benzyl 3(S)-[4-(1-benzyloxycarbonyl-4-piperidyl)-1(R)-ethoxycarbonylbutyl]amino-4-oxo-2,3,4,5-tetrahydro-1,5-benzoxazepine-5-acetate

Base Information

Chemical Name:benzyl 3(S)-[4-(1-benzyloxycarbonyl-4-piperidyl)-1(R)-ethoxycarbonylbutyl]amino-4-oxo-2,3,4,5-tetrahydro-1,5-benzoxazepine-5-acetate
CAS No.:99198-56-8
Molecular Formula:C₃₈H₄₅N₃O₈
Molecular Weight:671.791
Hs Code.:

Synonyms:benzyl 3(S)-[4-(1-benzyloxycarbonyl-4-piperidyl)-1(R)-ethoxycarbonylbutyl]amino-4-oxo-2,3,4,5-tetrahydro-1,5-benzoxazepine-5-acetate

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Chemical Property of benzyl 3(S)-[4-(1-benzyloxycarbonyl-4-piperidyl)-1(R)-ethoxycarbonylbutyl]amino-4-oxo-2,3,4,5-tetrahydro-1,5-benzoxazepine-5-acetate

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Technology Process of benzyl 3(S)-[4-(1-benzyloxycarbonyl-4-piperidyl)-1(R)-ethoxycarbonylbutyl]amino-4-oxo-2,3,4,5-tetrahydro-1,5-benzoxazepine-5-acetate

There total 10 articles about benzyl 3(S)-[4-(1-benzyloxycarbonyl-4-piperidyl)-1(R)-ethoxycarbonylbutyl]amino-4-oxo-2,3,4,5-tetrahydro-1,5-benzoxazepine-5-acetate 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: 16.0%

: 99198-55-7
ethyl 5-(1-benzyloxycarbonyl-4-piperidyl)-2-oxovalerate

: 105593-54-2
benzyl (S)-3-amino-4-oxo-2,3,4,5-tetrahydro-1,5-benzoxazepine-5-acetate

: 99198-56-8
benzyl 3(S)-[4-(1-benzyloxycarbonyl-4-piperidyl)-1(R)-ethoxycarbonylbutyl]amino-4-oxo-2,3,4,5-tetrahydro-1,5-benzoxazepine-5-acetate

: 99198-57-9
4-[(S)-4-((S)-9-Benzyloxycarbonylmethyl-8-oxo-6,7,8,9-tetrahydro-5-oxa-9-aza-benzocyclohepten-7-ylamino)-4-ethoxycarbonyl-butyl]-piperidine-1-carboxylic acid benzyl ester

Guidance literature:: With molecular sieve; sodium cyanoborohydride; acetic acid; In ethanol; Ambient temperature;
DOI:10.1248/cpb.34.3747

Reference yield:

: ethyl acetate n-hexane

: 99198-55-7
ethyl 5-(1-benzyloxycarbonyl-4-piperidyl)-2-oxovalerate

: 97871-02-8
benzyl 2-[(3S)-3-amino-4-oxo-2,3,4,5-tetrahydro-5H-1,5-benzoxazepin-5-yl]-ethanoate hydrochloride

: 99198-56-8
benzyl 3(S)-[4-(1-benzyloxycarbonyl-4-piperidyl)-1(R)-ethoxycarbonylbutyl]amino-4-oxo-2,3,4,5-tetrahydro-1,5-benzoxazepine-5-acetate

Guidance literature:: With sodium acetate; sodium cyanoborohydride; acetic acid; silica gel; In ethanol; water; oxalic acid; ethyl acetate;

Reference yield:

: 872-85-5
pyridine-4-carbaldehyde

: 99198-56-8
benzyl 3(S)-[4-(1-benzyloxycarbonyl-4-piperidyl)-1(R)-ethoxycarbonylbutyl]amino-4-oxo-2,3,4,5-tetrahydro-1,5-benzoxazepine-5-acetate

Guidance literature:: Multi-step reaction with 9 steps

1: 82 percent / toluene / 3 h / 100 °C

2: H₂ / PtO₂ / acetic acid / Ambient temperature

3: 73 percent / NaHCO₃ / H₂O; ethyl acetate / Ambient temperature

4: 87 percent / 1.) NaOEt; 2.) LiCl / 1.) ethanol, 60-70 deg C, 1h; 2.) water, DMSO, 140-150 deg C, 45 min

5: 67 percent / NaBH₃CN / acetic acid; ethanol / 3 h / Ambient temperature

6: 87 percent / SOCl₂ / pyridine; ethyl acetate / 1 h / Heating

7: 1.) H₂; 2.) NaHCO₃ / 1.)10percent Pd-C / 1.) ethanol, r.t.; 2.) ethyl acetate, water, r.t., 1.5h

8: 87 percent / 1.) NaOEt; 2.) LiCl / 1.) ethanol, 60-70 deg C, 1h; 2.) water, DMSO, 140-150 deg C, 45 min

9: 14 percent / AcOH, molecular sieves, NaBH₃CN / ethanol / Ambient temperature

With thionyl chloride; molecular sieve; hydrogen; sodium ethanolate; sodium cyanoborohydride; sodium hydrogencarbonate; acetic acid; lithium chloride; platinum(IV) oxide; palladium on activated charcoal; In pyridine; ethanol; water; acetic acid; ethyl acetate; toluene;
DOI:10.1248/cpb.34.3747