 interMediate

Chemical Property:

• PSA: 26.30000
• Density: 1.340±0.06 g/cm3 (20 ºC 760 Torr), Calc.*
• LogP: 4.41840
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

99%, ^*data from raw suppliers

3-Chloro-10,11-dihydro-5H-dibenzo[c,g]chromen-8(9H)-one 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of GS-5818 interMediate

There total 8 articles about GS-5818 interMediate 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: 67.0%

7-(2-bromo-5-chlorobenzyloxy)-3,4-dihydronaphthalene-1(2H)-one (1378388-19-2) → 3-chloro-10,11-dihydro-5H-benzo[d]naphtho[2,3-b]pyran-8(9H)-one (1378388-20-5)

Guidance literature:

With palladium(II) trimethylacetate; potassium carbonate; P(p-C₆H₄F)3; Trimethylacetic acid; In N,N-dimethyl acetamide; at 60 ℃; for 24h; Inert atmosphere;

Reference yield:

7-hydroxy-1-tetralone (22009-38-7) → 3-chloro-10,11-dihydro-5H-benzo[d]naphtho[2,3-b]pyran-8(9H)-one (1378388-20-5)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / N,N-dimethyl-formamide / 18 h / 20 °C

2: Trimethylacetic acid; potassium carbonate; palladium(II) trimethylacetate; P(p-C₆H₄F)3 / N,N-dimethyl acetamide / 24 h / 60 °C / Inert atmosphere

With palladium(II) trimethylacetate; potassium carbonate; P(p-C₆H₄F)3; Trimethylacetic acid; In N,N-dimethyl acetamide; N,N-dimethyl-formamide;

Reference yield:

4-(8-chloro-6H-benzo[c]chromen-2-yl)butanoic acid → 3-chloro-10,11-dihydro-5H-benzo[d]naphtho[2,3-b]pyran-8(9H)-one (1378388-20-5)

Guidance literature:

4-(8-chloro-6H-benzo[c]chromen-2-yl)butanoic acid; With thionyl chloride; N,N-dimethyl-formamide; In dichloromethane; at 20 ℃; for 1h; Inert atmosphere; Reflux;

With aluminum (III) chloride; In dichloromethane; at 10 ℃; for 0.5h;

upstream raw materials:

7-(2-bromo-5-chlorobenzyloxy)-3,4-dihydronaphthalene-1(2H)-one

7-hydroxy-1-tetralone

2-bromo-5-chlorobenzyl bromide

8-chloro-6H-benzo[c]chromene

Downstream raw materials:

3-(2-bromoacetyl)-10,11-dihydro-5H-dibenzo[c,g]chromen-8(9H)-one

(2S,5S)-2-(2-(9-bromo-8-oxo-8,9,10,11-tetrahydro-5H-dibenzo[c,g]chromen-3-yl)-2-oxoethyl) 1-tert-butyl 5-methylpyrrolidine-1,2-dicarboxylate

(2S,4S)-2-(2-(9-bromo-8-oxo-8,9,10,11-tetrahydro-5H-dibenzo[c,g]chromen-3-yl)-2-oxoethyl) 1-tert-butyl 4-methylpyrrolidine-1,2-dicarboxylate

(2S,4S)-2-(2-(9-bromo-8-oxo-8,9,10,11-tetrahydro-5H-dibenzo[c,g]chromen-3-yl)-2-oxoethyl) 1-tert-butyl 4-(methoxymethyl)pyrrolidine-1,2-dicarboxylate

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