tert-butyl (4R)-4-{N-[N-(benzyloxycarbonyl)-α-tert-butyl-L-γ-glutamyl]amino}-4-(5-tetrazolyl)butyrate

Base Information

Chemical Name:tert-butyl (4R)-4-{N-[N-(benzyloxycarbonyl)-α-tert-butyl-L-γ-glutamyl]amino}-4-(5-tetrazolyl)butyrate
CAS No.:174488-22-3
Molecular Formula:C₂₆H₃₈N₆O₇
Molecular Weight:546.624
Hs Code.:

Synonyms:tert-butyl (4R)-4-{N-[N-(benzyloxycarbonyl)-α-tert-butyl-L-γ-glutamyl]amino}-4-(5-tetrazolyl)butyrate

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Chemical Property of tert-butyl (4R)-4-{N-[N-(benzyloxycarbonyl)-α-tert-butyl-L-γ-glutamyl]amino}-4-(5-tetrazolyl)butyrate

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Technology Process of tert-butyl (4R)-4-{N-[N-(benzyloxycarbonyl)-α-tert-butyl-L-γ-glutamyl]amino}-4-(5-tetrazolyl)butyrate

There total 7 articles about tert-butyl (4R)-4-{N-[N-(benzyloxycarbonyl)-α-tert-butyl-L-γ-glutamyl]amino}-4-(5-tetrazolyl)butyrate 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:

: 51644-83-8
N-(benzyloxy)carbonyl-D-glutamic acid 5-tert-butyl ester

: 174488-22-3
tert-butyl (4R)-4-{N-[N-(benzyloxycarbonyl)-α-tert-butyl-L-γ-glutamyl]amino}-4-(5-tetrazolyl)butyrate

Guidance literature:: Multi-step reaction with 6 steps

1: Et₃N / tetrahydrofuran / 0.17 h / -15 °C

2: NH₃ / tetrahydrofuran / 0.5 h / -5 - 5 °C

3: 86 percent / POCl₃; pyridine / CH₂Cl₂ / 15 h / 20 °C

4: 84 percent / NaN₃; NH₄Cl / dimethylformamide / 20 h / 90 - 95 °C

5: 91 percent / H₂ / 10percent Pd/C / ethanol / 16 h / 20 °C

6: tetrahydrofuran / 4.75 h / -20 - 20 °C

With pyridine; sodium azide; ammonia; hydrogen; ammonium chloride; triethylamine; trichlorophosphate; 10percent Pd/C; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm991119p

Reference yield:

: 77340-94-4
tert-butyl (4R)-4-(benzyloxycarbonylamino)-4-carbamoylbutyrate

: 174488-22-3
tert-butyl (4R)-4-{N-[N-(benzyloxycarbonyl)-α-tert-butyl-L-γ-glutamyl]amino}-4-(5-tetrazolyl)butyrate

Guidance literature:: Multi-step reaction with 4 steps

1: 86 percent / POCl₃; pyridine / CH₂Cl₂ / 15 h / 20 °C

2: 84 percent / NaN₃; NH₄Cl / dimethylformamide / 20 h / 90 - 95 °C

3: 91 percent / H₂ / 10percent Pd/C / ethanol / 16 h / 20 °C

4: tetrahydrofuran / 4.75 h / -20 - 20 °C

With pyridine; sodium azide; hydrogen; ammonium chloride; trichlorophosphate; 10percent Pd/C; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm991119p

Reference yield:

: 174488-19-8
tert-butyl (4R)-4-(benzyloxycarbonylamino)-4-cyanobutyrate

: 174488-22-3
tert-butyl (4R)-4-{N-[N-(benzyloxycarbonyl)-α-tert-butyl-L-γ-glutamyl]amino}-4-(5-tetrazolyl)butyrate

Guidance literature:: Multi-step reaction with 3 steps

1: 84 percent / NaN₃; NH₄Cl / dimethylformamide / 20 h / 90 - 95 °C

2: 91 percent / H₂ / 10percent Pd/C / ethanol / 16 h / 20 °C

3: tetrahydrofuran / 4.75 h / -20 - 20 °C

With sodium azide; hydrogen; ammonium chloride; 10percent Pd/C; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide;
DOI:10.1021/jm991119p