2-(2-benzyloxycarbonylisoindolin-5-yl)acetic acid

Base Information

• Chemical Name: 2-(2-benzyloxycarbonylisoindolin-5-yl)acetic acid
• CAS No.: 1618083-59-2
• Molecular Formula: C₁₈H₁₇NO₄
• Molecular Weight: 311.337
• Mol file: 1618083-59-2.mol

Synonyms:2-(2-benzyloxycarbonylisoindolin-5-yl)acetic acid

Chemical Property of 2-(2-benzyloxycarbonylisoindolin-5-yl)acetic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(2-benzyloxycarbonylisoindolin-5-yl)acetic acid

There total 8 articles about 2-(2-benzyloxycarbonylisoindolin-5-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:

benzyl 5-(2-oxoethyl)isoindoline-2-carboxylate (1618083-58-1) → 2-(2-benzyloxycarbonylisoindolin-5-yl)acetic acid (1618083-59-2)

Guidance literature:

With sodium chlorite; 2,3-Dimethyl-2-butene; monosodium dihydrogen orthophosphate*xH₂O; In tert-butyl alcohol; at 20 ℃; for 0.333333h;

Reference yield:

4-bromo-o-xylene (583-71-1) → 2-(2-benzyloxycarbonylisoindolin-5-yl)acetic acid (1618083-59-2)

Guidance literature:

Multi-step reaction with 8 steps

1.1: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / tetrachloromethane / 18 h / Reflux

2.1: sodium hydride / mineral oil; N,N-dimethyl acetamide / 1.5 h / 20 - 60 °C

2.2: 18 h / 20 - 60 °C

3.1: propionic acid; phenol; hydrogen bromide / water / 10 h / Reflux

4.1: N-ethyl-N,N-diisopropylamine / hexane; dichloromethane / 2 h

5.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; cesium fluoride / tetrahydrofuran / 4 h / 72 °C / Inert atmosphere

6.1: 4-methylmorpholine N-oxide; osmium(VIII) oxide / water; tert-butyl alcohol / 3 h

7.1: sodium periodate / tetrahydrofuran; water / 0.33 h / 20 °C

8.1: monosodium dihydrogen orthophosphate*xH₂O; 2,3-Dimethyl-2-butene; sodium chlorite / tert-butyl alcohol / 0.33 h / 20 °C

With sodium chlorite; sodium periodate; N-Bromosuccinimide; osmium(VIII) oxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 2,3-Dimethyl-2-butene; monosodium dihydrogen orthophosphate*xH₂O; 2,2'-azobis(isobutyronitrile); hydrogen bromide; sodium hydride; propionic acid; 4-methylmorpholine N-oxide; N-ethyl-N,N-diisopropylamine; cesium fluoride; phenol; In tetrahydrofuran; tetrachloromethane; hexane; dichloromethane; N,N-dimethyl acetamide; water; mineral oil; tert-butyl alcohol;

Reference yield:

4-bromo-1,2-bis-bromomethyl-benzene (69189-19-1) → 2-(2-benzyloxycarbonylisoindolin-5-yl)acetic acid (1618083-59-2)

Guidance literature:

Multi-step reaction with 7 steps

1.1: sodium hydride / mineral oil; N,N-dimethyl acetamide / 1.5 h / 20 - 60 °C

1.2: 18 h / 20 - 60 °C

2.1: propionic acid; phenol; hydrogen bromide / water / 10 h / Reflux

3.1: N-ethyl-N,N-diisopropylamine / hexane; dichloromethane / 2 h

4.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; cesium fluoride / tetrahydrofuran / 4 h / 72 °C / Inert atmosphere

5.1: 4-methylmorpholine N-oxide; osmium(VIII) oxide / water; tert-butyl alcohol / 3 h

6.1: sodium periodate / tetrahydrofuran; water / 0.33 h / 20 °C

7.1: monosodium dihydrogen orthophosphate*xH₂O; 2,3-Dimethyl-2-butene; sodium chlorite / tert-butyl alcohol / 0.33 h / 20 °C

With sodium chlorite; sodium periodate; osmium(VIII) oxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 2,3-Dimethyl-2-butene; monosodium dihydrogen orthophosphate*xH₂O; hydrogen bromide; sodium hydride; propionic acid; 4-methylmorpholine N-oxide; N-ethyl-N,N-diisopropylamine; cesium fluoride; phenol; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl acetamide; water; mineral oil; tert-butyl alcohol;

upstream raw materials:

4-bromo-o-xylene

4-bromo-1,2-bis-bromomethyl-benzene

2-(p-toluenesulfonyl)-5-bromoisoindoline

5-bromoisoindoline

Downstream raw materials:

tert-butyl 3-((2R)-2-((isoindolin-5-yl)acetamido)-2-(2,9,9-trimethyl-3,5-dioxa-4-bora-tricyclo[6.1.1.0^2,6]dec-4-yl)ethyl)-2-methoxybenzoate

tert-butyl 3-((2R)-[[2-[2-[(Z)-N,N'-bis(tert-butoxycarbonyl)carbamimidoyl]isoindolin-5-yl]acetyl]amino]-2-(2,9,9-trimethyl-3,5-dioxa-4-bora-tricyclo[6.1.1.0^2,6]dec-4-yl)ethyl)-2-methoxybenzoate

tert-butyl 3-((2R)-2-((2-benzyloxycarbonylisoindolin-5-yl)acetamido)-2-(2,9,9-trimethyl-3,5-dioxa-4-bora-tricyclo[6.1.1.0^2,6]dec-4-yl)ethyl)-2-methoxybenzoate