N-[N(phenylacetyl)-Phe-Thr]-Thr-{N-[(4S)-4-amino-6-methyl-3-oxo-2-(triphenylphosphoranylidene)heptanoyl]-Leu}-Asn-D-Ala (threonine hydroxy) lactone

Base Information

Chemical Name:N-[N(phenylacetyl)-Phe-Thr]-Thr-{N-[(4S)-4-amino-6-methyl-3-oxo-2-(triphenylphosphoranylidene)heptanoyl]-Leu}-Asn-D-Ala (threonine hydroxy) lactone
CAS No.:221198-28-3
Molecular Formula:C₆₄H₇₇N₈O₁₂P
Molecular Weight:1181.34
Hs Code.:

Synonyms:N-[N(phenylacetyl)-Phe-Thr]-Thr-{N-[(4S)-4-amino-6-methyl-3-oxo-2-(triphenylphosphoranylidene)heptanoyl]-Leu}-Asn-D-Ala (threonine hydroxy) lactone

Suppliers and Price of N-[N(phenylacetyl)-Phe-Thr]-Thr-{N-[(4S)-4-amino-6-methyl-3-oxo-2-(triphenylphosphoranylidene)heptanoyl]-Leu}-Asn-D-Ala (threonine hydroxy) lactone

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
Packaging
price

Total 0 raw suppliers

Chemical Property of N-[N(phenylacetyl)-Phe-Thr]-Thr-{N-[(4S)-4-amino-6-methyl-3-oxo-2-(triphenylphosphoranylidene)heptanoyl]-Leu}-Asn-D-Ala (threonine hydroxy) lactone

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of N-[N(phenylacetyl)-Phe-Thr]-Thr-{N-[(4S)-4-amino-6-methyl-3-oxo-2-(triphenylphosphoranylidene)heptanoyl]-Leu}-Asn-D-Ala (threonine hydroxy) lactone

There total 15 articles about N-[N(phenylacetyl)-Phe-Thr]-Thr-{N-[(4S)-4-amino-6-methyl-3-oxo-2-(triphenylphosphoranylidene)heptanoyl]-Leu}-Asn-D-Ala (threonine hydroxy) lactone 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:

: 221198-00-1
N-((S)-4-{[(tert-butoxy)carbonyl]amino}-6-methyl-3-oxo-2-(triphenylphosphoranylidene)heptanoyl)-Leu-OBn

: 221198-28-3
N-[N(phenylacetyl)-Phe-Thr]-Thr-{N-[(4S)-4-amino-6-methyl-3-oxo-2-(triphenylphosphoranylidene)heptanoyl]-Leu}-Asn-D-Ala (threonine hydroxy) lactone

Guidance literature:: Multi-step reaction with 7 steps

1: 78 percent / N-[3-(dimethylamino)propyl]-N'-ethylcarbodiimide; 1-hydroxybenzotriazole; Et₃N / CH₂Cl₂ / 22 h / 0 - 23 °C

2: piperidine / dimethylformamide / 1 h / 23 °C

3: 4.40 g / N-[3-(dimethylamino)propyl]-N'-ethylcarbodiimide; 1-hydroxybenzotriazole; Et₃N / CH₂Cl₂ / 18 h / 0 - 23 °C

4: H₂ / Pd/C / methanol / 24 h / 23 °C / 760 Torr

5: 1.70 g / diphenylphosphoryl azide; NaHCO₃ / dimethylformamide / 72 h / 0 °C

6: TFA; anisole / 3 h / 23 °C

7: 222 mg / N-[3-(dimethylamino)propyl]-N'-ethylcarbodiimide; 1-hydroxybenzotriazole; Et₃N / CH₂Cl₂ / 36 h / 23 °C

With piperidine; diphenylphosphoranyl azide; hydrogen; sodium hydrogencarbonate; benzotriazol-1-ol; methoxybenzene; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; trifluoroacetic acid; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide; 1: Condensation / 2: Elimination / 3: Condensation / 4: Hydrogenolysis / 5: Cyclization / 6: Elimination / 7: Condensation;
DOI:10.1002/1522-2675(20000906)83:9<2607::AID-HLCA2607>3.0.CO;2-B

Reference yield:

: {N-[2-(triphenylphosphonium)acetyl]-Leu-OBn} bromide

: 221198-28-3
N-[N(phenylacetyl)-Phe-Thr]-Thr-{N-[(4S)-4-amino-6-methyl-3-oxo-2-(triphenylphosphoranylidene)heptanoyl]-Leu}-Asn-D-Ala (threonine hydroxy) lactone

Guidance literature:: Multi-step reaction with 9 steps

1: Et₃N / CH₂Cl₂

2: 9.08 g / 1,1'-carbonyldiimidazole / CH₂Cl₂ / 24 h / 23 °C

3: 78 percent / N-[3-(dimethylamino)propyl]-N'-ethylcarbodiimide; 1-hydroxybenzotriazole; Et₃N / CH₂Cl₂ / 22 h / 0 - 23 °C

4: piperidine / dimethylformamide / 1 h / 23 °C

5: 4.40 g / N-[3-(dimethylamino)propyl]-N'-ethylcarbodiimide; 1-hydroxybenzotriazole; Et₃N / CH₂Cl₂ / 18 h / 0 - 23 °C

6: H₂ / Pd/C / methanol / 24 h / 23 °C / 760 Torr

7: 1.70 g / diphenylphosphoryl azide; NaHCO₃ / dimethylformamide / 72 h / 0 °C

8: TFA; anisole / 3 h / 23 °C

9: 222 mg / N-[3-(dimethylamino)propyl]-N'-ethylcarbodiimide; 1-hydroxybenzotriazole; Et₃N / CH₂Cl₂ / 36 h / 23 °C

With piperidine; diphenylphosphoranyl azide; hydrogen; sodium hydrogencarbonate; benzotriazol-1-ol; methoxybenzene; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; 1,1'-carbonyldiimidazole; trifluoroacetic acid; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide; 1: Elimination / 2: Condensation / 3: Condensation / 4: Elimination / 5: Condensation / 6: Hydrogenolysis / 7: Cyclization / 8: Elimination / 9: Condensation;
DOI:10.1002/1522-2675(20000906)83:9<2607::AID-HLCA2607>3.0.CO;2-B

Reference yield:

: N-Boc-Thr-D-Ala-{N-[(4S)-4-amino-6-methyl-3-oxo-2-(triphenylphosphoranylidene)heptanoyl]-Leu}-OBn

: 221198-28-3
N-[N(phenylacetyl)-Phe-Thr]-Thr-{N-[(4S)-4-amino-6-methyl-3-oxo-2-(triphenylphosphoranylidene)heptanoyl]-Leu}-Asn-D-Ala (threonine hydroxy) lactone

Guidance literature:: Multi-step reaction with 5 steps

1: 4.40 g / N-[3-(dimethylamino)propyl]-N'-ethylcarbodiimide; 1-hydroxybenzotriazole; Et₃N / CH₂Cl₂ / 18 h / 0 - 23 °C

2: H₂ / Pd/C / methanol / 24 h / 23 °C / 760 Torr

3: 1.70 g / diphenylphosphoryl azide; NaHCO₃ / dimethylformamide / 72 h / 0 °C

4: TFA; anisole / 3 h / 23 °C

5: 222 mg / N-[3-(dimethylamino)propyl]-N'-ethylcarbodiimide; 1-hydroxybenzotriazole; Et₃N / CH₂Cl₂ / 36 h / 23 °C

With diphenylphosphoranyl azide; hydrogen; sodium hydrogencarbonate; benzotriazol-1-ol; methoxybenzene; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; trifluoroacetic acid; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide; 1: Condensation / 2: Hydrogenolysis / 3: Cyclization / 4: Elimination / 5: Condensation;
DOI:10.1002/1522-2675(20000906)83:9<2607::AID-HLCA2607>3.0.CO;2-B