(2S,5S,6E)-2,5-bis[3-(triisopropylsilyloxy)propyl]-1-[3-(4-benzyloxyphenyl)propionyl]-7-(2-naphthylacetyl)-1,4,7-triazacycloundec-9-en-3-one

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Chemical Name:(2S,5S,6E)-2,5-bis[3-(triisopropylsilyloxy)propyl]-1-[3-(4-benzyloxyphenyl)propionyl]-7-(2-naphthylacetyl)-1,4,7-triazacycloundec-9-en-3-one
CAS No.:945493-07-2
Molecular Formula:C₆₀H₈₉N₃O₆Si₂
Molecular Weight:1004.55
Hs Code.:

Synonyms:(2S,5S,6E)-2,5-bis[3-(triisopropylsilyloxy)propyl]-1-[3-(4-benzyloxyphenyl)propionyl]-7-(2-naphthylacetyl)-1,4,7-triazacycloundec-9-en-3-one

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Chemical Property of (2S,5S,6E)-2,5-bis[3-(triisopropylsilyloxy)propyl]-1-[3-(4-benzyloxyphenyl)propionyl]-7-(2-naphthylacetyl)-1,4,7-triazacycloundec-9-en-3-one

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Technology Process of (2S,5S,6E)-2,5-bis[3-(triisopropylsilyloxy)propyl]-1-[3-(4-benzyloxyphenyl)propionyl]-7-(2-naphthylacetyl)-1,4,7-triazacycloundec-9-en-3-one

There total 20 articles about (2S,5S,6E)-2,5-bis[3-(triisopropylsilyloxy)propyl]-1-[3-(4-benzyloxyphenyl)propionyl]-7-(2-naphthylacetyl)-1,4,7-triazacycloundec-9-en-3-one 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:

: C₁₆H₂₇NO₈

: 945493-07-2
(2S,5S,6E)-2,5-bis[3-(triisopropylsilyloxy)propyl]-1-[3-(4-benzyloxyphenyl)propionyl]-7-(2-naphthylacetyl)-1,4,7-triazacycloundec-9-en-3-one

Guidance literature:: Multi-step reaction with 8 steps

1.1: NaBH₄ / methanol; tetrahydrofuran

2.1: triethylamine / dimethylformamide / 5 h / 20 °C

2.2: 6.46 g / DIBAL-H / tetrahydrofuran; toluene / 1 h / 0 °C

3.1: 61 percent / triphenylphosphine; DIAD / toluene; tetrahydrofuran / 3 h / 20 °C

4.1: TFA / CH₂Cl₂ / 1 h / 0 °C

5.1: 3.24 g / 1-hydroxy-7-azabenzotriazole; HATU; DIEA / dimethylformamide / 20 °C

6.1: 13 percent / Grubb's first generation catalyst / CH₂Cl₂ / 12 h / 40 °C

7.1: mercaptoacetic acid; LiOH*H₂O / dimethylformamide / 1 h / 20 °C

8.1: 382 mg / HATU; triethylamine / dimethylformamide / 20 °C

With lithium hydroxide; sodium tetrahydroborate; 1-hydroxy-7-aza-benzotriazole; di-isopropyl azodicarboxylate; mercaptoacetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; trifluoroacetic acid; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; Grubbs catalyst first generation; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene; 3.1: Mitsunobu reaction;
DOI:10.1039/b702649h

Reference yield:

: 56-86-0,21675-62-7,23009-64-5,25104-13-6,84960-48-5,25513-46-6
L-glutamic acid

: 945493-07-2
(2S,5S,6E)-2,5-bis[3-(triisopropylsilyloxy)propyl]-1-[3-(4-benzyloxyphenyl)propionyl]-7-(2-naphthylacetyl)-1,4,7-triazacycloundec-9-en-3-one

Guidance literature:: Multi-step reaction with 13 steps

1.1: H₂SO₄

1.2: pyridine / ethanol

2.1: triethylamine / dimethylformamide

3.1: potassium carbonate / dimethylformamide

4.1: 42 g / H₂ / Pd/C / ethanol

5.1: triethylamine

6.1: NaBH₄ / methanol; tetrahydrofuran

7.1: triethylamine / dimethylformamide / 5 h / 20 °C

7.2: 6.46 g / DIBAL-H / tetrahydrofuran; toluene / 1 h / 0 °C

8.1: 61 percent / triphenylphosphine; DIAD / toluene; tetrahydrofuran / 3 h / 20 °C

9.1: TFA / CH₂Cl₂ / 1 h / 0 °C

10.1: 3.24 g / 1-hydroxy-7-azabenzotriazole; HATU; DIEA / dimethylformamide / 20 °C

11.1: 13 percent / Grubb's first generation catalyst / CH₂Cl₂ / 12 h / 40 °C

12.1: mercaptoacetic acid; LiOH*H₂O / dimethylformamide / 1 h / 20 °C

13.1: 382 mg / HATU; triethylamine / dimethylformamide / 20 °C

With lithium hydroxide; sodium tetrahydroborate; 1-hydroxy-7-aza-benzotriazole; di-isopropyl azodicarboxylate; sulfuric acid; hydrogen; potassium carbonate; mercaptoacetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; trifluoroacetic acid; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; palladium on activated charcoal; Grubbs catalyst first generation; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene; 8.1: Mitsunobu reaction;
DOI:10.1039/b702649h

Reference yield:

: 13154-24-0
triisopropylsilyl chloride

: 945493-07-2
(2S,5S,6E)-2,5-bis[3-(triisopropylsilyloxy)propyl]-1-[3-(4-benzyloxyphenyl)propionyl]-7-(2-naphthylacetyl)-1,4,7-triazacycloundec-9-en-3-one

Guidance literature:: Multi-step reaction with 7 steps

1.1: triethylamine / dimethylformamide / 5 h / 20 °C

1.2: 6.46 g / DIBAL-H / tetrahydrofuran; toluene / 1 h / 0 °C

2.1: 61 percent / triphenylphosphine; DIAD / toluene; tetrahydrofuran / 3 h / 20 °C

3.1: TFA / CH₂Cl₂ / 1 h / 0 °C

4.1: 3.24 g / 1-hydroxy-7-azabenzotriazole; HATU; DIEA / dimethylformamide / 20 °C

5.1: 13 percent / Grubb's first generation catalyst / CH₂Cl₂ / 12 h / 40 °C

6.1: mercaptoacetic acid; LiOH*H₂O / dimethylformamide / 1 h / 20 °C

7.1: 382 mg / HATU; triethylamine / dimethylformamide / 20 °C

With lithium hydroxide; 1-hydroxy-7-aza-benzotriazole; di-isopropyl azodicarboxylate; mercaptoacetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; trifluoroacetic acid; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; Grubbs catalyst first generation; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene; 2.1: Mitsunobu reaction;
DOI:10.1039/b702649h