(S)-3-[(S)-2-({(R)-3-(Acetylamino-methylsulfanyl)-2-[(2-amino-acetyl)-methyl-amino]-propionyl}-methyl-amino)-3-methylsulfanyl-propionylsulfanyl]-2-benzyloxycarbonylamino-propionic acid 2,2,2-trichloro-ethyl ester

Base Information

Chemical Name:(S)-3-[(S)-2-({(R)-3-(Acetylamino-methylsulfanyl)-2-[(2-amino-acetyl)-methyl-amino]-propionyl}-methyl-amino)-3-methylsulfanyl-propionylsulfanyl]-2-benzyloxycarbonylamino-propionic acid 2,2,2-trichloro-ethyl ester
CAS No.:270587-93-4
Molecular Formula:C₂₇H₃₈Cl₃N₅O₈S₃
Molecular Weight:763.184
Hs Code.:

(S)-3-[(S)-2-({(R)-3-(Acetylamino-methylsulfanyl)-2-[(2-amino-acetyl)-methyl-amino]-propionyl}-methyl-amino)-3-methylsulfanyl-propionylsulfanyl]-2-benzyloxycarbonylamino-propionic acid 2,2,2-trichloro-ethyl ester

Synonyms:(S)-3-[(S)-2-({(R)-3-(Acetylamino-methylsulfanyl)-2-[(2-amino-acetyl)-methyl-amino]-propionyl}-methyl-amino)-3-methylsulfanyl-propionylsulfanyl]-2-benzyloxycarbonylamino-propionic acid 2,2,2-trichloro-ethyl ester

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Chemical Property of (S)-3-[(S)-2-({(R)-3-(Acetylamino-methylsulfanyl)-2-[(2-amino-acetyl)-methyl-amino]-propionyl}-methyl-amino)-3-methylsulfanyl-propionylsulfanyl]-2-benzyloxycarbonylamino-propionic acid 2,2,2-trichloro-ethyl ester

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Technology Process of (S)-3-[(S)-2-({(R)-3-(Acetylamino-methylsulfanyl)-2-[(2-amino-acetyl)-methyl-amino]-propionyl}-methyl-amino)-3-methylsulfanyl-propionylsulfanyl]-2-benzyloxycarbonylamino-propionic acid 2,2,2-trichloro-ethyl ester

There total 15 articles about (S)-3-[(S)-2-({(R)-3-(Acetylamino-methylsulfanyl)-2-[(2-amino-acetyl)-methyl-amino]-propionyl}-methyl-amino)-3-methylsulfanyl-propionylsulfanyl]-2-benzyloxycarbonylamino-propionic acid 2,2,2-trichloro-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: 100.0%

: 270587-91-2
N-Cbz-D-Cys[N-BOC-Gly-N-Me-L-Cys(Acm)-N-Me-L-Cys(Me)]OTce

: 270587-93-4
(S)-3-[(S)-2-({(R)-3-(Acetylamino-methylsulfanyl)-2-[(2-amino-acetyl)-methyl-amino]-propionyl}-methyl-amino)-3-methylsulfanyl-propionylsulfanyl]-2-benzyloxycarbonylamino-propionic acid 2,2,2-trichloro-ethyl ester

Guidance literature:: With hydrogenchloride; In ethyl acetate; at 25 ℃; for 0.5h;
DOI:10.1021/ja003602r

Reference yield:

: 66877-08-5
H-NMe-Cys(Me)-OH

: 270587-93-4
(S)-3-[(S)-2-({(R)-3-(Acetylamino-methylsulfanyl)-2-[(2-amino-acetyl)-methyl-amino]-propionyl}-methyl-amino)-3-methylsulfanyl-propionylsulfanyl]-2-benzyloxycarbonylamino-propionic acid 2,2,2-trichloro-ethyl ester

Guidance literature:: Multi-step reaction with 9 steps

1.1: H₂O / 12 h / 25 °C / pH 8

2.1: 91 percent / benzene; methanol / 0 °C

3.1: 91 percent / HCl / ethyl acetate / 0.5 h / 25 °C

4.1: HOAt; EDCI / CH₂Cl₂ / 0.25 h / 0 °C

4.2: 78 percent / CH₂Cl₂ / 12 h

5.1: 100 percent / HCl / ethyl acetate / 0.5 h / 25 °C

6.1: 68 percent / HOAt; EDCI; NaHCO₃ / CH₂Cl₂ / 12 h / 0 °C

7.1: 100 percent / aq. LiOH / tetrahydrofuran; methanol / 1.5 h / 25 °C

8.1: HOAt; EDCI / CH₂Cl₂ / 15 h / -20 °C

8.2: 49 percent / CH₂Cl₂ / 4 h

9.1: 100 percent / 3 M HCl / ethyl acetate / 0.5 h / 25 °C

With hydrogenchloride; lithium hydroxide; 1-hydroxy-7-aza-benzotriazole; sodium hydrogencarbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; methanol; dichloromethane; water; ethyl acetate; benzene;
DOI:10.1021/ja003602r

Reference yield:

: 501-53-1,94274-21-2
benzyl chloroformate

: 270587-93-4
(S)-3-[(S)-2-({(R)-3-(Acetylamino-methylsulfanyl)-2-[(2-amino-acetyl)-methyl-amino]-propionyl}-methyl-amino)-3-methylsulfanyl-propionylsulfanyl]-2-benzyloxycarbonylamino-propionic acid 2,2,2-trichloro-ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: NaOH / tetrahydrofuran; H₂O / 1 h / 25 °C

2.1: pyridine; HOBt; DCC / 24 h / -20 °C

3.1: 99 percent / Ph₃P; 2-mercaptoethanol / tetrahydrofuran; H₂O / 5 h / 50 °C

4.1: HOAt; EDCI / CH₂Cl₂ / 15 h / -20 °C

4.2: 49 percent / CH₂Cl₂ / 4 h

5.1: 100 percent / 3 M HCl / ethyl acetate / 0.5 h / 25 °C

With pyridine; hydrogenchloride; sodium hydroxide; 1-hydroxy-7-aza-benzotriazole; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dicyclohexyl-carbodiimide; triphenylphosphine; 2-hydroxyethanethiol; In tetrahydrofuran; dichloromethane; water; ethyl acetate;
DOI:10.1021/ja003602r