N-(tert-Butoxycarbonyl)-L-alanyl-L-phenylalanyl-L-leucinamide

Base Information

Chemical Name:N-(tert-Butoxycarbonyl)-L-alanyl-L-phenylalanyl-L-leucinamide
CAS No.:75286-45-2
Molecular Formula:C23H36N4O5
Molecular Weight:448.563
Hs Code.:
DSSTox Substance ID:DTXSID30574587
Wikidata:Q82463693

Synonyms:75286-45-2;DTXSID30574587;N-(tert-Butoxycarbonyl)-L-alanyl-L-phenylalanyl-L-leucinamide

Suppliers and Price of N-(tert-Butoxycarbonyl)-L-alanyl-L-phenylalanyl-L-leucinamide

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
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Total 0 raw suppliers

Chemical Property of N-(tert-Butoxycarbonyl)-L-alanyl-L-phenylalanyl-L-leucinamide

Chemical Property:

XLogP3:1.7
Hydrogen Bond Donor Count:4
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:12
Exact Mass:448.26857026
Heavy Atom Count:32
Complexity:653

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC(C)CC(C(=O)N)NC(=O)C(CC1=CC=CC=C1)NC(=O)C(C)NC(=O)OC(C)(C)C
Isomeric SMILES:C[C@@H](C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)N[C@@H](CC(C)C)C(=O)N)NC(=O)OC(C)(C)C

Technology Process of N-(tert-Butoxycarbonyl)-L-alanyl-L-phenylalanyl-L-leucinamide

There total 10 articles about N-(tert-Butoxycarbonyl)-L-alanyl-L-phenylalanyl-L-leucinamide 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: 98.0%

: 687-51-4,13079-20-4,13366-40-0,15893-47-7
H-L-Leu-NH₂

: 2280-66-2
N-tert-butyloxycarbonylalanylphenylalanine methyl ester

: 75286-45-2
Boc-Ala-Phe-Leu-NH₂

Guidance literature:: With disodium hydrogenphosphate; In hexane; at 20 - 22 ℃; for 2h; α-chymotrypsin;

Reference yield:

: 93199-89-4
^tBOC-(S)-Ala-ΔPhe-(S)-Leu-NH2

: 75286-45-2
Boc-Ala-Phe-Leu-NH₂

: 93200-09-0
{(S)-1-[(R)-1-((S)-1-Carbamoyl-3-methyl-butylcarbamoyl)-2-phenyl-ethylcarbamoyl]-ethyl}-carbamic acid tert-butyl ester

Guidance literature:: With hydrogen; <(diPAMP)Rh(norbornadiene)>(1+)*ClO4(1-); In ethanol; at 40 ℃; under 7600 Torr;
DOI:10.1016/S0040-4020(01)82412-1

Reference yield:

: 15761-38-3
L-N-Boc-Ala

: 75286-45-2
Boc-Ala-Phe-Leu-NH₂

Guidance literature:: Multi-step reaction with 8 steps

1: 96 percent / 1-hydroxybenzotriazole, N-methylmorpholine, N,N-dicyclohexylcarbodiimide / dimethylformamide / 2 h, 0 deg C then 12 h, 25 deg C

2: 96 percent / 1N NaOH / H₂O; methanol / 2 h / 0 °C

3: 89 percent / NaOAc, Ac₂O / 1 h, 0 deg C then 12 h, 25 deg C

4: 81 percent / Et₃N / CHCl₃ / 1 h, 0 deg C then 40 h, 25 deg C

5: 2N NaOH / H₂O; methanol / 5 °C

6: N-methylmorpholine / tetrahydrofuran / -15 °C

7: ammonia

8: H₂ / <((-)BPPM)Rh(norbornadiene)⁽¹⁺⁾*ClO₄^(1-) / ethanol / 40 °C / 7600 Torr

With 4-methyl-morpholine; sodium hydroxide; ammonia; hydrogen; sodium acetate; acetic anhydride; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; <((-)BPPM)Rh(norbornadiene)>(1+)*ClO4(1-); In tetrahydrofuran; methanol; ethanol; chloroform; water; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)82412-1