L-Alanine, 3-[[[4,5-dihydro-5-[4-[[1-(triphenylmethyl)-1H-imidazol-2-yl]amino]butyl]- 3-isoxazolyl]carbonyl]amino]-N-[(2,4,6-trimethylphenyl)sulfonyl]-

Base Information

Chemical Name:L-Alanine, 3-[[[4,5-dihydro-5-[4-[[1-(triphenylmethyl)-1H-imidazol-2-yl]amino]butyl]- 3-isoxazolyl]carbonyl]amino]-N-[(2,4,6-trimethylphenyl)sulfonyl]-
CAS No.:185564-00-5
Molecular Formula:C42H46N6O6S
Molecular Weight:762.93
Hs Code.:

L-Alanine,
3-[[[4,5-dihydro-5-[4-[[1-(triphenylmethyl)-1H-imidazol-2-yl]amino]butyl]-
3-isoxazolyl]carbonyl]amino]-N-[(2,4,6-trimethylphenyl)sulfonyl]-

Synonyms:

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Chemical Property of L-Alanine, 3-[[[4,5-dihydro-5-[4-[[1-(triphenylmethyl)-1H-imidazol-2-yl]amino]butyl]- 3-isoxazolyl]carbonyl]amino]-N-[(2,4,6-trimethylphenyl)sulfonyl]-

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Technology Process of L-Alanine, 3-[[[4,5-dihydro-5-[4-[[1-(triphenylmethyl)-1H-imidazol-2-yl]amino]butyl]- 3-isoxazolyl]carbonyl]amino]-N-[(2,4,6-trimethylphenyl)sulfonyl]-

There total 13 articles about L-Alanine, 3-[[[4,5-dihydro-5-[4-[[1-(triphenylmethyl)-1H-imidazol-2-yl]amino]butyl]- 3-isoxazolyl]carbonyl]amino]-N-[(2,4,6-trimethylphenyl)sulfonyl]- 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: 73.0%

: 185563-99-9
2-(2,4,6-trimethyl-benzenesulfonylamino)-3-({5-[4-(1-trityl-1H-imidazol-2-ylamino)-butyl]-4,5-dihydro-isoxazole-3-carbonyl}-amino)-propionic acid tert-butyl ester

: 185564-00-5
2-(2,4,6-trimethyl-benzenesulfonylamino)-3-({5-[4-(1-trityl-1H-imidazol-2-ylamino)-butyl]-4,5-dihydro-isoxazole-3-carbonyl}-amino)-propionic acid

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 5h;
DOI:10.1021/jm9900321

Reference yield:

: 773-64-8
2-mesitylenesulphonyl chloride

: 185564-00-5
2-(2,4,6-trimethyl-benzenesulfonylamino)-3-({5-[4-(1-trityl-1H-imidazol-2-ylamino)-butyl]-4,5-dihydro-isoxazole-3-carbonyl}-amino)-propionic acid

Guidance literature:: Multi-step reaction with 5 steps

1: 72 percent / Et₃N / tetrahydrofuran; H₂O / 3.5 h / 20 °C

2: 83 percent / aq. NaOH; Br₂ / 1 h / 85 °C

3: 63 percent / H₂SO₄ / dioxane / 114 h

4: 83 percent / TBTU; Et₃N / dimethylformamide / 1.5 h / 20 °C

5: 73 percent / TFA / CH₂Cl₂ / 5 h / 20 °C

With sodium hydroxide; sulfuric acid; bromine; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide; 1: sulfonylation / 2: Hoffmann's degradation / 3: Esterification / 4: Condensation / 5: acidolysis;
DOI:10.1021/jm9900321

Reference yield:

: 821-41-0
5-Hexen-1-ol

: 185564-00-5
2-(2,4,6-trimethyl-benzenesulfonylamino)-3-({5-[4-(1-trityl-1H-imidazol-2-ylamino)-butyl]-4,5-dihydro-isoxazole-3-carbonyl}-amino)-propionic acid

Guidance literature:: Multi-step reaction with 7 steps

1: 86 percent / aq. NaHCO₃ / tetrahydrofuran / 0 - 20 °C

2: oxalyl chloride; DMSO / CH₂Cl₂

3: toluene / 27 h / Heating

4: NaBH(OAc)3 / toluene / 20 h

5: 66 percent / 0.5M aq. LiOH / tetrahydrofuran

6: 83 percent / TBTU; Et₃N / dimethylformamide / 1.5 h / 20 °C

7: 73 percent / TFA / CH₂Cl₂ / 5 h / 20 °C

With lithium hydroxide; oxalyl dichloride; sodium tris(acetoxy)borohydride; sodium hydrogencarbonate; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; dimethyl sulfoxide; triethylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene; 1: cyclocondensation / 2: Oxidation / 3: Condensation / 4: Reduction / 5: Hydrolysis / 6: Condensation / 7: acidolysis;
DOI:10.1021/jm9900321