(5S,13S)-19-bromo-21-methoxy-5,13-diphenyl-3,6,9,12,15-pentaoxabicyclo[15.3.1]henicosa-1⁽²⁰⁾,17⁽²¹⁾,18-triene

Base Information

• Chemical Name: (5S,13S)-19-bromo-21-methoxy-5,13-diphenyl-3,6,9,12,15-pentaoxabicyclo[15.3.1]henicosa-1⁽²⁰⁾,17⁽²¹⁾,18-triene
• CAS No.: 497107-21-8
• Molecular Formula: C₂₉H₃₃BrO₆
• Molecular Weight: 557.481

Synonyms:(5S,13S)-19-bromo-21-methoxy-5,13-diphenyl-3,6,9,12,15-pentaoxabicyclo[15.3.1]henicosa-1⁽²⁰⁾,17⁽²¹⁾,18-triene

Chemical Property of (5S,13S)-19-bromo-21-methoxy-5,13-diphenyl-3,6,9,12,15-pentaoxabicyclo[15.3.1]henicosa-1⁽²⁰⁾,17⁽²¹⁾,18-triene

Chemical Property:

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Technology Process of (5S,13S)-19-bromo-21-methoxy-5,13-diphenyl-3,6,9,12,15-pentaoxabicyclo[15.3.1]henicosa-1⁽²⁰⁾,17⁽²¹⁾,18-triene

There total 4 articles about (5S,13S)-19-bromo-21-methoxy-5,13-diphenyl-3,6,9,12,15-pentaoxabicyclo[15.3.1]henicosa-1⁽²⁰⁾,17⁽²¹⁾,18-triene 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: 53.0%

diethylene glycol ditosylate (7460-82-4) + 5-bromo-1,3-bis[(4S)-4-hydroxy-4-phenyl-2-oxobutyl]-2-methoxybenzene (497107-20-7) → (5S,13S)-19-bromo-21-methoxy-5,13-diphenyl-3,6,9,12,15-pentaoxabicyclo[15.3.1]henicosa-1(20),17(21),18-triene (497107-21-8)

Guidance literature:

With sodium hydride;

DOI:10.1016/S0040-4039(02)02030-0 DOI:10.1016/S0040-4039(03)00020-0

Reference yield:

5-bromo-1,3-bis(bromomethyl)-2-methoxybenzene (118249-11-9) → (5S,13S)-19-bromo-21-methoxy-5,13-diphenyl-3,6,9,12,15-pentaoxabicyclo[15.3.1]henicosa-1(20),17(21),18-triene (497107-21-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: NaH

1.2: 80 percent / pyridinium p-toluenesulfonate / ethanol

2.1: 53 percent / NaH

With sodium hydride;

DOI:10.1016/S0040-4039(03)00020-0

Reference yield:

(S)-(+)-2-phenyl-2-(tetrahydropyranyloxy)ethanol (94199-20-9) → (5S,13S)-19-bromo-21-methoxy-5,13-diphenyl-3,6,9,12,15-pentaoxabicyclo[15.3.1]henicosa-1(20),17(21),18-triene (497107-21-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: NaH

1.2: 80 percent / pyridinium p-toluenesulfonate / ethanol

2.1: 53 percent / NaH

With sodium hydride;

DOI:10.1016/S0040-4039(03)00020-0

upstream raw materials:

diethylene glycol ditosylate

5-bromo-1,3-bis[(4S)-4-hydroxy-4-phenyl-2-oxobutyl]-2-methoxybenzene

5-bromo-1,3-bis(bromomethyl)-2-methoxybenzene

(S)-(+)-2-phenyl-2-(tetrahydropyranyloxy)ethanol

Downstream raw materials:

(5S,13S)-21-Methoxy-5,13-diphenyl-3,6,9,12,15-pentaoxa-bicyclo[15.3.1]henicosa-1⁽²⁰⁾,17⁽²¹⁾,18-triene-19-carboxylic acid

C₅₂H₆₄O₆Si₂

C₄₉H₅₆O₆Si

C₇₅H₉₉IO₈Si

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