N-benzyloxycarbonyl-O-(N-t-butyloxycarbonyl-L-alanyl-S-acetamidomethyl-L-cysteinyl-L-valyl)-D-serine

Base Information

Chemical Name:N-benzyloxycarbonyl-O-(N-t-butyloxycarbonyl-L-alanyl-S-acetamidomethyl-L-cysteinyl-L-valyl)-D-serine
CAS No.:82662-00-8
Molecular Formula:C₃₀H₄₅N₅O₁₁S
Molecular Weight:683.78
Hs Code.:

Synonyms:N-benzyloxycarbonyl-O-(N-t-butyloxycarbonyl-L-alanyl-S-acetamidomethyl-L-cysteinyl-L-valyl)-D-serine

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Chemical Property of N-benzyloxycarbonyl-O-(N-t-butyloxycarbonyl-L-alanyl-S-acetamidomethyl-L-cysteinyl-L-valyl)-D-serine

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Technology Process of N-benzyloxycarbonyl-O-(N-t-butyloxycarbonyl-L-alanyl-S-acetamidomethyl-L-cysteinyl-L-valyl)-D-serine

There total 16 articles about N-benzyloxycarbonyl-O-(N-t-butyloxycarbonyl-L-alanyl-S-acetamidomethyl-L-cysteinyl-L-valyl)-D-serine 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: 93.0%

: 713122-03-3
(Z)-D-Ser[N-Boc-L-Ala-L-Cys(Acm)-L-Val]-OTce

: 82662-00-8
N-benzyloxycarbonyl-O-(N-t-butyloxycarbonyl-L-alanyl-S-acetamidomethyl-L-cysteinyl-L-valyl)-D-serine

Guidance literature:: With acetic acid; zinc; at 0 ℃; for 2.5h;
DOI:10.1021/jo0496805

Reference yield: 90.0%

: 82652-97-9
N-benzyloxycarbonyl-O-(N-t-butyloxycarbonyl-L-alanyl-S-acetamidomethyl-L-cysteinyl-L-valyl)-D-serine p-bromophenacyl ester

: 82662-00-8
N-benzyloxycarbonyl-O-(N-t-butyloxycarbonyl-L-alanyl-S-acetamidomethyl-L-cysteinyl-L-valyl)-D-serine

Guidance literature:: With acetic acid; zinc; 1.) 0 deg C, 2 h, 2.) room temperature, 3 h;
DOI:10.1016/0040-4020(82)85045-X

Reference yield:

: 65806-90-8
(R)-2-(((benzyloxy)carbonyl)amino)-3-(tert-butoxy)propanoic acid

: 82662-00-8
N-benzyloxycarbonyl-O-(N-t-butyloxycarbonyl-L-alanyl-S-acetamidomethyl-L-cysteinyl-L-valyl)-D-serine

Guidance literature:: Multi-step reaction with 8 steps

1: 78 percent / pyridine; HOBt; DCC / 18 h / 0 °C

2: 76 percent / TFA / 0.75 h / 10 °C

3: 88 percent / pyridine; HOBt; DCC / 18 h / 0 °C

4: TFA / 0.5 h / 25 °C

5: 3.80 g / HOAt; EDCI / CH₂Cl₂ / 18 h / 0 °C

6: TFA / 0.5 h / 25 °C

7: 3.18 g / HOAt; EDCI / CH₂Cl₂ / 16 h / 0 °C

8: 93 percent / aq. AcOH; Zn powder / 2.5 h / 0 °C

With pyridine; 1-hydroxy-7-aza-benzotriazole; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dicyclohexyl-carbodiimide; trifluoroacetic acid; zinc; In dichloromethane;
DOI:10.1021/jo0496805