(1S,3aR,6aS)-1-[(S)-2-(4-Benzyloxy-phenyl)-1-tert-butoxycarbonylamino-ethyl]-3-oxo-tetrahydro-cyclopenta[c]furan-3a-carboxylic acid ethyl ester

Base Information

Chemical Name:(1S,3aR,6aS)-1-[(S)-2-(4-Benzyloxy-phenyl)-1-tert-butoxycarbonylamino-ethyl]-3-oxo-tetrahydro-cyclopenta[c]furan-3a-carboxylic acid ethyl ester
CAS No.:142596-95-0
Molecular Formula:C₃₀H₃₇NO₇
Molecular Weight:523.626
Hs Code.:

Synonyms:(1S,3aR,6aS)-1-[(S)-2-(4-Benzyloxy-phenyl)-1-tert-butoxycarbonylamino-ethyl]-3-oxo-tetrahydro-cyclopenta[c]furan-3a-carboxylic acid ethyl ester

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Chemical Property of (1S,3aR,6aS)-1-[(S)-2-(4-Benzyloxy-phenyl)-1-tert-butoxycarbonylamino-ethyl]-3-oxo-tetrahydro-cyclopenta[c]furan-3a-carboxylic acid ethyl ester

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Technology Process of (1S,3aR,6aS)-1-[(S)-2-(4-Benzyloxy-phenyl)-1-tert-butoxycarbonylamino-ethyl]-3-oxo-tetrahydro-cyclopenta[c]furan-3a-carboxylic acid ethyl ester

There total 18 articles about (1S,3aR,6aS)-1-[(S)-2-(4-Benzyloxy-phenyl)-1-tert-butoxycarbonylamino-ethyl]-3-oxo-tetrahydro-cyclopenta[c]furan-3a-carboxylic acid 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: 98.0%

: 126410-81-9,126456-44-8,142696-04-6,142696-08-0
2-(3-{3-[(S)-2-(4-Benzyloxy-phenyl)-1-tert-butoxycarbonylamino-ethyl]-oxiranyl}-propyl)-malonic acid diethyl ester

: 142596-95-0,142696-05-7
1-[(S)-2-(4-Benzyloxy-phenyl)-1-tert-butoxycarbonylamino-ethyl]-3-oxo-tetrahydro-cyclopenta[c]furan-3a-carboxylic acid ethyl ester

Guidance literature:: With zinc(II) chloride; lithium hexamethyldisilazane; In tetrahydrofuran; diethyl ether; at -20 - 25 ℃; for 72h;
DOI:10.1016/S0040-4039(00)79571-2

Reference yield: 72.0%

: 126410-81-9,126456-44-8,142696-04-6,142696-08-0
2-(3-{3-[(S)-2-(4-Benzyloxy-phenyl)-1-tert-butoxycarbonylamino-ethyl]-oxiranyl}-propyl)-malonic acid diethyl ester

: 142596-95-0
(1S,3aR,6aS)-1-[(S)-2-(4-Benzyloxy-phenyl)-1-tert-butoxycarbonylamino-ethyl]-3-oxo-tetrahydro-cyclopenta[c]furan-3a-carboxylic acid ethyl ester

Guidance literature:: With zinc(II) chloride; lithium hexamethyldisilazane; In tetrahydrofuran; diethyl ether; at -20 - 25 ℃; for 72h;
DOI:10.1016/S0040-4039(00)79571-2

Reference yield:

: 82689-15-4
O-benzyl-N-(tert-butoxycarbonyl)-L-tyrosinal

: 142596-95-0,142696-05-7
1-[(S)-2-(4-Benzyloxy-phenyl)-1-tert-butoxycarbonylamino-ethyl]-3-oxo-tetrahydro-cyclopenta[c]furan-3a-carboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 90 percent / KNTMS₂ / tetrahydrofuran / 18 h / 0 - 25 °C

2: 1.) EtOCOCl, Et₃N, 2.)NaBH₄ / 1.) THF, -10 - -2 deg C, 45 min, 2.) MeOH, 0 deg C, 1 h

3: Et₃N / 0 °C

4: NaI / acetone / 3 h / 56 °C

5: NaH / dimethylformamide / 45 h / 80 °C

6: mCPBA / CH₂Cl₂ / 4 h / -10 - 25 °C

7: 98 percent / LiNTMS₂, ZnCl₂ / tetrahydrofuran; diethyl ether / 72 h / -20 - 25 °C

With sodium tetrahydroborate; chloroformic acid ethyl ester; potassium hexamethylsilazane; sodium hydride; triethylamine; 3-chloro-benzenecarboperoxoic acid; sodium iodide; zinc(II) chloride; lithium hexamethyldisilazane; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1016/S0040-4039(00)79571-2