(S)-2-tert-Butoxycarbonylamino-pentanedioic acid 5-benzyl ester 1-(2-trimethylsilanyl-ethyl) ester

Base Information

Chemical Name:(S)-2-tert-Butoxycarbonylamino-pentanedioic acid 5-benzyl ester 1-(2-trimethylsilanyl-ethyl) ester
CAS No.:172694-24-5
Molecular Formula:C₂₂H₃₅NO₆Si
Molecular Weight:437.608
Hs Code.:

Synonyms:(S)-2-tert-Butoxycarbonylamino-pentanedioic acid 5-benzyl ester 1-(2-trimethylsilanyl-ethyl) ester

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Chemical Property of (S)-2-tert-Butoxycarbonylamino-pentanedioic acid 5-benzyl ester 1-(2-trimethylsilanyl-ethyl) ester

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Technology Process of (S)-2-tert-Butoxycarbonylamino-pentanedioic acid 5-benzyl ester 1-(2-trimethylsilanyl-ethyl) ester

There total 1 articles about (S)-2-tert-Butoxycarbonylamino-pentanedioic acid 5-benzyl ester 1-(2-trimethylsilanyl-ethyl) 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: 93.0%

: 2916-68-9
2-(Trimethylsilyl)ethanol

: 13574-13-5
Boc-Glu(OBzl)-OH

: 172694-24-5
(S)-2-tert-Butoxycarbonylamino-pentanedioic acid 5-benzyl ester 1-(2-trimethylsilanyl-ethyl) ester

Guidance literature:: With pyridine; dicyclohexyl-carbodiimide; In acetonitrile; for 18h; Ambient temperature;
DOI:10.1021/jm970853a

Reference yield: 98.0%

: 172694-24-5
(S)-2-tert-Butoxycarbonylamino-pentanedioic acid 5-benzyl ester 1-(2-trimethylsilanyl-ethyl) ester

: (S)-2-Amino-pentanedioic acid 5-benzyl ester 1-(2-trimethylsilanyl-ethyl) ester; hydrochloride

Guidance literature:: With hydrogenchloride; In 1,4-dioxane;
DOI:10.1021/jm970853a

Reference yield:

: 172694-24-5
(S)-2-tert-Butoxycarbonylamino-pentanedioic acid 5-benzyl ester 1-(2-trimethylsilanyl-ethyl) ester

: (S)-4-[(S)-2-Acetylamino-3-(4-phosphonooxy-phenyl)-propionylamino]-4-[(2-ethoxycarbonyl-ethyl)-pentyl-carbamoyl]-butyric acid

Guidance literature:: Multi-step reaction with 9 steps

1: 98 percent / HCl / dioxane

2: 81 percent / (benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate (BOP), i-PrNEt₂ / dimethylformamide / 6 h

3: HCl / dioxane / 2 h

4: i-PrNEt₂ / CH₂Cl₂ / 24 h

5: 88 percent / DBU / CH₂Cl₂ / 3 h

6: 44 percent / HF*Py / CH₂Cl₂ / 2 h

7: 4-methylmorpholine / tetrahydrofuran / 0.08 h / -70 °C

8: tetrahydrofuran / 2.5 h / -50 °C

9: H₂ / 10percent Pd/C / ethanol / 6.5 h / 760 Torr

With 4-methyl-morpholine; hydrogenchloride; N,N-diethyl-N-isopropylamine; hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; pyridine hydrogenfluoride; 1,8-diazabicyclo[5.4.0]undec-7-ene; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm970853a