D-Tyrosine, 3-chloro-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-O-methyl-

Base Information

• Chemical Name: D-Tyrosine, 3-chloro-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-O-methyl-
• CAS No.: 848044-14-4
• Molecular Formula: C25H22ClNO5
• Molecular Weight: 451.89900

Synonyms:Fmoc-3-Cl-D-Tyr(Me)-OH;(R)-3-(3-Chloro-4-methoxy-phenyl)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-propionic acid;

Chemical Property of D-Tyrosine, 3-chloro-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-O-methyl-

Chemical Property:

• Boiling Point: 665.6±55.0 °C(Predicted)
• PSA: 84.86000
• Density: 1.331±0.06 g/cm3(Predicted)
• LogP: 5.27390

Purity/Quality:

98% ^*data from raw suppliers

N-Fmoc-O-methyl-3-chloro-D-tyrosine 97%,ee98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of D-Tyrosine, 3-chloro-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-O-methyl-

There total 2 articles about D-Tyrosine, 3-chloro-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-O-methyl- 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: 93.0%

tert-butyl 3-chloro-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-O-methyl-D-tyrosinate (848044-20-2) → 3-chloro-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-O-methyl-D-tyrosine (848044-14-4)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 23 ℃; for 5h;

DOI:10.1002/ejoc.200400558

Reference yield:

C10H12ClNO3*ClH + N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide (82911-69-1) → 3-chloro-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-O-methyl-D-tyrosine (848044-14-4)

Guidance literature:

With sodium carbonate; In 1,4-dioxane; water; at 23 ℃; for 18h;

DOI:10.1002/anie.200703665

Reference yield: 84.0%

tert-butyl (2S)-2-{[(2R)-3-amino-2-methylpropanoyl]oxy}-4-methylpentanoate (1027246-51-0) + 3-chloro-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-O-methyl-D-tyrosine (848044-14-4) → tert-butyl (2S)-2-{[(2R)-3-({3-chloro-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-O-methyl-D-tyrosyl}amino)-2-methylpropanoyl]oxy}-4-methylpentanoate (848044-27-9)

Guidance literature:

With benzotriazol-1-ol; dicyclohexyl-carbodiimide; In tetrahydrofuran; at 23 ℃; for 7h;

DOI:10.1002/ejoc.200400558

upstream raw materials:

tert-butyl 3-chloro-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-O-methyl-D-tyrosinate

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

Downstream raw materials:

tert-butyl (2S)-2-{[(2R)-3-({3-chloro-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-O-methyl-D-tyrosyl}amino)-2-methylpropanoyl]oxy}-4-methylpentanoate

cryptophycin C

(2E,7E)-(5S,6R)-5-((S)-2-{(R)-3-[(R)-2-Amino-3-(3-chloro-4-methoxy-phenyl)-propionylamino]-2-methyl-propionyloxy}-4-methyl-pentanoyloxy)-6-methyl-8-phenyl-octa-2,7-dienoic acid

(2S)-2-{[(2R)-3-({3-chloro-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-O-methyl-D-tyrosyl}amino)-2-methylpropanoyl]oxy}-4-methylpentanoic acid

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