(S)-2-[((3S,6S,8aS)-3-{2-[(S)-2-Benzyloxycarbonylamino-3-(4-hydroxy-phenyl)-propionylamino]-acetylamino}-4-oxo-hexahydro-pyrrolo[2,1-b][1,3]oxazine-6-carbonyl)-amino]-4-methyl-pentanoic acid benzyl ester

Base Information

Chemical Name:(S)-2-[((3S,6S,8aS)-3-{2-[(S)-2-Benzyloxycarbonylamino-3-(4-hydroxy-phenyl)-propionylamino]-acetylamino}-4-oxo-hexahydro-pyrrolo[2,1-b][1,3]oxazine-6-carbonyl)-amino]-4-methyl-pentanoic acid benzyl ester
CAS No.:175659-67-3
Molecular Formula:C₄₀H₄₇N₅O₁₀
Molecular Weight:757.841
Hs Code.:

(S)-2-[((3S,6S,8aS)-3-{2-[(S)-2-Benzyloxycarbonylamino-3-(4-hydroxy-phenyl)-propionylamino]-acetylamino}-4-oxo-hexahydro-pyrrolo[2,1-b][1,3]oxazine-6-carbonyl)-amino]-4-methyl-pentanoic acid benzyl ester

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Chemical Property of (S)-2-[((3S,6S,8aS)-3-{2-[(S)-2-Benzyloxycarbonylamino-3-(4-hydroxy-phenyl)-propionylamino]-acetylamino}-4-oxo-hexahydro-pyrrolo[2,1-b][1,3]oxazine-6-carbonyl)-amino]-4-methyl-pentanoic acid benzyl ester

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Technology Process of (S)-2-[((3S,6S,8aS)-3-{2-[(S)-2-Benzyloxycarbonylamino-3-(4-hydroxy-phenyl)-propionylamino]-acetylamino}-4-oxo-hexahydro-pyrrolo[2,1-b][1,3]oxazine-6-carbonyl)-amino]-4-methyl-pentanoic acid benzyl ester

There total 9 articles about (S)-2-[((3S,6S,8aS)-3-{2-[(S)-2-Benzyloxycarbonylamino-3-(4-hydroxy-phenyl)-propionylamino]-acetylamino}-4-oxo-hexahydro-pyrrolo[2,1-b][1,3]oxazine-6-carbonyl)-amino]-4-methyl-pentanoic 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: 69.0%

: 2541-27-7
N-benzyloxycarbonyl-(S)-tyrosinyl-glycine

: 175659-66-2
(S)-2-[((3S,6S,8aS)-3-Amino-4-oxo-hexahydro-pyrrolo[2,1-b][1,3]oxazine-6-carbonyl)-amino]-4-methyl-pentanoic acid benzyl ester

: 175659-67-3
(S)-2-[((3S,6S,8aS)-3-{2-[(S)-2-Benzyloxycarbonylamino-3-(4-hydroxy-phenyl)-propionylamino]-acetylamino}-4-oxo-hexahydro-pyrrolo[2,1-b][1,3]oxazine-6-carbonyl)-amino]-4-methyl-pentanoic acid benzyl ester

Guidance literature:: With 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride;
DOI:10.1016/0960-894X(96)00055-8

Reference yield:

: 175659-62-8
(S)-2-[(S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-3-hydroxy-propionylamino]-hex-5-enoic acid benzyl ester

: 175659-67-3
(S)-2-[((3S,6S,8aS)-3-{2-[(S)-2-Benzyloxycarbonylamino-3-(4-hydroxy-phenyl)-propionylamino]-acetylamino}-4-oxo-hexahydro-pyrrolo[2,1-b][1,3]oxazine-6-carbonyl)-amino]-4-methyl-pentanoic acid benzyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) ozone, 2.) triphenylphosphine / 1.) CH₂Cl₂, -78 deg C

2: 1.) trifluoroacetic acid, 2.) trifluoroacetic acid / 1.) CH₂Cl₂, reflux, 1 h, 2.) 3 d

3: 97 percent / H₂ / Pd/C / ethanol

4: 86 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride, 1-hydroxybenzotriazole hydrate

5: 96 percent / KF, 18-crown-6 / dimethylformamide / other reagent: piperidine

6: 69 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride, 1-hydroxybenzotriazole hydrate

With potassium fluoride; 18-crown-6 ether; hydrogen; ozone; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triphenylphosphine; trifluoroacetic acid; palladium on activated charcoal; In ethanol; N,N-dimethyl-formamide;
DOI:10.1016/0960-894X(96)00055-8

Reference yield:

: (S)-2-[(S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-3-hydroxy-propionylamino]-5-oxo-pentanoic acid benzyl ester

: 175659-67-3
(S)-2-[((3S,6S,8aS)-3-{2-[(S)-2-Benzyloxycarbonylamino-3-(4-hydroxy-phenyl)-propionylamino]-acetylamino}-4-oxo-hexahydro-pyrrolo[2,1-b][1,3]oxazine-6-carbonyl)-amino]-4-methyl-pentanoic acid benzyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) trifluoroacetic acid, 2.) trifluoroacetic acid / 1.) CH₂Cl₂, reflux, 1 h, 2.) 3 d

2: 97 percent / H₂ / Pd/C / ethanol

3: 86 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride, 1-hydroxybenzotriazole hydrate

4: 96 percent / KF, 18-crown-6 / dimethylformamide / other reagent: piperidine

5: 69 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride, 1-hydroxybenzotriazole hydrate

With potassium fluoride; 18-crown-6 ether; hydrogen; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; palladium on activated charcoal; In ethanol; N,N-dimethyl-formamide;
DOI:10.1016/0960-894X(96)00055-8