3,3-Bis-((4S,14S)-21-allyloxy-4,14-diphenyl-3,6,9,12,15-pentaoxa-bicyclo[15.3.1]henicosa-1⁽²⁰⁾,17⁽²¹⁾,18-trien-19-yl)-3H-isobenzofuran-1-one

Base Information

• Chemical Name: 3,3-Bis-((4S,14S)-21-allyloxy-4,14-diphenyl-3,6,9,12,15-pentaoxa-bicyclo[15.3.1]henicosa-1⁽²⁰⁾,17⁽²¹⁾,18-trien-19-yl)-3H-isobenzofuran-1-one
• CAS No.: 857682-68-9
• Molecular Formula: C₇₀H₇₄O₁₄
• Molecular Weight: 1139.35

Synonyms:3,3-Bis-((4S,14S)-21-allyloxy-4,14-diphenyl-3,6,9,12,15-pentaoxa-bicyclo[15.3.1]henicosa-1⁽²⁰⁾,17⁽²¹⁾,18-trien-19-yl)-3H-isobenzofuran-1-one

Chemical Property of 3,3-Bis-((4S,14S)-21-allyloxy-4,14-diphenyl-3,6,9,12,15-pentaoxa-bicyclo[15.3.1]henicosa-1⁽²⁰⁾,17⁽²¹⁾,18-trien-19-yl)-3H-isobenzofuran-1-one

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Technology Process of 3,3-Bis-((4S,14S)-21-allyloxy-4,14-diphenyl-3,6,9,12,15-pentaoxa-bicyclo[15.3.1]henicosa-1⁽²⁰⁾,17⁽²¹⁾,18-trien-19-yl)-3H-isobenzofuran-1-one

There total 3 articles about 3,3-Bis-((4S,14S)-21-allyloxy-4,14-diphenyl-3,6,9,12,15-pentaoxa-bicyclo[15.3.1]henicosa-1⁽²⁰⁾,17⁽²¹⁾,18-trien-19-yl)-3H-isobenzofuran-1-one 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: 78.1%

(4S,14S)-21-Allyloxy-19-bromo-4,14-diphenyl-3,6,9,12,15-pentaoxa-bicyclo[15.3.1]henicosa-1(20),17(21),18-triene (857682-63-4) + phthalic anhydride (85-44-9) → 3,3-Bis-((4S,14S)-21-allyloxy-4,14-diphenyl-3,6,9,12,15-pentaoxa-bicyclo[15.3.1]henicosa-1(20),17(21),18-trien-19-yl)-3H-isobenzofuran-1-one (857682-68-9)

Guidance literature:

(4S,14S)-21-Allyloxy-19-bromo-4,14-diphenyl-3,6,9,12,15-pentaoxa-bicyclo[15.3.1]henicosa-1⁽²⁰⁾,17⁽²¹⁾,18-triene; With tert.-butyl lithium; In tetrahydrofuran; pentane; at -78 ℃; for 0.5h;

phthalic anhydride; In tetrahydrofuran; pentane; at -78 - 20 ℃; for 12h;

DOI:10.1021/jo050387u

Reference yield:

(S,S)-(+)-1,11-diphenyl-3,6,9-trioxaundecane-1,11-diol (93417-23-3) → 3,3-Bis-((4S,14S)-21-allyloxy-4,14-diphenyl-3,6,9,12,15-pentaoxa-bicyclo[15.3.1]henicosa-1(20),17(21),18-trien-19-yl)-3H-isobenzofuran-1-one (857682-68-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 62 percent / NaH; KBF₄ / dimethylformamide / 2 h / 20 °C

2.1: t-BuLi / tetrahydrofuran; pentane / 0.5 h / -78 °C

2.2: 78.1 percent / tetrahydrofuran; pentane / 12 h / -78 - 20 °C

With tert.-butyl lithium; sodium hydride; potassium tetrafluoroborate; In tetrahydrofuran; N,N-dimethyl-formamide; pentane;

DOI:10.1021/jo050387u

Reference yield:

2-allyloxy-5-bromo-1,3-bis-chloromethyl-benzene (478951-94-9) → 3,3-Bis-((4S,14S)-21-allyloxy-4,14-diphenyl-3,6,9,12,15-pentaoxa-bicyclo[15.3.1]henicosa-1(20),17(21),18-trien-19-yl)-3H-isobenzofuran-1-one (857682-68-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 62 percent / NaH; KBF₄ / dimethylformamide / 2 h / 20 °C

2.1: t-BuLi / tetrahydrofuran; pentane / 0.5 h / -78 °C

2.2: 78.1 percent / tetrahydrofuran; pentane / 12 h / -78 - 20 °C

With tert.-butyl lithium; sodium hydride; potassium tetrafluoroborate; In tetrahydrofuran; N,N-dimethyl-formamide; pentane;

DOI:10.1021/jo050387u

upstream raw materials:

(4S,14S)-21-Allyloxy-19-bromo-4,14-diphenyl-3,6,9,12,15-pentaoxa-bicyclo[15.3.1]henicosa-1⁽²⁰⁾,17⁽²¹⁾,18-triene

phthalic anhydride

(S,S)-(+)-1,11-diphenyl-3,6,9-trioxaundecane-1,11-diol

2-allyloxy-5-bromo-1,3-bis-chloromethyl-benzene

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