diethyl N-<4-(trans-2<(t-butyldimethylsilyloxy)methyl>cyclobutyl)benzoyl>-L-glutamate

Base Information

Chemical Name:diethyl N-<4-(trans-2<(t-butyldimethylsilyloxy)methyl>cyclobutyl)benzoyl>-L-glutamate
CAS No.:173037-24-6
Molecular Formula:C₂₇H₄₃NO₆Si
Molecular Weight:505.727
Hs Code.:

Synonyms:diethyl N-<4-(trans-2<(t-butyldimethylsilyloxy)methyl>cyclobutyl)benzoyl>-L-glutamate

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Chemical Property of diethyl N-<4-(trans-2<(t-butyldimethylsilyloxy)methyl>cyclobutyl)benzoyl>-L-glutamate

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Technology Process of diethyl N-<4-(trans-2<(t-butyldimethylsilyloxy)methyl>cyclobutyl)benzoyl>-L-glutamate

There total 6 articles about diethyl N-<4-(trans-2<(t-butyldimethylsilyloxy)methyl>cyclobutyl)benzoyl>-L-glutamate 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:

: 31736-73-9
4-bromophenyl 2-chloroethyl ketone

: 173037-24-6
diethyl N-<4-(trans-2<(t-butyldimethylsilyloxy)methyl>cyclobutyl)benzoyl>-L-glutamate

Guidance literature:: Multi-step reaction with 9 steps

1: 94 percent / NaBH₄ / tetrahydrofuran; ethanol / 0.17 h / -5 °C

2: 94 percent / 48percent aq. HBr / 3 h / Ambient temperature

3: 50 percent / NaH / dioxane / 6 h / Heating

4: aq.LiCl / dimethylsulfoxide / 4 h / Heating

5: 2M NaOEt / 24 h / Ambient temperature

6: BH₃ / tetrahydrofuran / 16 h / 0 - 20 °C

7: 95 percent / Et₃N, 4-(dimethylamino)pyridine / CH₂Cl₂ / 16 h / Ambient temperature

8: 1.) n-BuLi / 1.) hexane, THF, from -78 deg C to -10 deg C, 2.) THF, hexane, 45 min

9: 1-hydroxybenzotriazole, diisopropylethylamine, 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide / dimethylformamide / 18 h / Ambient temperature

With dmap; sodium tetrahydroborate; n-butyllithium; borane; hydrogen bromide; sodium ethanolate; sodium hydride; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; N-ethyl-N,N-diisopropylamine; lithium chloride; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1002/jhet.5570320514

Reference yield:

: 173037-26-8
1-bromo-4-(1-bromo-3-chloropropyl)benzene

: 173037-24-6
diethyl N-<4-(trans-2<(t-butyldimethylsilyloxy)methyl>cyclobutyl)benzoyl>-L-glutamate

Guidance literature:: Multi-step reaction with 7 steps

1: 50 percent / NaH / dioxane / 6 h / Heating

2: aq.LiCl / dimethylsulfoxide / 4 h / Heating

3: 2M NaOEt / 24 h / Ambient temperature

4: BH₃ / tetrahydrofuran / 16 h / 0 - 20 °C

5: 95 percent / Et₃N, 4-(dimethylamino)pyridine / CH₂Cl₂ / 16 h / Ambient temperature

6: 1.) n-BuLi / 1.) hexane, THF, from -78 deg C to -10 deg C, 2.) THF, hexane, 45 min

7: 1-hydroxybenzotriazole, diisopropylethylamine, 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide / dimethylformamide / 18 h / Ambient temperature

With dmap; n-butyllithium; borane; sodium ethanolate; sodium hydride; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; N-ethyl-N,N-diisopropylamine; lithium chloride; In tetrahydrofuran; 1,4-dioxane; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1002/jhet.5570320514

Reference yield:

: trans-2-(4-bromophenyl)cyclobutane carboxylic acid

: 173037-24-6
diethyl N-<4-(trans-2<(t-butyldimethylsilyloxy)methyl>cyclobutyl)benzoyl>-L-glutamate

Guidance literature:: Multi-step reaction with 4 steps

1: BH₃ / tetrahydrofuran / 16 h / 0 - 20 °C

2: 95 percent / Et₃N, 4-(dimethylamino)pyridine / CH₂Cl₂ / 16 h / Ambient temperature

3: 1.) n-BuLi / 1.) hexane, THF, from -78 deg C to -10 deg C, 2.) THF, hexane, 45 min

4: 1-hydroxybenzotriazole, diisopropylethylamine, 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide / dimethylformamide / 18 h / Ambient temperature

With dmap; n-butyllithium; borane; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/jhet.5570320514