5-benzyloxy-1,8-bis-methoxymethoxymethyl-6-(toluene-4-sulfonyl)-1,2,3,6-tetrahydro-3,6-diaza-as-indacene

Base Information

• Chemical Name: 5-benzyloxy-1,8-bis-methoxymethoxymethyl-6-(toluene-4-sulfonyl)-1,2,3,6-tetrahydro-3,6-diaza-as-indacene
• CAS No.: 1026943-43-0
• Molecular Formula: C₃₀H₃₄N₂O₇S
• Molecular Weight: 566.675

Synonyms:5-benzyloxy-1,8-bis-methoxymethoxymethyl-6-(toluene-4-sulfonyl)-1,2,3,6-tetrahydro-3,6-diaza-as-indacene

Chemical Property of 5-benzyloxy-1,8-bis-methoxymethoxymethyl-6-(toluene-4-sulfonyl)-1,2,3,6-tetrahydro-3,6-diaza-as-indacene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-benzyloxy-1,8-bis-methoxymethoxymethyl-6-(toluene-4-sulfonyl)-1,2,3,6-tetrahydro-3,6-diaza-as-indacene

There total 17 articles about 5-benzyloxy-1,8-bis-methoxymethoxymethyl-6-(toluene-4-sulfonyl)-1,2,3,6-tetrahydro-3,6-diaza-as-indacene 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:

(2E,4E)-1,6-Bis-methoxymethoxy-hexa-2,4-diene → 5-benzyloxy-1,8-bis-methoxymethoxymethyl-6-(toluene-4-sulfonyl)-1,2,3,6-tetrahydro-3,6-diaza-as-indacene (1026943-43-0)

Guidance literature:

Multi-step reaction with 9 steps

1.1: CH₂Cl₂ / 24 h / 9308660 Torr

2.1: 0.860 g / 1,8-diazabicyclo[5.4.0]undec-7-ene / CH₂Cl₂ / 0.5 h

3.1: 98 percent / sodium hydride / tetrahydrofuran / 0.67 h / 0 - 20 °C

4.1: osmium tetroxide; 2,6-lutidine; N-methylmorpholine N-oxide / tetrahydrofuran; H₂O

5.1: sodium periodate on silica gel / CH₂Cl₂ / 2.5 h

6.1: 0.790 g / triethylamine; methanesulfonyl chloride / tetrahydrofuran / 0.33 h

7.1: 70 percent / sodium cyanoborohydride / methanol / 3 h / 20 °C

8.1: 82 percent / di-tert-butylbiphenylphosphine; Cs₂CO₃ / tris(dibenzylideneacetone)dipalladium⁽⁰⁾ / dioxane / 40 h

9.1: α-chloroethyl chloroformate / 1,2-dichloro-ethane

9.2: methanol; tetrahydrofuran / Heating

With 2,6-dimethylpyridine; sodium periodate; osmium(VIII) oxide; carbonochloridic acid 1-chloro-ethyl ester; di-tert-butylbiphenylphosphine; sodium hydride; sodium cyanoborohydride; caesium carbonate; methanesulfonyl chloride; 4-methylmorpholine N-oxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; 1,2-dichloro-ethane; 1.1: Diels-Alder reaction / 8.1: Buchwald-Hartwig amidation;

DOI:10.1021/jo062064j

Reference yield:

4-amino-3-benzyloxy-phenol (925463-43-0) → 5-benzyloxy-1,8-bis-methoxymethoxymethyl-6-(toluene-4-sulfonyl)-1,2,3,6-tetrahydro-3,6-diaza-as-indacene (1026943-43-0)

Guidance literature:

Multi-step reaction with 11 steps

1.1: 84 percent / pyridine / CH₂Cl₂ / 4 h / 20 °C

2.1: 96 percent / sodium periodate on silica gel / CH₂Cl₂ / 4 h

3.1: CH₂Cl₂ / 24 h / 9308660 Torr

4.1: 0.860 g / 1,8-diazabicyclo[5.4.0]undec-7-ene / CH₂Cl₂ / 0.5 h

5.1: 98 percent / sodium hydride / tetrahydrofuran / 0.67 h / 0 - 20 °C

6.1: osmium tetroxide; 2,6-lutidine; N-methylmorpholine N-oxide / tetrahydrofuran; H₂O

7.1: sodium periodate on silica gel / CH₂Cl₂ / 2.5 h

8.1: 0.790 g / triethylamine; methanesulfonyl chloride / tetrahydrofuran / 0.33 h

9.1: 70 percent / sodium cyanoborohydride / methanol / 3 h / 20 °C

10.1: 82 percent / di-tert-butylbiphenylphosphine; Cs₂CO₃ / tris(dibenzylideneacetone)dipalladium⁽⁰⁾ / dioxane / 40 h

11.1: α-chloroethyl chloroformate / 1,2-dichloro-ethane

11.2: methanol; tetrahydrofuran / Heating

With pyridine; 2,6-dimethylpyridine; sodium periodate; osmium(VIII) oxide; carbonochloridic acid 1-chloro-ethyl ester; di-tert-butylbiphenylphosphine; sodium hydride; sodium cyanoborohydride; caesium carbonate; methanesulfonyl chloride; 4-methylmorpholine N-oxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; 1,2-dichloro-ethane; 3.1: Diels-Alder reaction / 10.1: Buchwald-Hartwig amidation;

DOI:10.1021/jo062064j

Reference yield:

3-(benzyloxy)-4-nitrophenol (221615-94-7) → 5-benzyloxy-1,8-bis-methoxymethoxymethyl-6-(toluene-4-sulfonyl)-1,2,3,6-tetrahydro-3,6-diaza-as-indacene (1026943-43-0)

Guidance literature:

Multi-step reaction with 12 steps

1.1: sodium borohydride; nickel(II) chloride hexahydrate / tetrahydrofuran; methanol

2.1: 84 percent / pyridine / CH₂Cl₂ / 4 h / 20 °C

3.1: 96 percent / sodium periodate on silica gel / CH₂Cl₂ / 4 h

4.1: CH₂Cl₂ / 24 h / 9308660 Torr

5.1: 0.860 g / 1,8-diazabicyclo[5.4.0]undec-7-ene / CH₂Cl₂ / 0.5 h

6.1: 98 percent / sodium hydride / tetrahydrofuran / 0.67 h / 0 - 20 °C

7.1: osmium tetroxide; 2,6-lutidine; N-methylmorpholine N-oxide / tetrahydrofuran; H₂O

8.1: sodium periodate on silica gel / CH₂Cl₂ / 2.5 h

9.1: 0.790 g / triethylamine; methanesulfonyl chloride / tetrahydrofuran / 0.33 h

10.1: 70 percent / sodium cyanoborohydride / methanol / 3 h / 20 °C

11.1: 82 percent / di-tert-butylbiphenylphosphine; Cs₂CO₃ / tris(dibenzylideneacetone)dipalladium⁽⁰⁾ / dioxane / 40 h

12.1: α-chloroethyl chloroformate / 1,2-dichloro-ethane

12.2: methanol; tetrahydrofuran / Heating

With pyridine; 2,6-dimethylpyridine; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; carbonochloridic acid 1-chloro-ethyl ester; di-tert-butylbiphenylphosphine; sodium hydride; sodium cyanoborohydride; caesium carbonate; methanesulfonyl chloride; 4-methylmorpholine N-oxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; nickel dichloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; 1,2-dichloro-ethane; 4.1: Diels-Alder reaction / 11.1: Buchwald-Hartwig amidation;

DOI:10.1021/jo062064j

upstream raw materials:

3-benzyl-5-benzyloxy-1,8-bis-methoxymethoxymethyl-6-(toluene-4-sulfonyl)-1,2,3,6-tetrahydro-3,6-diaza-as-indacene

4-amino-3-benzyloxy-phenol

3-(benzyloxy)-4-nitrophenol

N-(2-benzyloxy-4-hydroxy-phenyl)-4-methyl-benzenesulfonamide

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