N6-benzyloxycarbonyl-N2-tert-butoxycarbonyl-lysyl-γ-methyl-leucyl-[(2S,3R)-3-decyl-2-hydroxy-β-alanyl]-glycine ethyl ester

Base Information

Chemical Name:N6-benzyloxycarbonyl-N2-tert-butoxycarbonyl-lysyl-γ-methyl-leucyl-[(2S,3R)-3-decyl-2-hydroxy-β-alanyl]-glycine ethyl ester
CAS No.:269411-22-5
Molecular Formula:C₄₃H₇₃N₅O₁₀
Molecular Weight:820.08
Hs Code.:

Synonyms:N6-benzyloxycarbonyl-N2-tert-butoxycarbonyl-lysyl-γ-methyl-leucyl-[(2S,3R)-3-decyl-2-hydroxy-β-alanyl]-glycine ethyl ester

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Chemical Property of N6-benzyloxycarbonyl-N2-tert-butoxycarbonyl-lysyl-γ-methyl-leucyl-[(2S,3R)-3-decyl-2-hydroxy-β-alanyl]-glycine ethyl ester

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Technology Process of N6-benzyloxycarbonyl-N2-tert-butoxycarbonyl-lysyl-γ-methyl-leucyl-[(2S,3R)-3-decyl-2-hydroxy-β-alanyl]-glycine ethyl ester

There total 10 articles about N6-benzyloxycarbonyl-N2-tert-butoxycarbonyl-lysyl-γ-methyl-leucyl-[(2S,3R)-3-decyl-2-hydroxy-β-alanyl]-glycine 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:

: 37936-70-2
methyl (E)-tridec-2-enoate

: 269411-22-5
N6-benzyloxycarbonyl-N2-tert-butoxycarbonyl-lysyl-γ-methyl-leucyl-[(2S,3R)-3-decyl-2-hydroxy-β-alanyl]-glycine ethyl ester

Guidance literature:: Multi-step reaction with 10 steps

1: 82 percent / ADmixα; CH3SO2NH2 / 2-methyl-propan-2-ol; H2O

2: 72 percent / pyridine

3: 92 percent / K₂CO₃; CaSO₄ / methanol

4: sodium hydroxide / methanol; H₂O

5: 81 percent / sodium azide; titanium tetraisopropoxide / ethanol

6: 89 percent / WSCD*HCl; benzotriazol-1-ol hydrate; triethylamine

7: hydrogen / Pd-C

8: WSCD*HCl; benzotriazol-1-ol hydrate; triethylamine / tetrahydrofuran

9: trifluoroacetic acid

10: WSCD*HCl; benzotriazol-1-ol hydrate; triethylamine / tetrahydrofuran

With pyridine; titanium(IV) isopropylate; calcium sulfate; sodium hydroxide; AD-mix-α; sodium azide; methanesulfonamide; WSCD*HCl; hydrogen; potassium carbonate; 1-hydroxybenzotriazol-hydrate; triethylamine; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; water; tert-butyl alcohol; 1: Oxidation / 2: Esterification / 3: Cyclization / 4: Hydrolysis / 5: Ring cleavage / 6: Acylation / 7: Reduction / 8: Acylation / 9: Hydrolysis / 10: Acylation;
DOI:10.1021/ol005630k

Reference yield:

: 269411-15-6
methyl (2S,3S)-2,3-epoxy-tridecanoate

: 269411-22-5
N6-benzyloxycarbonyl-N2-tert-butoxycarbonyl-lysyl-γ-methyl-leucyl-[(2S,3R)-3-decyl-2-hydroxy-β-alanyl]-glycine ethyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: sodium hydroxide / methanol; H₂O

2: 81 percent / sodium azide; titanium tetraisopropoxide / ethanol

3: 89 percent / WSCD*HCl; benzotriazol-1-ol hydrate; triethylamine

4: hydrogen / Pd-C

5: WSCD*HCl; benzotriazol-1-ol hydrate; triethylamine / tetrahydrofuran

6: trifluoroacetic acid

7: WSCD*HCl; benzotriazol-1-ol hydrate; triethylamine / tetrahydrofuran

With titanium(IV) isopropylate; sodium hydroxide; sodium azide; WSCD*HCl; hydrogen; 1-hydroxybenzotriazol-hydrate; triethylamine; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; water; 1: Hydrolysis / 2: Ring cleavage / 3: Acylation / 4: Reduction / 5: Acylation / 6: Hydrolysis / 7: Acylation;
DOI:10.1021/ol005630k

Reference yield:

: 269411-16-7
(2S,3S)-3-Decyl-oxirane-2-carboxylic acid

: 269411-22-5
N6-benzyloxycarbonyl-N2-tert-butoxycarbonyl-lysyl-γ-methyl-leucyl-[(2S,3R)-3-decyl-2-hydroxy-β-alanyl]-glycine ethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 81 percent / sodium azide; titanium tetraisopropoxide / ethanol

2: 89 percent / WSCD*HCl; benzotriazol-1-ol hydrate; triethylamine

3: hydrogen / Pd-C

4: WSCD*HCl; benzotriazol-1-ol hydrate; triethylamine / tetrahydrofuran

5: trifluoroacetic acid

6: WSCD*HCl; benzotriazol-1-ol hydrate; triethylamine / tetrahydrofuran

With titanium(IV) isopropylate; sodium azide; WSCD*HCl; hydrogen; 1-hydroxybenzotriazol-hydrate; triethylamine; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; ethanol; 1: Ring cleavage / 2: Acylation / 3: Reduction / 4: Acylation / 5: Hydrolysis / 6: Acylation;
DOI:10.1021/ol005630k