TFA*H-Tyr(PO₃Me₂)-Val-OMaq

Base Information

• Chemical Name: TFA*H-Tyr(PO₃Me₂)-Val-OMaq
• CAS No.: 118903-66-5
• Molecular Formula: C₂HF₃O₂*C₃₁H₃₃N₂O₉P
• Molecular Weight: 722.609
• Mol file: 118903-66-5.mol

Synonyms:TFA*H-Tyr(PO₃Me₂)-Val-OMaq

Chemical Property of TFA*H-Tyr(PO₃Me₂)-Val-OMaq

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of TFA*H-Tyr(PO₃Me₂)-Val-OMaq

There total 5 articles about TFA*H-Tyr(PO₃Me₂)-Val-OMaq 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:

Nα-(tert-butoxycarbonyl)-O-(dimethylphosphono)tyrosylvaline anthraquinon-2-ylmethyl ester (118903-64-3) → TFA*H-Tyr(PO3Me2)-Val-OMaq (118903-66-5)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; water; at 20 ℃; for 1h;

DOI:10.1021/jo00300a041

Reference yield:

Boc-Tyr-OH (3978-80-1) → TFA*H-Tyr(PO3Me2)-Val-OMaq (118903-66-5)

Guidance literature:

Multi-step reaction with 5 steps

1: 82 percent / 1,8-diazabicyclo<5.4.0>undec-7-ene / tetrahydrofuran / 1.5 h / Heating

2: 1) 1H-tetrazole, 2) 85percent m-chloroperoxybenzoic acid / 1) THF, 20 deg C, 20 min, 2) 20 deg C, 10 min

3: 75 percent / sodium dithionite, sodium carbonate / acetonitrile; H₂O / 1 h / 50 °C

4: 1) N-methylmorpholine, isobutyl chloroformate, 2) N-methylmorpholine / 1) THF, -15 deg C, 3 min, 2) THF, -20 deg C, 2 h

5: trifluoroacetic acid / H₂O; CH₂Cl₂ / 1 h / 20 °C

With 4-methyl-morpholine; 1H-tetrazole; sodium dithionite; sodium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; isobutyl chloroformate; In tetrahydrofuran; dichloromethane; water; acetonitrile;

DOI:10.1021/jo00300a041

Reference yield:

Nα-(tert-butoxycarbonyl)-O-(O',O''-dimethylphosphoro)-L-tyrosine (92264-99-8) → TFA*H-Tyr(PO3Me2)-Val-OMaq (118903-66-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 1) N-methylmorpholine, isobutyl chloroformate, 2) N-methylmorpholine / 1) THF, -15 deg C, 3 min, 2) THF, -20 deg C, 2 h

2: trifluoroacetic acid / H₂O; CH₂Cl₂ / 1 h / 20 °C

With 4-methyl-morpholine; trifluoroacetic acid; isobutyl chloroformate; In dichloromethane; water;

DOI:10.1021/jo00300a041

upstream raw materials:

N^α-(tert-butoxycarbonyl)-O-(dimethylphosphono)tyrosylvaline anthraquinon-2-ylmethyl ester

Boc-Tyr-OH

N^α-(tert-butoxycarbonyl)-O-(O',O''-dimethylphosphoro)-L-tyrosine

N^α-(tert-butoxycarbonyl)tyrosine anthraquinon-2-ylmethylester