(S)-2-{4-[2-(2-Amino-4-hydroxy-6,7-dihydro-5H-cyclopentapyrimidin-5-yl)-ethyl]-benzoylamino}-pentanedioic acid diethyl ester

Base Information

Chemical Name:(S)-2-{4-[2-(2-Amino-4-hydroxy-6,7-dihydro-5H-cyclopentapyrimidin-5-yl)-ethyl]-benzoylamino}-pentanedioic acid diethyl ester
CAS No.:1054646-79-5
Molecular Formula:C₂₅H₃₂N₄O₆
Molecular Weight:484.552
Hs Code.:

Synonyms:

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Chemical Property of (S)-2-{4-[2-(2-Amino-4-hydroxy-6,7-dihydro-5H-cyclopentapyrimidin-5-yl)-ethyl]-benzoylamino}-pentanedioic acid diethyl ester

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Technology Process of (S)-2-{4-[2-(2-Amino-4-hydroxy-6,7-dihydro-5H-cyclopentapyrimidin-5-yl)-ethyl]-benzoylamino}-pentanedioic acid diethyl ester

There total 7 articles about (S)-2-{4-[2-(2-Amino-4-hydroxy-6,7-dihydro-5H-cyclopentapyrimidin-5-yl)-ethyl]-benzoylamino}-pentanedioic acid diethyl 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:

: 65874-27-3
4-(tert-butoxycarbonyl)benzaldehyde

: 1054646-79-5
(S)-2-{4-[2-(2-Amino-4-hydroxy-6,7-dihydro-5H-cyclopentapyrimidin-5-yl)-ethyl]-benzoylamino}-pentanedioic acid diethyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 1.) n-butyllithium / 1.) THF, hexane, 1 h, 2.) hexane, THF, 30 min

2: 1.) 9-BBN, 2.) aq. 6N NaOH, H₂O₂ / 1.) THF, RT, 2 h, 2.) THF, H₂O, RT, 1 h

3: triethylamine / CH₂Cl₂

4: NaI / acetone / Heating

5: tributyltin hydride, AIBN / benzene / Heating

6: 66 percent / potassium tert-butoxide / 2-methyl-propan-2-ol / Heating

7: 76.2 percent / 1N HCl / acetic acid / Ambient temperature

8: DPPA, Et₃N / dimethylformamide

With hydrogenchloride; sodium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; n-butyllithium; 2,2'-azobis(isobutyronitrile); diphenyl-phosphinic acid; potassium tert-butylate; dihydrogen peroxide; tri-n-butyl-tin hydride; triethylamine; sodium iodide; In dichloromethane; acetic acid; N,N-dimethyl-formamide; acetone; tert-butyl alcohol; benzene;
DOI:10.1021/jm00037a012

Reference yield:

: 84740-98-7
4-t-butyloxycarbonylstyrene

: 1054646-79-5
(S)-2-{4-[2-(2-Amino-4-hydroxy-6,7-dihydro-5H-cyclopentapyrimidin-5-yl)-ethyl]-benzoylamino}-pentanedioic acid diethyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) 9-BBN, 2.) aq. 6N NaOH, H₂O₂ / 1.) THF, RT, 2 h, 2.) THF, H₂O, RT, 1 h

2: triethylamine / CH₂Cl₂

3: NaI / acetone / Heating

4: tributyltin hydride, AIBN / benzene / Heating

5: 66 percent / potassium tert-butoxide / 2-methyl-propan-2-ol / Heating

6: 76.2 percent / 1N HCl / acetic acid / Ambient temperature

7: DPPA, Et₃N / dimethylformamide

With hydrogenchloride; sodium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; 2,2'-azobis(isobutyronitrile); diphenyl-phosphinic acid; potassium tert-butylate; dihydrogen peroxide; tri-n-butyl-tin hydride; triethylamine; sodium iodide; In dichloromethane; acetic acid; N,N-dimethyl-formamide; acetone; tert-butyl alcohol; benzene;
DOI:10.1021/jm00037a012

Reference yield:

: 158214-30-3
tert-butyl 4-(2-iodoethyl)benzoate

: 1054646-79-5
(S)-2-{4-[2-(2-Amino-4-hydroxy-6,7-dihydro-5H-cyclopentapyrimidin-5-yl)-ethyl]-benzoylamino}-pentanedioic acid diethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: tributyltin hydride, AIBN / benzene / Heating

2: 66 percent / potassium tert-butoxide / 2-methyl-propan-2-ol / Heating

3: 76.2 percent / 1N HCl / acetic acid / Ambient temperature

4: DPPA, Et₃N / dimethylformamide

With hydrogenchloride; 2,2'-azobis(isobutyronitrile); diphenyl-phosphinic acid; potassium tert-butylate; tri-n-butyl-tin hydride; triethylamine; In acetic acid; N,N-dimethyl-formamide; tert-butyl alcohol; benzene;
DOI:10.1021/jm00037a012