N-(3-(2-((tert-butyldiphenylsilyloxy)methyl)phenyl)but-3-enyl)-4-methylbenzenesulfonamide

Base Information

Chemical Name:N-(3-(2-((tert-butyldiphenylsilyloxy)methyl)phenyl)but-3-enyl)-4-methylbenzenesulfonamide
CAS No.:1628058-61-6
Molecular Formula:C₃₄H₃₉NO₃SSi
Molecular Weight:569.84
Hs Code.:

Synonyms:N-(3-(2-((tert-butyldiphenylsilyloxy)methyl)phenyl)but-3-enyl)-4-methylbenzenesulfonamide

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of N-(3-(2-((tert-butyldiphenylsilyloxy)methyl)phenyl)but-3-enyl)-4-methylbenzenesulfonamide

Chemical Property:

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Technology Process of N-(3-(2-((tert-butyldiphenylsilyloxy)methyl)phenyl)but-3-enyl)-4-methylbenzenesulfonamide

There total 13 articles about N-(3-(2-((tert-butyldiphenylsilyloxy)methyl)phenyl)but-3-enyl)-4-methylbenzenesulfonamide 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:

: 1628058-67-2
C₂₇H₃₃NOSi

: 98-59-9
p-toluenesulfonyl chloride

: 1628058-61-6
N-(3-(2-((tert-butyldiphenylsilyloxy)methyl)phenyl)but-3-enyl)-4-methylbenzenesulfonamide

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 0 - 20 ℃; for 3h;
DOI:10.1002/ejoc.201402157

Reference yield:

: 1628058-56-9
1-(2-((tert-butyldiphenylsilyloxy)methyl)phenyl)propane-1,3-diol

: 1628058-61-6
N-(3-(2-((tert-butyldiphenylsilyloxy)methyl)phenyl)but-3-enyl)-4-methylbenzenesulfonamide

Guidance literature:: Multi-step reaction with 8 steps

1.1: 1H-imidazole / dichloromethane / 1.17 h / 0 - 20 °C

2.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 3 h / -78 - 20 °C

2.2: 2 h / 25 °C

3.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.75 h / 0 °C

3.2: 23 °C

4.1: camphor-10-sulfonic acid / methanol / 0 °C

5.1: triethylamine; dmap / dichloromethane / 1 h / 0 - 20 °C

6.1: sodium azide / N,N-dimethyl-formamide / 8 h / 80 °C

7.1: triphenylphosphine / tetrahydrofuran; water / 12 h / 20 °C

8.1: triethylamine; dmap / dichloromethane / 3 h / 0 - 20 °C

With 1H-imidazole; dmap; sodium azide; oxalyl dichloride; camphor-10-sulfonic acid; dimethyl sulfoxide; triethylamine; triphenylphosphine; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; 2.1: |Swern Oxidation / 2.2: |Swern Oxidation;
DOI:10.1002/ejoc.201402157

Reference yield:

: 149170-33-2
(2-((tert-butyldiphenylsilyloxy)methyl)phenyl)methanol

: 1628058-61-6
N-(3-(2-((tert-butyldiphenylsilyloxy)methyl)phenyl)but-3-enyl)-4-methylbenzenesulfonamide

Guidance literature:: Multi-step reaction with 11 steps

1.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 3 h / -78 °C

1.2: 2 h / 20 °C

2.1: zinc / tetrahydrofuran / 0.5 h / 0 °C

3.1: osmium(VIII) oxide; sodium periodate; water / tetrahydrofuran; toluene / 24 h / 0 - 23 °C

3.2: 0.33 h / 0 - 25 °C

4.1: 1H-imidazole / dichloromethane / 1.17 h / 0 - 20 °C

5.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 3 h / -78 - 20 °C

5.2: 2 h / 25 °C

6.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.75 h / 0 °C

6.2: 23 °C

7.1: camphor-10-sulfonic acid / methanol / 0 °C

8.1: triethylamine; dmap / dichloromethane / 1 h / 0 - 20 °C

9.1: sodium azide / N,N-dimethyl-formamide / 8 h / 80 °C

10.1: triphenylphosphine / tetrahydrofuran; water / 12 h / 20 °C

11.1: triethylamine; dmap / dichloromethane / 3 h / 0 - 20 °C

With 1H-imidazole; dmap; sodium periodate; osmium(VIII) oxide; sodium azide; oxalyl dichloride; camphor-10-sulfonic acid; water; dimethyl sulfoxide; triethylamine; triphenylphosphine; lithium hexamethyldisilazane; zinc; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; 1.1: |Swern Oxidation / 1.2: |Swern Oxidation / 5.1: |Swern Oxidation / 5.2: |Swern Oxidation;
DOI:10.1002/ejoc.201402157