(3S)-3-[(tert-Butyloxycarbonyl)amino]-4-oxo-4-[[(S)-3-benzyl-2-oxopiperidin-3-yl]amino]butyric acid benzyl ester

Base Information

Chemical Name:(3S)-3-[(tert-Butyloxycarbonyl)amino]-4-oxo-4-[[(S)-3-benzyl-2-oxopiperidin-3-yl]amino]butyric acid benzyl ester
CAS No.:133230-52-1
Molecular Formula:C₂₈H₃₅N₃O₆
Molecular Weight:509.602
Hs Code.:
Mol file:133230-52-1.mol

Synonyms:(3S)-3-[(tert-Butyloxycarbonyl)amino]-4-oxo-4-[[(S)-3-benzyl-2-oxopiperidin-3-yl]amino]butyric acid benzyl ester

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Chemical Property of (3S)-3-[(tert-Butyloxycarbonyl)amino]-4-oxo-4-[[(S)-3-benzyl-2-oxopiperidin-3-yl]amino]butyric acid benzyl ester

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Technology Process of (3S)-3-[(tert-Butyloxycarbonyl)amino]-4-oxo-4-[[(S)-3-benzyl-2-oxopiperidin-3-yl]amino]butyric acid benzyl ester

There total 8 articles about (3S)-3-[(tert-Butyloxycarbonyl)amino]-4-oxo-4-[[(S)-3-benzyl-2-oxopiperidin-3-yl]amino]butyric acid benzyl 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:

: 63-91-2,25191-15-5,658-69-5,67675-33-6
L-phenylalanine

: 133230-52-1,133230-53-2
N-(Boc-Asp(OBn))-3-amino-3-b4enzyl-2-oxopiperidine

Guidance literature:: Multi-step reaction with 8 steps

1: 99 percent / triethylamine / dimethylformamide / 0 deg C and than r.t. overnight

2: 76 percent / p-toluenesulfonic acid monohydrate / toluene / 4 h / Heating; azeotropic removal of water

3: triethylamine, phosgene / acetonitrile; toluene / 2 h / 0 °C

4: concd. NH₄OH / tetrahydrofuran / Ambient temperature

5: 1.) dicyclohexylborane, 2.) H₂O₂ / 1.) THF, a) 0 deg C, 5 min, b) r.t., 1.5 h, 2.) pH 7 phosphate buffer, ethanol, r.t., overnight

6: 1.) triethylamine, pyridine/SO₃, 2.) triethylsilane, trifluoroacetic acid / 1.) DMSO, 20 min, 2.) methylene dichloride, r.t., 18 h

7: saturated aqueous Ba(OH)2 / methanol / 18 h / Ambient temperature

8: 1-hydroxybenzotriazole hydrate, 1-ethyl-3-<(3-dimethylamino)propyl>carbodiimide hydrochloride / dimethylformamide / 0 deg C up to r.t., r.t. overnight

With pyridine; triethylsilane; phosgene; barium dihydroxide; ammonium hydroxide; bis(cyclohexanyl)borane; sulfur trioxide; dihydrogen peroxide; toluene-4-sulfonic acid; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1021/jo00012a022

Reference yield:

: 350-09-4
N-trifluoroacetyl-L-phenylalanine

: 133230-52-1,133230-53-2
N-(Boc-Asp(OBn))-3-amino-3-b4enzyl-2-oxopiperidine

Guidance literature:: Multi-step reaction with 7 steps

1: 76 percent / p-toluenesulfonic acid monohydrate / toluene / 4 h / Heating; azeotropic removal of water

2: triethylamine, phosgene / acetonitrile; toluene / 2 h / 0 °C

3: concd. NH₄OH / tetrahydrofuran / Ambient temperature

4: 1.) dicyclohexylborane, 2.) H₂O₂ / 1.) THF, a) 0 deg C, 5 min, b) r.t., 1.5 h, 2.) pH 7 phosphate buffer, ethanol, r.t., overnight

5: 1.) triethylamine, pyridine/SO₃, 2.) triethylsilane, trifluoroacetic acid / 1.) DMSO, 20 min, 2.) methylene dichloride, r.t., 18 h

6: saturated aqueous Ba(OH)2 / methanol / 18 h / Ambient temperature

7: 1-hydroxybenzotriazole hydrate, 1-ethyl-3-<(3-dimethylamino)propyl>carbodiimide hydrochloride / dimethylformamide / 0 deg C up to r.t., r.t. overnight

With pyridine; triethylsilane; phosgene; barium dihydroxide; ammonium hydroxide; bis(cyclohexanyl)borane; sulfur trioxide; dihydrogen peroxide; toluene-4-sulfonic acid; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1021/jo00012a022

Reference yield:

: 4-Allyl-4-benzyl-2-trifluoromethyl-4H-oxazol-5-one

: 133230-52-1,133230-53-2
N-(Boc-Asp(OBn))-3-amino-3-b4enzyl-2-oxopiperidine

Guidance literature:: Multi-step reaction with 5 steps

1: concd. NH₄OH / tetrahydrofuran / Ambient temperature

2: 1.) dicyclohexylborane, 2.) H₂O₂ / 1.) THF, a) 0 deg C, 5 min, b) r.t., 1.5 h, 2.) pH 7 phosphate buffer, ethanol, r.t., overnight

3: 1.) triethylamine, pyridine/SO₃, 2.) triethylsilane, trifluoroacetic acid / 1.) DMSO, 20 min, 2.) methylene dichloride, r.t., 18 h

4: saturated aqueous Ba(OH)2 / methanol / 18 h / Ambient temperature

5: 1-hydroxybenzotriazole hydrate, 1-ethyl-3-<(3-dimethylamino)propyl>carbodiimide hydrochloride / dimethylformamide / 0 deg C up to r.t., r.t. overnight

With pyridine; triethylsilane; barium dihydroxide; ammonium hydroxide; bis(cyclohexanyl)borane; sulfur trioxide; dihydrogen peroxide; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;
DOI:10.1021/jo00012a022