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]-, 1,1-dimethylethyl ester

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]-, 1,1-dimethylethyl ester
CAS No.:185563-99-9
Molecular Formula:C46H54N6O6S
Molecular Weight:819.037
Hs Code.:
Mol file:185563-99-9.mol

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]-,
1,1-dimethylethyl ester

Synonyms:

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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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]-, 1,1-dimethylethyl ester

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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]-, 1,1-dimethylethyl ester

There total 11 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]-, 1,1-dimethylethyl 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: 83.0%

: 185563-98-8
3S-3-amino-2-(2,4,6-trimethylbenzenesulfonylamino)propionic acid tert-butyl ester

: 185563-95-5
5-[4-(1-triphenylmethylimidazol-2-ylamino)butyl]isoxazoline-3-carboxylic acid

: 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

Guidance literature:: With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 1.5h;
DOI:10.1021/jm9900321

Reference yield:

: 773-64-8
2-mesitylenesulphonyl chloride

: 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

Guidance literature:: Multi-step reaction with 4 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

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

Reference yield:

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

: 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

Guidance literature:: Multi-step reaction with 6 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

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