α,2,6,-trimethyl-N-<(phenylmethoxy)carbonyl>-O-(phenylmethyl)-D-tyrosyl-N-(3-phenylpropyl)-D-alaninamide

Base Information

Chemical Name:α,2,6,-trimethyl-N-<(phenylmethoxy)carbonyl>-O-(phenylmethyl)-D-tyrosyl-N-(3-phenylpropyl)-D-alaninamide
CAS No.:111633-26-2
Molecular Formula:C₃₉H₄₅N₃O₅
Molecular Weight:635.803
Hs Code.:

Synonyms:α,2,6,-trimethyl-N-<(phenylmethoxy)carbonyl>-O-(phenylmethyl)-D-tyrosyl-N-(3-phenylpropyl)-D-alaninamide

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Chemical Property of α,2,6,-trimethyl-N-<(phenylmethoxy)carbonyl>-O-(phenylmethyl)-D-tyrosyl-N-(3-phenylpropyl)-D-alaninamide

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Technology Process of α,2,6,-trimethyl-N-<(phenylmethoxy)carbonyl>-O-(phenylmethyl)-D-tyrosyl-N-(3-phenylpropyl)-D-alaninamide

There total 11 articles about α,2,6,-trimethyl-N-<(phenylmethoxy)carbonyl>-O-(phenylmethyl)-D-tyrosyl-N-(3-phenylpropyl)-D-alaninamide 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:

: 100-52-7
benzaldehyde

: 111633-26-2
α,2,6,-trimethyl-N-<(phenylmethoxy)carbonyl>-O-(phenylmethyl)-D-tyrosyl-N-(3-phenylpropyl)-D-alaninamide

Guidance literature:: Multi-step reaction with 5 steps

1: 68 percent / p-toluenesulfonic acid monohydrate / 1,1,1-trichloro-ethane / 16 h / Heating

2: 1.) potassium hexamethyldisilazane / 1.) toluene, DMF, a) 30 min, b) RT, 30 min, 2.) toluene, DMF, RT, 3 h

3: 74 percent / methanolic NaOH / CH₂Cl₂; methanol / 3 h

4: 1.) 5A molecular sieves, N-methylmorpholine / 1.) CH₂Cl₂, a) -15 deg C - 5 deg C, b) -60 deg C, 2.) CH₂Cl₂, 0 deg C, 30 min

5: NMM / CH₂Cl₂ / 1.) -55 deg C - RT, 2.) RT, 1.5 h

With 4-methyl-morpholine; sodium hydroxide; potassium hexamethyldisilazane; 5A molecular sieve; toluene-4-sulfonic acid; In methanol; dichloromethane; 1,1,1-trichloroethane;

Reference yield:

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

: 111633-26-2
α,2,6,-trimethyl-N-<(phenylmethoxy)carbonyl>-O-(phenylmethyl)-D-tyrosyl-N-(3-phenylpropyl)-D-alaninamide

Guidance literature:: Multi-step reaction with 9 steps

1: 10percent aq. NaOH / H₂O / 2 h

2: K₂CO₃ / dimethylformamide / 16 h / Ambient temperature

3: 1.) sodium hydride / 1.) DMF, 10 min, 2.) DMF, 16 h

4: 92 percent / aq. NaOH / methanol / 3 h

5: 68 percent / p-toluenesulfonic acid monohydrate / 1,1,1-trichloro-ethane / 16 h / Heating

6: 1.) potassium hexamethyldisilazane / 1.) toluene, DMF, a) 30 min, b) RT, 30 min, 2.) toluene, DMF, RT, 3 h

7: 74 percent / methanolic NaOH / CH₂Cl₂; methanol / 3 h

8: 1.) 5A molecular sieves, N-methylmorpholine / 1.) CH₂Cl₂, a) -15 deg C - 5 deg C, b) -60 deg C, 2.) CH₂Cl₂, 0 deg C, 30 min

9: NMM / CH₂Cl₂ / 1.) -55 deg C - RT, 2.) RT, 1.5 h

With 4-methyl-morpholine; sodium hydroxide; potassium hexamethyldisilazane; 5A molecular sieve; sodium hydride; potassium carbonate; toluene-4-sulfonic acid; In methanol; dichloromethane; 1,1,1-trichloroethane; water; N,N-dimethyl-formamide;

Reference yield:

: 112244-89-0
N-carbobenzoxy-2,6-dimethyl-DL-tyrosine

: 111633-26-2
α,2,6,-trimethyl-N-<(phenylmethoxy)carbonyl>-O-(phenylmethyl)-D-tyrosyl-N-(3-phenylpropyl)-D-alaninamide

Guidance literature:: Multi-step reaction with 8 steps

1: K₂CO₃ / dimethylformamide / 16 h / Ambient temperature

2: 1.) sodium hydride / 1.) DMF, 10 min, 2.) DMF, 16 h

3: 92 percent / aq. NaOH / methanol / 3 h

4: 68 percent / p-toluenesulfonic acid monohydrate / 1,1,1-trichloro-ethane / 16 h / Heating

5: 1.) potassium hexamethyldisilazane / 1.) toluene, DMF, a) 30 min, b) RT, 30 min, 2.) toluene, DMF, RT, 3 h

6: 74 percent / methanolic NaOH / CH₂Cl₂; methanol / 3 h

7: 1.) 5A molecular sieves, N-methylmorpholine / 1.) CH₂Cl₂, a) -15 deg C - 5 deg C, b) -60 deg C, 2.) CH₂Cl₂, 0 deg C, 30 min

8: NMM / CH₂Cl₂ / 1.) -55 deg C - RT, 2.) RT, 1.5 h

With 4-methyl-morpholine; sodium hydroxide; potassium hexamethyldisilazane; 5A molecular sieve; sodium hydride; potassium carbonate; toluene-4-sulfonic acid; In methanol; dichloromethane; 1,1,1-trichloroethane; N,N-dimethyl-formamide;