N-BOC-5-(HYDROXYMETHYL)-ISOINDOLINE

Base Information

• Chemical Name: N-BOC-5-(HYDROXYMETHYL)-ISOINDOLINE
• CAS No.: 253801-14-8
• Molecular Formula: C₁₄H₁₉NO₃
• Molecular Weight: 249.31
• Hs Code.: 2933990090
• Mol file: 253801-14-8.mol

Synonyms:2,3-dihydro-5-hydroxymethyl-2-tert-butoxycarbonyl(1H)isoindole;SS-3479;5-hydroxymethyl-1,3-dihydro-isoindole-2-carboxylic acid tert-butyl ester;tert-butyl 5-hydroxymethyl-1,3-dihydroisoindole-2-carboxylate;tert-butyl 5-(hydroxymethyl)isoindoline-2-carboxylate;N-BOC-5-(HYDROXYMETHYL)-ISOINDOLINE;tert-butyl 5-(hydroxymethyl)-1,3-dihydro-2H-isoindole-2-carboxylate;

Chemical Property of N-BOC-5-(HYDROXYMETHYL)-ISOINDOLINE

Chemical Property:

• PSA: 49.77000
• LogP: 2.36750
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

tert-Butyl 5-(hydroxymethyl)-2,3-dihydro-1H-isoindole-2-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: tert-Butyl 5-(hydroxymethyl)isoindoline-2-carboxylate is a useful reagent in the succinct synthesis of AT13387; an orally bioavailable clinical candidate developed to inhibit heat shock protein 90 (Hsp90).

Technology Process of N-BOC-5-(HYDROXYMETHYL)-ISOINDOLINE

There total 14 articles about N-BOC-5-(HYDROXYMETHYL)-ISOINDOLINE 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: 94.0%

di-tert-butyl dicarbonate (24424-99-5) + 5-hydroxymethyl-2,3-dihydro-1H-isoindole (127168-98-3) → tert-butyl 5-(hydroxymethyl)-1,3-dihydro-2H-isoindole-2-carboxylate (253801-14-8)

Guidance literature:

With triethylamine; In dichloromethane; at 25 ℃;

DOI:10.1016/j.bmcl.2005.03.020

Reference yield: 86.0%

propargyl alcohol (107-19-7) + di-prop-2-ynyl-carbamic acid tert-butyl ester (262418-92-8) → tert-butyl 5-(hydroxymethyl)-1,3-dihydro-2H-isoindole-2-carboxylate (253801-14-8)

Guidance literature:

With Wilkinson's catalyst; In toluene; at 50 ℃; for 1.92h; Inert atmosphere;

Reference yield: 80.0%

2-(tert-butyl) 5-methyl isoindoline-2,5-dicarboxylate (368441-44-5) → tert-butyl 5-(hydroxymethyl)-1,3-dihydro-2H-isoindole-2-carboxylate (253801-14-8)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 - 10 ℃; for 2h; Inert atmosphere;

upstream raw materials:

di-tert-butyl dicarbonate

5-hydroxymethyl-2,3-dihydro-1H-isoindole

2,3-dihydro-5-formyl-2-tert-butoxycarbonyl(1H)isoindole

(2-benzyl-2,3-dihydro-1H-isoindol-5-yl)1-methanol

Downstream raw materials:

5-{[methyl-(1-phenyl-2-pyrrolidin-1-yl-ethyl)-carbamoyl]-methyl}-1,3-dihydro-isoindole-2-carboxylic acid tert-butyl ester

5-hydroxymethyl-2,3-dihydro-1H-isoindole

4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl 5-((4-methylpiperazin-1-yl)methyl)isoindoline-2-carboxylate

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