2-(naphthalene-1-sulfonylamino)-3-({5-[4-(1-trityl-1H-imidazol-2-ylamino)-butyl]-4,5-dihydro-isoxazole-3-carbonyl}-amino)-propionic acid

Base Information

Chemical Name:2-(naphthalene-1-sulfonylamino)-3-({5-[4-(1-trityl-1H-imidazol-2-ylamino)-butyl]-4,5-dihydro-isoxazole-3-carbonyl}-amino)-propionic acid
CAS No.:258845-42-0
Molecular Formula:C₄₃H₄₂N₆O₆S
Molecular Weight:770.909
Hs Code.:

2-(naphthalene-1-sulfonylamino)-3-({5-[4-(1-trityl-1<i>H</i>-imidazol-2-ylamino)-butyl]-4,5-dihydro-isoxazole-3-carbonyl}-amino)-propionic acid

Synonyms:2-(naphthalene-1-sulfonylamino)-3-({5-[4-(1-trityl-1H-imidazol-2-ylamino)-butyl]-4,5-dihydro-isoxazole-3-carbonyl}-amino)-propionic acid

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Chemical Property of 2-(naphthalene-1-sulfonylamino)-3-({5-[4-(1-trityl-1H-imidazol-2-ylamino)-butyl]-4,5-dihydro-isoxazole-3-carbonyl}-amino)-propionic acid

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Technology Process of 2-(naphthalene-1-sulfonylamino)-3-({5-[4-(1-trityl-1H-imidazol-2-ylamino)-butyl]-4,5-dihydro-isoxazole-3-carbonyl}-amino)-propionic acid

There total 9 articles about 2-(naphthalene-1-sulfonylamino)-3-({5-[4-(1-trityl-1H-imidazol-2-ylamino)-butyl]-4,5-dihydro-isoxazole-3-carbonyl}-amino)-propionic acid 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-(naphthalene-1-sulfonylamino)-3-({5-[4-(1-trityl-1H-imidazol-2-ylamino)-butyl]-4,5-dihydro-isoxazole-3-carbonyl}-amino)-propionic acid tert-butyl ester

: 258845-42-0
2-(naphthalene-1-sulfonylamino)-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:

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

: 258845-42-0
2-(naphthalene-1-sulfonylamino)-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: TBTU; Et₃N / dimethylformamide / 1.5 h / 20 °C

7: 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

Reference yield:

: 185563-78-4
ethyl 5-(4-oxobutyl)isoxazoline-3-carboxylate

: 258845-42-0
2-(naphthalene-1-sulfonylamino)-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: toluene / 27 h / Heating

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

3: 66 percent / 0.5M aq. LiOH / tetrahydrofuran

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

5: TFA / CH₂Cl₂ / 5 h / 20 °C

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