1-{6-[4-(N-benzylcarbamoyl)benzyloxymethyl]tetrahydropyran-2-yl}-N-(9-fluorenylmethoxycarbonyl)-(S)-tryptophan allyl ester

Base Information

Chemical Name:1-{6-[4-(N-benzylcarbamoyl)benzyloxymethyl]tetrahydropyran-2-yl}-N-(9-fluorenylmethoxycarbonyl)-(S)-tryptophan allyl ester
CAS No.:1343483-76-0
Molecular Formula:C₄₉H₄₇N₃O₇
Molecular Weight:789.928
Hs Code.:

Synonyms:1-{6-[4-(N-benzylcarbamoyl)benzyloxymethyl]tetrahydropyran-2-yl}-N-(9-fluorenylmethoxycarbonyl)-(S)-tryptophan allyl ester

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Chemical Property of 1-{6-[4-(N-benzylcarbamoyl)benzyloxymethyl]tetrahydropyran-2-yl}-N-(9-fluorenylmethoxycarbonyl)-(S)-tryptophan allyl ester

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Technology Process of 1-{6-[4-(N-benzylcarbamoyl)benzyloxymethyl]tetrahydropyran-2-yl}-N-(9-fluorenylmethoxycarbonyl)-(S)-tryptophan allyl ester

There total 6 articles about 1-{6-[4-(N-benzylcarbamoyl)benzyloxymethyl]tetrahydropyran-2-yl}-N-(9-fluorenylmethoxycarbonyl)-(S)-tryptophan allyl 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: 50.0%

: 1343483-72-6
N-benzyl-4-[(3,4-dihydro-2H-pyran-2-yl)methoxy]benzamide

: 813452-60-7
Fmoc-(S)-Trp-OAllyl

: 1343483-76-0
1-{6-[4-(N-benzylcarbamoyl)benzyloxymethyl]tetrahydropyran-2-yl}-N-(9-fluorenylmethoxycarbonyl)-(S)-tryptophan allyl ester

Guidance literature:: With pyridinium p-toluenesulfonate; In 1,2-dichloro-ethane; at 120 ℃; for 3h; Microwave irradiation;
DOI:10.1007/s10989-011-9274-8

Reference yield:

: 92178-03-5
L-tryptophan allyl ester

: 1343483-76-0
1-{6-[4-(N-benzylcarbamoyl)benzyloxymethyl]tetrahydropyran-2-yl}-N-(9-fluorenylmethoxycarbonyl)-(S)-tryptophan allyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: tetrahydrofuran; water / 7.5 h / 0 - 20 °C

2: pyridinium p-toluenesulfonate / 1,2-dichloro-ethane / 3 h / 120 °C / Microwave irradiation

With pyridinium p-toluenesulfonate; In tetrahydrofuran; water; 1,2-dichloro-ethane;
DOI:10.1007/s10989-011-9274-8

Reference yield:

: C₁₄H₁₆O₄

: 1343483-76-0
1-{6-[4-(N-benzylcarbamoyl)benzyloxymethyl]tetrahydropyran-2-yl}-N-(9-fluorenylmethoxycarbonyl)-(S)-tryptophan allyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: water; lithium hydroxide / methanol / 48 h / Reflux

2: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 22 h / 20 °C

3: pyridinium p-toluenesulfonate / 1,2-dichloro-ethane / 3 h / 120 °C / Microwave irradiation

With water; pyridinium p-toluenesulfonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; lithium hydroxide; In methanol; dichloromethane; 1,2-dichloro-ethane;
DOI:10.1007/s10989-011-9274-8