(S)-3-[(S)-2-({(R)-3-(Acetylamino-methylsulfanyl)-2-[(2-tert-butoxycarbonylamino-acetyl)-methyl-amino]-propionyl}-methyl-amino)-3-methylsulfanyl-propionylsulfanyl]-2-benzyloxycarbonylamino-propionic acid

Base Information

Chemical Name:(S)-3-[(S)-2-({(R)-3-(Acetylamino-methylsulfanyl)-2-[(2-tert-butoxycarbonylamino-acetyl)-methyl-amino]-propionyl}-methyl-amino)-3-methylsulfanyl-propionylsulfanyl]-2-benzyloxycarbonylamino-propionic acid
CAS No.:270587-95-6
Molecular Formula:C₃₀H₄₅N₅O₁₀S₃
Molecular Weight:731.913
Hs Code.:

(S)-3-[(S)-2-({(R)-3-(Acetylamino-methylsulfanyl)-2-[(2-tert-butoxycarbonylamino-acetyl)-methyl-amino]-propionyl}-methyl-amino)-3-methylsulfanyl-propionylsulfanyl]-2-benzyloxycarbonylamino-propionic acid

Synonyms:(S)-3-[(S)-2-({(R)-3-(Acetylamino-methylsulfanyl)-2-[(2-tert-butoxycarbonylamino-acetyl)-methyl-amino]-propionyl}-methyl-amino)-3-methylsulfanyl-propionylsulfanyl]-2-benzyloxycarbonylamino-propionic acid

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

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

There total 16 articles about (S)-3-[(S)-2-({(R)-3-(Acetylamino-methylsulfanyl)-2-[(2-tert-butoxycarbonylamino-acetyl)-methyl-amino]-propionyl}-methyl-amino)-3-methylsulfanyl-propionylsulfanyl]-2-benzyloxycarbonylamino-propionic acid 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

: 270587-95-6
(S)-3-[(S)-2-({(R)-3-(Acetylamino-methylsulfanyl)-2-[(2-tert-butoxycarbonylamino-acetyl)-methyl-amino]-propionyl}-methyl-amino)-3-methylsulfanyl-propionylsulfanyl]-2-benzyloxycarbonylamino-propionic acid

Guidance literature:: With zinc; at 0 ℃; for 2h;
DOI:10.1021/ja003602r

Reference yield:

: 4530-20-5
BOC-glycine

: 270587-95-6
(S)-3-[(S)-2-({(R)-3-(Acetylamino-methylsulfanyl)-2-[(2-tert-butoxycarbonylamino-acetyl)-methyl-amino]-propionyl}-methyl-amino)-3-methylsulfanyl-propionylsulfanyl]-2-benzyloxycarbonylamino-propionic acid

Guidance literature:: Multi-step reaction with 4 steps

1.1: 68 percent / HOAt; EDCI; NaHCO₃ / CH₂Cl₂ / 12 h / 0 °C

2.1: 100 percent / aq. LiOH / tetrahydrofuran; methanol / 1.5 h / 25 °C

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

3.2: 49 percent / CH₂Cl₂ / 4 h

4.1: 100 percent / Zn; 90percent aq. AcOH / 2 h / 0 °C

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

Reference yield:

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

: 270587-95-6
(S)-3-[(S)-2-({(R)-3-(Acetylamino-methylsulfanyl)-2-[(2-tert-butoxycarbonylamino-acetyl)-methyl-amino]-propionyl}-methyl-amino)-3-methylsulfanyl-propionylsulfanyl]-2-benzyloxycarbonylamino-propionic acid

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 / Zn; 90percent aq. AcOH / 2 h / 0 °C

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