L-tyrosyl2,L-Ser⁵-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-L-serylglycyl-L-phenylalanyl-L-serine>

Base Information

• Chemical Name: L-tyrosyl2,L-Ser⁵-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-L-serylglycyl-L-phenylalanyl-L-serine>
• CAS No.: 113247-65-7
• Molecular Formula: C₃₈H₅₉N₅O₁₀Si₂
• Molecular Weight: 802.085

Synonyms:L-tyrosyl2,L-Ser⁵-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-L-serylglycyl-L-phenylalanyl-L-serine>

Chemical Property of L-tyrosyl2,L-Ser⁵-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-L-serylglycyl-L-phenylalanyl-L-serine>

Chemical Property:

Purity/Quality:

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Technology Process of L-tyrosyl2,L-Ser⁵-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-L-serylglycyl-L-phenylalanyl-L-serine>

There total 19 articles about L-tyrosyl2,L-Ser⁵-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-L-serylglycyl-L-phenylalanyl-L-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: 65.0%

N-benzyloxycarbonyl-O-benzyl-L-tyrosyl-2,L-Ser5-O-(11,33-tetraisopropyldisiloxane-1,3-diyl)-L-serylglycyl-L-phenylalanyl-L-serine> benzyl ester (113247-71-5) → L-tyrosyl2,L-Ser5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-L-serylglycyl-L-phenylalanyl-L-serine> (113247-65-7)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; dichloromethane;

Reference yield:

N-benzyloxycarbonyl-O-benzyl-L-tyrosine (86827-18-1,92455-53-3,16677-29-5) → L-tyrosyl2,L-Ser5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-L-serylglycyl-L-phenylalanyl-L-serine> (113247-65-7)

Guidance literature:

Multi-step reaction with 5 steps

1: DCCI / tetrahydrofuran / 0 °C

2: N,N-di-isopropylethylamine / tetrahydrofuran / 0 deg C --> room temp., 2 h

3: 76 percent / TFA / CH₂Cl₂ / 1.5 h / Ambient temperature

4: 31 percent / pyridine / 144 h

5: 65 percent / H₂ / Pd/C / methanol; CH₂Cl₂

With hydrogen; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; pyridine; methanol; dichloromethane;

Reference yield:

N-fluorenylmethoxycarbonyl-O-t-butyl-L-serylglycyne benzyl ester (113247-73-7) → L-tyrosyl2,L-Ser5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-L-serylglycyl-L-phenylalanyl-L-serine> (113247-65-7)

Guidance literature:

Multi-step reaction with 10 steps

1: DCCI / tetrahydrofuran / 0 °C

2: N,N-di-isopropylethylamine / tetrahydrofuran / 0 deg C --> room temp., 2 h

3: H₂ / Pd/C / ethanol; ethyl acetate / 1 h

4: DCCI / tetrahydrofuran / 0 °C

5: N-diisopropylethylamine / tetrahydrofuran / 0 deg C --> room temp., 2 h

6: piperidine / dimethylformamide / 0.17 h / Ambient temperature

7: N,N-di-isopropylethylamine / tetrahydrofuran / 0 deg C --> room temp., 2 h

8: 76 percent / TFA / CH₂Cl₂ / 1.5 h / Ambient temperature

9: 31 percent / pyridine / 144 h

10: 65 percent / H₂ / Pd/C / methanol; CH₂Cl₂

With piperidine; hydrogen; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; pyridine; methanol; ethanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;

upstream raw materials:

N-benzyloxycarbonyl-O-benzyl-L-tyrosyl-2,L-Ser⁵-O-(11,33-tetraisopropyldisiloxane-1,3-diyl)-L-serylglycyl-L-phenylalanyl-L-serine> benzyl ester

1,3-Dichloro-1,1,3,3-tetraisopropyldisiloxane

L-Phenylalanine benzyl ester

N-benzyloxycarbonyl-O-benzyl-L-tyrosine

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