BOC-HOMOCYS(TRT)-OH

Base Information

• Chemical Name: BOC-HOMOCYS(TRT)-OH
• CAS No.: 201419-16-1
• Molecular Formula: C28H31 N O4 S
• Molecular Weight: 477.624
• Hs Code.: 2930901300
• Mol file: 201419-16-1.mol

Synonyms:(S)-2-((tert-Butoxycarbonyl)amino)-4-(tritylthio)butanoic acid;AmbotzBAA5200;N-[(1,1-Dimethylethoxy)Carbonyl]-S-(Triphenylmethyl)-L-Homocysteine;

Chemical Property of BOC-HOMOCYS(TRT)-OH

Chemical Property:

• Boiling Point: 630.4±55.0 °C(Predicted)
• PKA: 3.95±0.10(Predicted)
• PSA: 100.93000
• Density: 1.186±0.06 g/cm3(Predicted)
• LogP: 6.47060
• Storage Temp.: -15°C

Purity/Quality:

97% ^*data from raw suppliers

Boc-S-trityl-L-homocysteine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of BOC-HOMOCYS(TRT)-OH

There total 1 articles about BOC-HOMOCYS(TRT)-OH 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: 52.0%

triphenylmethyl alcohol (76-84-6) + N-tert-butoxycarbonyl-L-methionine (2488-15-5) → N-(tert-butoxycarbonyl)-S-trityl-L-homocysteine (201419-16-1,1301706-43-3)

Guidance literature:

N-tert-butoxycarbonyl-L-methionine; With ammonia; sodium; at -78 - -40 ℃; for 1h; Inert atmosphere; Schlenk technique;

triphenylmethyl alcohol; With trifluoroacetic acid; at 20 ℃; for 2h; Inert atmosphere; Schlenk technique;

DOI:10.1016/j.tet.2020.131249

Reference yield: 92.0%

N-(tert-butoxycarbonyl)-S-trityl-L-homocysteine (201419-16-1,1301706-43-3) → tert-butyl (S)-(1-oxo-4-(tritylthio)butan-2-yl)carbamate

Guidance literature:

N-(tert-butoxycarbonyl)-S-trityl-L-homocysteine; With 1,1'-carbonyldiimidazole; In dichloromethane; at 0 ℃; for 1h; Inert atmosphere; Schlenk technique;

With diisobutylaluminium hydride; In dichloromethane; at -78 ℃; for 1.5h; Inert atmosphere; Schlenk technique;

DOI:10.1016/j.tet.2020.131249

Reference yield: 73.0%

N-(tert-butoxycarbonyl)-S-trityl-L-homocysteine (201419-16-1,1301706-43-3) + methyl (S)-2-amino-2-(1-((5,5-dimethyl-1,3-dioxan-2-yl)methyl)cyclopentyl)acetate → methyl (2S)-2-[(2S)-2-{[(tert-butoxy)carbonyl]amino}-4-[(triphenylmethyl)sulfanyl]butanamido]-2-{1-[(5,5-dimethyl-1,3-dioxan-2-yl)methyl]cyclopentyl}acetate

Guidance literature:

With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; N,N-dimethyl-formamide; at 0 - 20 ℃; for 14.5h; Inert atmosphere;

upstream raw materials:

triphenylmethyl alcohol

N-tert-butoxycarbonyl-L-methionine

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