(2S,5S,6E)-2,5-bis[3-(triisopropylsilyloxy)propyl]-1-(4-benzyloxyphenylacetyl)-7-(o-nitrobenzenesulfonyl)-1,4,7-triazacycloundec-9-en-3-one

Base Information

Chemical Name:(2S,5S,6E)-2,5-bis[3-(triisopropylsilyloxy)propyl]-1-(4-benzyloxyphenylacetyl)-7-(o-nitrobenzenesulfonyl)-1,4,7-triazacycloundec-9-en-3-one
CAS No.:945493-03-8
Molecular Formula:C₅₃H₈₂N₄O₉SSi₂
Molecular Weight:1007.49
Hs Code.:

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

There total 21 articles about (2S,5S,6E)-2,5-bis[3-(triisopropylsilyloxy)propyl]-1-(4-benzyloxyphenylacetyl)-7-(o-nitrobenzenesulfonyl)-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: 69.0%

: 945492-95-5
(2S)-2-[N-allyl-3-(4-benzyloxyphenyl)acetamido]-N-[(2S)-1-(N-allyl-o-nitrophenylsulfonamido)-5-triisopropylsilyloxypentan-2-yl]-5-triisopropylsilyloxypentanamide

: 945493-03-8
(2S,5S,6E)-2,5-bis[3-(triisopropylsilyloxy)propyl]-1-(4-benzyloxyphenylacetyl)-7-(o-nitrobenzenesulfonyl)-1,4,7-triazacycloundec-9-en-3-one

Guidance literature:: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In dichloromethane; at 40 ℃;
DOI:10.1039/b702649h

Reference yield:

: C₁₆H₂₇NO₈

: 945493-03-8
(2S,5S,6E)-2,5-bis[3-(triisopropylsilyloxy)propyl]-1-(4-benzyloxyphenylacetyl)-7-(o-nitrobenzenesulfonyl)-1,4,7-triazacycloundec-9-en-3-one

Guidance literature:: Multi-step reaction with 6 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: 1.11 g / 1-hydroxy-7-azabenzotriazole; HATU; DIEA / dimethylformamide / 20 °C

6.1: 69 percent / Grubb's second generation catalyst / CH₂Cl₂ / 40 °C

With sodium tetrahydroborate; 1-hydroxy-7-aza-benzotriazole; di-isopropyl azodicarboxylate; 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; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; 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

: 945493-03-8
(2S,5S,6E)-2,5-bis[3-(triisopropylsilyloxy)propyl]-1-(4-benzyloxyphenylacetyl)-7-(o-nitrobenzenesulfonyl)-1,4,7-triazacycloundec-9-en-3-one

Guidance literature:: Multi-step reaction with 11 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: 1.11 g / 1-hydroxy-7-azabenzotriazole; HATU; DIEA / dimethylformamide / 20 °C

11.1: 69 percent / Grubb's second generation catalyst / CH₂Cl₂ / 40 °C

With sodium tetrahydroborate; 1-hydroxy-7-aza-benzotriazole; di-isopropyl azodicarboxylate; sulfuric acid; hydrogen; potassium carbonate; 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; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene; 8.1: Mitsunobu reaction;
DOI:10.1039/b702649h