(+/-)-4-<<2-(1,1-dimethylethyl)-2H-tetrazol-5-yl>methyl>-α-aminobenzenepropanoic acid phenylmethyl ester p-toluenesulfonate

Base Information

Chemical Name:(+/-)-4-<<2-(1,1-dimethylethyl)-2H-tetrazol-5-yl>methyl>-α-aminobenzenepropanoic acid phenylmethyl ester p-toluenesulfonate
CAS No.:127152-85-6
Molecular Formula:C₇H₈O₃S*C₂₂H₂₇N₅O₂
Molecular Weight:565.693
Hs Code.:

Synonyms:(+/-)-4-<<2-(1,1-dimethylethyl)-2H-tetrazol-5-yl>methyl>-α-aminobenzenepropanoic acid phenylmethyl ester p-toluenesulfonate

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Chemical Property of (+/-)-4-<<2-(1,1-dimethylethyl)-2H-tetrazol-5-yl>methyl>-α-aminobenzenepropanoic acid phenylmethyl ester p-toluenesulfonate

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Technology Process of (+/-)-4-<<2-(1,1-dimethylethyl)-2H-tetrazol-5-yl>methyl>-α-aminobenzenepropanoic acid phenylmethyl ester p-toluenesulfonate

There total 7 articles about (+/-)-4-<<2-(1,1-dimethylethyl)-2H-tetrazol-5-yl>methyl>-α-aminobenzenepropanoic acid phenylmethyl ester p-toluenesulfonate 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: 67.0%

: 127152-72-1
(+/-)-4-<<2-(1,1-dimethylethyl)-2H-tetrazol-5-yl>methyl>-α-<(diphenylmethylene)amino>benzenepropanoic acid phenylmethyl ester

: 104-15-4
toluene-4-sulfonic acid

: 127152-85-6
(+/-)-4-<<2-(1,1-dimethylethyl)-2H-tetrazol-5-yl>methyl>-α-aminobenzenepropanoic acid phenylmethyl ester p-toluenesulfonate

Guidance literature:: In water; acetonitrile; for 2h; Ambient temperature;
DOI:10.1021/jm00107a037

Reference yield:

: 16532-79-9
4-Bromophenylacetonitrile

: 127152-85-6
(+/-)-4-<<2-(1,1-dimethylethyl)-2H-tetrazol-5-yl>methyl>-α-aminobenzenepropanoic acid phenylmethyl ester p-toluenesulfonate

Guidance literature:: Multi-step reaction with 7 steps

1: 44 percent / NaN₃, NH₄Cl / dimethylformamide / 48 h / 90 °C

2: 54 percent / conc. H₂SO₄ / trifluoroacetic acid / 24 h

3: 49 percent / Ph₃P, tributylamine, tert-BuOH, bis(triphenylphosphinepalladium)dichloride / 48 h / 100 °C / 10343 Torr

4: 70 percent / diisobutylaluminium hydride (DIBAL) / toluene / 0 - 20 °C

5: 54 percent / Ph₃P, CBr₄ / diethyl ether / 3 h

6: 50 percent / 10percent aq. NaOH / tetrabutyl ammonium sulfate / CH₂Cl₂ / 5 h / Ambient temperature

7: 67 percent / acetonitrile; H₂O / 2 h / Ambient temperature

With bis-triphenylphosphine-palladium(II) chloride; sodium hydroxide; sodium azide; tributyl-amine; carbon tetrabromide; sulfuric acid; diisobutylaluminium hydride; ammonium chloride; triphenylphosphine; tert-butyl alcohol; tetra(n-butyl)ammonium hydrogensulfate; In diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; toluene; acetonitrile; trifluoroacetic acid;
DOI:10.1021/jm00107a037

Reference yield:

: 127152-64-1
5-<(4-bromophenyl)methyl>-2H-tetrazole

: 127152-85-6
(+/-)-4-<<2-(1,1-dimethylethyl)-2H-tetrazol-5-yl>methyl>-α-aminobenzenepropanoic acid phenylmethyl ester p-toluenesulfonate

Guidance literature:: Multi-step reaction with 6 steps

1: 54 percent / conc. H₂SO₄ / trifluoroacetic acid / 24 h

2: 49 percent / Ph₃P, tributylamine, tert-BuOH, bis(triphenylphosphinepalladium)dichloride / 48 h / 100 °C / 10343 Torr

3: 70 percent / diisobutylaluminium hydride (DIBAL) / toluene / 0 - 20 °C

4: 54 percent / Ph₃P, CBr₄ / diethyl ether / 3 h

5: 50 percent / 10percent aq. NaOH / tetrabutyl ammonium sulfate / CH₂Cl₂ / 5 h / Ambient temperature

6: 67 percent / acetonitrile; H₂O / 2 h / Ambient temperature

With bis-triphenylphosphine-palladium(II) chloride; sodium hydroxide; tributyl-amine; carbon tetrabromide; sulfuric acid; diisobutylaluminium hydride; triphenylphosphine; tert-butyl alcohol; tetra(n-butyl)ammonium hydrogensulfate; In diethyl ether; dichloromethane; water; toluene; acetonitrile; trifluoroacetic acid;
DOI:10.1021/jm00107a037