tert-butyl 6-(8-(benzo[d]thiazol-2-yl((2-(trimethylsilyl)ethoxy)methyl)carbamoyl)-3,4-dihydroisoquinolin-2(lH)-yl)-3-(3-phenoxyprop-1-ynyl)picolinate

Base Information

Chemical Name:tert-butyl 6-(8-(benzo[d]thiazol-2-yl((2-(trimethylsilyl)ethoxy)methyl)carbamoyl)-3,4-dihydroisoquinolin-2(lH)-yl)-3-(3-phenoxyprop-1-ynyl)picolinate
CAS No.:1286737-14-1
Molecular Formula:C₄₂H₄₆N₄O₅SSi
Molecular Weight:747.003
Hs Code.:

tert-butyl 6-(8-(benzo[d]thiazol-2-yl((2-(trimethylsilyl)ethoxy)methyl)carbamoyl)-3,4-dihydroisoquinolin-2(lH)-yl)-3-(3-phenoxyprop-1-ynyl)picolinate

Synonyms:tert-butyl 6-(8-(benzo[d]thiazol-2-yl((2-(trimethylsilyl)ethoxy)methyl)carbamoyl)-3,4-dihydroisoquinolin-2(lH)-yl)-3-(3-phenoxyprop-1-ynyl)picolinate

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Chemical Property of tert-butyl 6-(8-(benzo[d]thiazol-2-yl((2-(trimethylsilyl)ethoxy)methyl)carbamoyl)-3,4-dihydroisoquinolin-2(lH)-yl)-3-(3-phenoxyprop-1-ynyl)picolinate

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Technology Process of tert-butyl 6-(8-(benzo[d]thiazol-2-yl((2-(trimethylsilyl)ethoxy)methyl)carbamoyl)-3,4-dihydroisoquinolin-2(lH)-yl)-3-(3-phenoxyprop-1-ynyl)picolinate

There total 8 articles about tert-butyl 6-(8-(benzo[d]thiazol-2-yl((2-(trimethylsilyl)ethoxy)methyl)carbamoyl)-3,4-dihydroisoquinolin-2(lH)-yl)-3-(3-phenoxyprop-1-ynyl)picolinate 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:

: 878798-87-9
2-(tert-butoxycarbonyl)-1,2,3 ,4-tetrahydroisoquinoline-8-carboxylic acid

: 1286737-14-1
tert-butyl 6-(8-(benzo[d]thiazol-2-yl((2-(trimethylsilyl)ethoxy)methyl)carbamoyl)-3,4-dihydroisoquinolin-2(lH)-yl)-3-(3-phenoxyprop-1-ynyl)picolinate

: 1588534-89-7
C₄₂H₄₆N₄O₅SSi

Guidance literature:: Multi-step reaction with 4 steps

1.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / dichloromethane / 20 °C

2.1: hydrogenchloride / water; dichloromethane; diethyl ether / 20 °C

3.1: caesium carbonate / 12 h / 120 °C / Inert atmosphere; Molecular sieve

4.1: triethylamine / tetrahydrofuran / 1 h / 20 °C

4.2: 0.17 h / 20 °C

4.3: 1 h / 105 °C

With hydrogenchloride; dmap; caesium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane; water;
DOI:10.1021/ml500030p

Reference yield:

: 929000-66-8
3-bromo-6-chloropyridine-2-carboxylic acid

: 1286737-14-1
tert-butyl 6-(8-(benzo[d]thiazol-2-yl((2-(trimethylsilyl)ethoxy)methyl)carbamoyl)-3,4-dihydroisoquinolin-2(lH)-yl)-3-(3-phenoxyprop-1-ynyl)picolinate

: 1588534-89-7
C₄₂H₄₆N₄O₅SSi

Guidance literature:: Multi-step reaction with 3 steps

1.1: p-toluenesulfonyl chloride; pyridine / 12 h / 0 - 20 °C

2.1: caesium carbonate / 12 h / 120 °C / Inert atmosphere; Molecular sieve

3.1: triethylamine / tetrahydrofuran / 1 h / 20 °C

3.2: 0.17 h / 20 °C

3.3: 1 h / 105 °C

With pyridine; caesium carbonate; triethylamine; p-toluenesulfonyl chloride; In tetrahydrofuran;
DOI:10.1021/ml500030p

Reference yield:

: 13610-02-1
1-phenoxy-2-propyne

: 1235036-16-4
tert-butyl 6-(8-(benzo[d]thiazol-2-ylcarbamoyl)-3,4-dihydroisoquinolin-2(1H)-yl)-3-bromopicolinate

: 76513-69-4
(2-trimethylethylsilylethoxy)methyl chloride

: 1286737-14-1
tert-butyl 6-(8-(benzo[d]thiazol-2-yl((2-(trimethylsilyl)ethoxy)methyl)carbamoyl)-3,4-dihydroisoquinolin-2(lH)-yl)-3-(3-phenoxyprop-1-ynyl)picolinate

Guidance literature:: tert-butyl 6-(8-(benzo[d]thiazol-2-ylcarbamoyl)-3,4-dihydroisoquinolin-2(1H)-yl)-3-bromopicolinate; (2-trimethylethylsilylethoxy)methyl chloride; With triethylamine; In tetrahydrofuran; at 20 ℃; for 1h;

1-phenoxy-2-propyne; dichloro bis(acetonitrile) palladium(II); XPhos; In propiononitrile; at 105 ℃; for 1h;