[12-(Toluene-4-sulfonyloxymethyl)-2,5,8,11,14,17,20,23-octaoxa-bicyclo[22.3.1]octacosa-1⁽²⁷⁾,24⁽²⁸⁾,25-trien-28-yloxy]-acetic acid tert-butyl ester

Base Information

• Chemical Name: [12-(Toluene-4-sulfonyloxymethyl)-2,5,8,11,14,17,20,23-octaoxa-bicyclo[22.3.1]octacosa-1⁽²⁷⁾,24⁽²⁸⁾,25-trien-28-yloxy]-acetic acid tert-butyl ester
• CAS No.: 137743-89-6
• Molecular Formula: C₃₄H₅₀O₁₄S
• Molecular Weight: 714.829
• Mol file: 137743-89-6.mol

Synonyms:[12-(Toluene-4-sulfonyloxymethyl)-2,5,8,11,14,17,20,23-octaoxa-bicyclo[22.3.1]octacosa-1⁽²⁷⁾,24⁽²⁸⁾,25-trien-28-yloxy]-acetic acid tert-butyl ester

Chemical Property of [12-(Toluene-4-sulfonyloxymethyl)-2,5,8,11,14,17,20,23-octaoxa-bicyclo[22.3.1]octacosa-1⁽²⁷⁾,24⁽²⁸⁾,25-trien-28-yloxy]-acetic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [12-(Toluene-4-sulfonyloxymethyl)-2,5,8,11,14,17,20,23-octaoxa-bicyclo[22.3.1]octacosa-1⁽²⁷⁾,24⁽²⁸⁾,25-trien-28-yloxy]-acetic acid tert-butyl ester

There total 7 articles about [12-(Toluene-4-sulfonyloxymethyl)-2,5,8,11,14,17,20,23-octaoxa-bicyclo[22.3.1]octacosa-1⁽²⁷⁾,24⁽²⁸⁾,25-trien-28-yloxy]-acetic acid tert-butyl ester 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: 82.0%

(12-Hydroxymethyl-2,5,8,11,14,17,20,23-octaoxa-bicyclo[22.3.1]octacosa-1(27),24(28),25-trien-28-yloxy)-acetic acid tert-butyl ester (137743-88-5) + p-toluenesulfonyl chloride (98-59-9) → [12-(Toluene-4-sulfonyloxymethyl)-2,5,8,11,14,17,20,23-octaoxa-bicyclo[22.3.1]octacosa-1(27),24(28),25-trien-28-yloxy]-acetic acid tert-butyl ester (137743-89-6)

Guidance literature:

With pyridine; at 4 ℃;

DOI:10.1021/jo00028a058

Reference yield:

bromoacetic acid tert-butyl ester (5292-43-3) → [12-(Toluene-4-sulfonyloxymethyl)-2,5,8,11,14,17,20,23-octaoxa-bicyclo[22.3.1]octacosa-1(27),24(28),25-trien-28-yloxy]-acetic acid tert-butyl ester (137743-89-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 100 percent / K₂CO₃ / acetone / 48 h / Heating

2: 99 percent / H₂ / 10percent Pd/C / ethanol / 48 h / 2585.7 Torr / Ambient temperature

3: 82 percent / pyridine / 4 °C

With pyridine; hydrogen; potassium carbonate; palladium on activated charcoal; In ethanol; acetone;

DOI:10.1021/jo00028a058

Reference yield:

4-Benzyloxymethyl-3,6-dioxa-1,8-octanediol (80525-60-6,118917-64-9) → [12-(Toluene-4-sulfonyloxymethyl)-2,5,8,11,14,17,20,23-octaoxa-bicyclo[22.3.1]octacosa-1(27),24(28),25-trien-28-yloxy]-acetic acid tert-butyl ester (137743-89-6)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) t-BuOK / 1.) THF, rt, 1 h, 2.) THF, 65 deg C, 3 d

2: 67 percent / LiAlH₄ / tetrahydrofuran / 20 h / Heating

3: 100 percent / K₂CO₃ / acetone / 48 h / Heating

4: 99 percent / H₂ / 10percent Pd/C / ethanol / 48 h / 2585.7 Torr / Ambient temperature

5: 82 percent / pyridine / 4 °C

With pyridine; lithium aluminium tetrahydride; potassium tert-butylate; hydrogen; potassium carbonate; palladium on activated charcoal; In tetrahydrofuran; ethanol; acetone;

DOI:10.1021/jo00028a058

upstream raw materials:

(12-Hydroxymethyl-2,5,8,11,14,17,20,23-octaoxa-bicyclo[22.3.1]octacosa-1⁽²⁷⁾,24⁽²⁸⁾,25-trien-28-yloxy)-acetic acid tert-butyl ester

p-toluenesulfonyl chloride

bromoacetic acid tert-butyl ester

C₂₉H₃₆O₁₁S₂

Downstream raw materials:

{12-[4-Decyl-2-(ethoxy-hydroxy-phosphoryl)-phenoxymethyl]-2,5,8,11,14,17,20,23-octaoxa-bicyclo[22.3.1]octacosa-1⁽²⁷⁾,24⁽²⁸⁾,25-trien-28-yloxy}-acetic acid

{12-[4-Decyl-2-(diethoxy-phosphoryl)-phenoxymethyl]-2,5,8,11,14,17,20,23-octaoxa-bicyclo[22.3.1]octacosa-1⁽²⁷⁾,24⁽²⁸⁾,25-trien-28-yloxy}-acetic acid tert-butyl ester