Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-6-[(S)-2-(2-tert-butoxycarbonylamino-acetylamino)-2-((S)-1-carbamoyl-2-phenyl-ethylcarbamoyl)-ethoxy]-5-(2-tritylsulfanyl-acetylamino)-tetrahydro-pyran-4-yl ester

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Chemical Name:Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-6-[(S)-2-(2-tert-butoxycarbonylamino-acetylamino)-2-((S)-1-carbamoyl-2-phenyl-ethylcarbamoyl)-ethoxy]-5-(2-tritylsulfanyl-acetylamino)-tetrahydro-pyran-4-yl ester
CAS No.:888788-14-5
Molecular Formula:C₅₂H₆₁N₅O₁₄S
Molecular Weight:1012.15
Hs Code.:

Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-6-[(S)-2-(2-tert-butoxycarbonylamino-acetylamino)-2-((S)-1-carbamoyl-2-phenyl-ethylcarbamoyl)-ethoxy]-5-(2-tritylsulfanyl-acetylamino)-tetrahydro-pyran-4-yl ester

Synonyms:Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-6-[(S)-2-(2-tert-butoxycarbonylamino-acetylamino)-2-((S)-1-carbamoyl-2-phenyl-ethylcarbamoyl)-ethoxy]-5-(2-tritylsulfanyl-acetylamino)-tetrahydro-pyran-4-yl ester

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Chemical Property of Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-6-[(S)-2-(2-tert-butoxycarbonylamino-acetylamino)-2-((S)-1-carbamoyl-2-phenyl-ethylcarbamoyl)-ethoxy]-5-(2-tritylsulfanyl-acetylamino)-tetrahydro-pyran-4-yl ester

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Technology Process of Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-6-[(S)-2-(2-tert-butoxycarbonylamino-acetylamino)-2-((S)-1-carbamoyl-2-phenyl-ethylcarbamoyl)-ethoxy]-5-(2-tritylsulfanyl-acetylamino)-tetrahydro-pyran-4-yl ester

There total 8 articles about Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-6-[(S)-2-(2-tert-butoxycarbonylamino-acetylamino)-2-((S)-1-carbamoyl-2-phenyl-ethylcarbamoyl)-ethoxy]-5-(2-tritylsulfanyl-acetylamino)-tetrahydro-pyran-4-yl 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: 65.0%

: 5241-58-7
L-Phenylalanine amide

: C₄₃H₅₁N₃O₁₄S

: 888788-14-5
Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-6-[(S)-2-(2-tert-butoxycarbonylamino-acetylamino)-2-((S)-1-carbamoyl-2-phenyl-ethylcarbamoyl)-ethoxy]-5-(2-tritylsulfanyl-acetylamino)-tetrahydro-pyran-4-yl ester

Guidance literature:: With benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 2h; Inert atmosphere;

Reference yield: 65.0%

: 888788-12-3
(S)-2-(2-tert-Butoxycarbonylamino-acetylamino)-3-[(2R,3R,4R,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-3-(2-tritylsulfanyl-acetylamino)-tetrahydro-pyran-2-yloxy]-propionic acid allyl ester

: 5241-58-7
L-Phenylalanine amide

: 888788-14-5
Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-6-[(S)-2-(2-tert-butoxycarbonylamino-acetylamino)-2-((S)-1-carbamoyl-2-phenyl-ethylcarbamoyl)-ethoxy]-5-(2-tritylsulfanyl-acetylamino)-tetrahydro-pyran-4-yl ester

Guidance literature:: (S)-2-(2-tert-Butoxycarbonylamino-acetylamino)-3-[(2R,3R,4R,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-3-(2-tritylsulfanyl-acetylamino)-tetrahydro-pyran-2-yloxy]-propionic acid allyl ester; With tetrakis(triphenylphosphine) palladium⁽⁰⁾; N-methylaniline; In tetrahydrofuran; at 20 ℃; for 0.75h;

L-Phenylalanine amide; With benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 2h;
DOI:10.1021/ja061165w

Reference yield:

: (11B)acetic acid [(2R,3S,4R,5R,6S)-3,4-diacetoxy-6-(2,2,2-trichloroethanimidoyl)oxy-5-(2,2,2-trichloroethoxycarbonylamino)tetrahydropyran-2-yl]methyl ester

: 888788-14-5
Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-6-[(S)-2-(2-tert-butoxycarbonylamino-acetylamino)-2-((S)-1-carbamoyl-2-phenyl-ethylcarbamoyl)-ethoxy]-5-(2-tritylsulfanyl-acetylamino)-tetrahydro-pyran-4-yl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: MS (AW-300) / CH₂Cl₂ / 1 h / 20 °C

1.2: TMSOTf / CH₂Cl₂ / 1.5 h / -78 °C

1.3: 4.36 g / Zn; AcOH / 8 h / 20 °C

2.1: 90 percent / HBTU; DIEA / dimethylformamide / 2 h / 20 °C

3.1: piperidine / dimethylformamide / 0.75 h / 20 °C

3.2: 90 percent / HBTU; HOBt; DIEA / dimethylformamide / 2 h / 20 °C

4.1: N-methylaniline; (PPh₃)4Pd / tetrahydrofuran / 0.75 h / 20 °C

4.2: 65 percent / HBTU; HOBt; DIEA / dimethylformamide / 2 h / 20 °C

With piperidine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; MS (AW-300); O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; N-methylaniline; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja061165w