2-(2-{2'-[1-tert-butoxycarbonylamino-2-(tert-butyl-diphenyl-silanyloxy)-2-phenyl-ethyl]-[2,4']bithiazolyl-4-yl}-6-formyl-pyridin-3-yl)-thiazole-4-carboxylic acid ethyl ester

Base Information

• Chemical Name: 2-(2-{2'-[1-tert-butoxycarbonylamino-2-(tert-butyl-diphenyl-silanyloxy)-2-phenyl-ethyl]-[2,4']bithiazolyl-4-yl}-6-formyl-pyridin-3-yl)-thiazole-4-carboxylic acid ethyl ester
• CAS No.: 1025910-47-7
• Molecular Formula: C₄₇H₄₇N₅O₆S₃Si
• Molecular Weight: 902.204
• Mol file: 1025910-47-7.mol

Synonyms:2-(2-{2'-[1-tert-butoxycarbonylamino-2-(tert-butyl-diphenyl-silanyloxy)-2-phenyl-ethyl]-[2,4']bithiazolyl-4-yl}-6-formyl-pyridin-3-yl)-thiazole-4-carboxylic acid ethyl ester

Chemical Property of 2-(2-{2'-[1-tert-butoxycarbonylamino-2-(tert-butyl-diphenyl-silanyloxy)-2-phenyl-ethyl]-[2,4']bithiazolyl-4-yl}-6-formyl-pyridin-3-yl)-thiazole-4-carboxylic acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(2-{2'-[1-tert-butoxycarbonylamino-2-(tert-butyl-diphenyl-silanyloxy)-2-phenyl-ethyl]-[2,4']bithiazolyl-4-yl}-6-formyl-pyridin-3-yl)-thiazole-4-carboxylic acid ethyl ester

There total 12 articles about 2-(2-{2'-[1-tert-butoxycarbonylamino-2-(tert-butyl-diphenyl-silanyloxy)-2-phenyl-ethyl]-[2,4']bithiazolyl-4-yl}-6-formyl-pyridin-3-yl)-thiazole-4-carboxylic acid ethyl 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:

2-(2-{2'-[1-tert-butoxycarbonylamino-2-(tert-butyl-diphenyl-silanyloxy)-2-phenyl-ethyl]-[2,4']bithiazolyl-4-yl}-6-dimethoxymethyl-pyridin-3-yl)-thiazole-4-carboxylic acid ethyl ester (1027139-54-3) → 2-(2-{2'-[1-tert-butoxycarbonylamino-2-(tert-butyl-diphenyl-silanyloxy)-2-phenyl-ethyl]-[2,4']bithiazolyl-4-yl}-6-formyl-pyridin-3-yl)-thiazole-4-carboxylic acid ethyl ester (1025910-47-7)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; at 20 ℃;

Reference yield:

(S)-2,2-dimethyl-oxazolidine-3,4-dicarboxylic acid 3-tert-butyl ester 4-methyl ester (95715-86-9,108149-60-6) → 2-(2-{2'-[1-tert-butoxycarbonylamino-2-(tert-butyl-diphenyl-silanyloxy)-2-phenyl-ethyl]-[2,4']bithiazolyl-4-yl}-6-formyl-pyridin-3-yl)-thiazole-4-carboxylic acid ethyl ester (1025910-47-7)

Guidance literature:

Multi-step reaction with 13 steps

1.1: DIBAL-H / toluene / 0.75 h / -78 °C

2.1: diethyl ether / 1 h / 0 °C

3.1: 100 percent / imidazole / CHCl₃ / 0 - 20 °C

4.1: trifluoroacetic acid / CHCl₃ / 1 h / 20 °C

5.1: 92 percent / acetone / 2 h / 0 °C / Jones reagent

6.1: ClCOOEt; Et₃N / tetrahydrofuran / 0.25 h / 0 °C

6.2: 77 percent / aq. NH₃ / tetrahydrofuran / 0.25 h / 0 °C

7.1: 100 percent / 1,2-dimethoxy-ethane / 20 °C / Lawesson's reagent

8.1: KHCO₃ / 1,2-dimethoxy-ethane / 1 h / 0 °C

8.2: trifluoroacetic anhydride; pyridine / 1,2-dimethoxy-ethane / 2 h / 0 °C

8.3: 68 percent / aq. NH₃ / ethyl acetate / 0.25 h / 0 °C

9.1: 100 percent / LiOH / methanol / 0 - 20 °C

10.1: ClCOOEt; Et₃N / tetrahydrofuran / 0.25 h / 0 °C

10.2: 94 percent / aq. NH₃ / tetrahydrofuran / 0.25 h / 0 °C

11.1: 92 percent / dioxane / 3 h / 70 °C / Lawesson's reagent

12.1: KHCO₃ / 1,2-dimethoxy-ethane / 0 - 20 °C

12.2: trifluoroacetic anhydride; pyridine / 1,2-dimethoxy-ethane / 2 h / 0 °C

12.3: 66 percent / aq. NH₃ / 0.25 h / 0 °C

13.1: aq. HCl / tetrahydrofuran / 20 °C

With 1H-imidazole; hydrogenchloride; lithium hydroxide; chloroformic acid ethyl ester; diisobutylaluminium hydride; potassium hydrogencarbonate; triethylamine; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; methanol; 1,2-dimethoxyethane; diethyl ether; chloroform; acetone; toluene; 1.1: Reduction / 2.1: Grignard reaction / 3.1: Substitution / 4.1: Substitution / 5.1: Oxidation / 6.1: Acylation / 6.2: Substitution / 7.1: Substitution / 8.1: Alkylation / 8.2: Cyclization / 8.3: thiazolation / 9.1: Hydrolysis / 10.1: Acylation / 10.2: amidation / 11.1: Substitution / 12.1: Alkylation / 12.2: Cyclization / 12.3: thiazolation / 13.1: Hydrolysis;

Reference yield:

(4S)-4-formyl-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester (102308-32-7) → 2-(2-{2'-[1-tert-butoxycarbonylamino-2-(tert-butyl-diphenyl-silanyloxy)-2-phenyl-ethyl]-[2,4']bithiazolyl-4-yl}-6-formyl-pyridin-3-yl)-thiazole-4-carboxylic acid ethyl ester (1025910-47-7)

Guidance literature:

Multi-step reaction with 12 steps

1.1: diethyl ether / 1 h / 0 °C

2.1: 100 percent / imidazole / CHCl₃ / 0 - 20 °C

3.1: trifluoroacetic acid / CHCl₃ / 1 h / 20 °C

4.1: 92 percent / acetone / 2 h / 0 °C / Jones reagent

5.1: ClCOOEt; Et₃N / tetrahydrofuran / 0.25 h / 0 °C

5.2: 77 percent / aq. NH₃ / tetrahydrofuran / 0.25 h / 0 °C

6.1: 100 percent / 1,2-dimethoxy-ethane / 20 °C / Lawesson's reagent

7.1: KHCO₃ / 1,2-dimethoxy-ethane / 1 h / 0 °C

7.2: trifluoroacetic anhydride; pyridine / 1,2-dimethoxy-ethane / 2 h / 0 °C

7.3: 68 percent / aq. NH₃ / ethyl acetate / 0.25 h / 0 °C

8.1: 100 percent / LiOH / methanol / 0 - 20 °C

9.1: ClCOOEt; Et₃N / tetrahydrofuran / 0.25 h / 0 °C

9.2: 94 percent / aq. NH₃ / tetrahydrofuran / 0.25 h / 0 °C

10.1: 92 percent / dioxane / 3 h / 70 °C / Lawesson's reagent

11.1: KHCO₃ / 1,2-dimethoxy-ethane / 0 - 20 °C

11.2: trifluoroacetic anhydride; pyridine / 1,2-dimethoxy-ethane / 2 h / 0 °C

11.3: 66 percent / aq. NH₃ / 0.25 h / 0 °C

12.1: aq. HCl / tetrahydrofuran / 20 °C

With 1H-imidazole; hydrogenchloride; lithium hydroxide; chloroformic acid ethyl ester; potassium hydrogencarbonate; triethylamine; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; methanol; 1,2-dimethoxyethane; diethyl ether; chloroform; acetone; 1.1: Grignard reaction / 2.1: Substitution / 3.1: Substitution / 4.1: Oxidation / 5.1: Acylation / 5.2: Substitution / 6.1: Substitution / 7.1: Alkylation / 7.2: Cyclization / 7.3: thiazolation / 8.1: Hydrolysis / 9.1: Acylation / 9.2: amidation / 10.1: Substitution / 11.1: Alkylation / 11.2: Cyclization / 11.3: thiazolation / 12.1: Hydrolysis;

upstream raw materials:

2-(2-{2'-[1-tert-butoxycarbonylamino-2-(tert-butyl-diphenyl-silanyloxy)-2-phenyl-ethyl]-[2,4']bithiazolyl-4-yl}-6-dimethoxymethyl-pyridin-3-yl)-thiazole-4-carboxylic acid ethyl ester

(S)-2,2-dimethyl-oxazolidine-3,4-dicarboxylic acid 3-tert-butyl ester 4-methyl ester

(4S)-4-formyl-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

(S)-tert-butyl 4-((S)-hydroxy(phenyl)methyl)-2,2-dimethyloxazolidine-3-carboxylate

Downstream raw materials:

C₅₂H₅₁N₇O₈S₄Si

C₅₈H₅₄N₆O₈S₄Si