5'-Adenylic acid, mono[4-methyl-2-[[(phenylmethoxy)carbonyl]amino]pentyl] ester, (S)-

Base Information

• Chemical Name: 5'-Adenylic acid, mono[4-methyl-2-[[(phenylmethoxy)carbonyl]amino]pentyl] ester, (S)-
• CAS No.: 6216-67-7
• Molecular Formula: C₂₄H₃₃N₆O₉P
• Molecular Weight: 580.535
• Mol file: 6216-67-7.mol

Synonyms:((S)-1-{[(2R,3S,4R,5R)-5-(6-Amino-purin-9-yl)-3,4-dihydroxy-tetrahydro-furan-2-ylmethoxy]-hydroxy-phosphoryloxymethyl}-3-methyl-butyl)-carbamic acid benzyl ester;

Chemical Property of 5'-Adenylic acid, mono[4-methyl-2-[[(phenylmethoxy)carbonyl]amino]pentyl] ester, (S)-

Chemical Property:

• Melting Point: 149 °C
• PSA: 223.21000
• LogP: 2.47450

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5'-Adenylic acid, mono[4-methyl-2-[[(phenylmethoxy)carbonyl]amino]pentyl] ester, (S)-

There total 11 articles about 5'-Adenylic acid, mono[4-methyl-2-[[(phenylmethoxy)carbonyl]amino]pentyl] ester, (S)- 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:

Phenoxy-acetic acid (2R,3R,4R,5R)-5-[((S)-2-benzyloxycarbonylamino-4-methyl-pentyloxy)-hydroxy-phosphoryloxymethyl]-4-(2-phenoxy-acetoxy)-2-[6-(2-phenoxy-acetylamino)-purin-9-yl]-tetrahydro-furan-3-yl ester (1054645-97-4) → Adenosin-5'-phosphorsaeure-(N-benzyloxycarbonyl-L-leucinolat) (6216-67-7)

Guidance literature:

With ammonium hydroxide; at 5 ℃; for 0.5h;

DOI:10.1080/07328319808004322

Reference yield:

5'-O-dimethoxytrityladenosine (57018-82-3,81352-25-2) → Adenosin-5'-phosphorsaeure-(N-benzyloxycarbonyl-L-leucinolat) (6216-67-7)

Guidance literature:

Multi-step reaction with 5 steps

1: pyridine / 4.5 h / 0 °C

2: 48 percent / benzenesulphonic acid / CH₂Cl₂; methanol / 0.33 h

3: 0.17 h / Ambient temperature

4: 2.) H₂O / 1.) dioxane, 90 min, rt, 2.) 12 h, rt

5: aq. NH₃ / 0.5 h / 5 °C

With ammonium hydroxide; water; benzenesulfonic acid; In pyridine; methanol; dichloromethane;

DOI:10.1080/07328319808004322

Reference yield:

benzyl chloroformate (501-53-1,94274-21-2) → Adenosin-5'-phosphorsaeure-(N-benzyloxycarbonyl-L-leucinolat) (6216-67-7)

Guidance literature:

Multi-step reaction with 4 steps

1: diethyl ether / 1 h / Ambient temperature

2: 82 percent / H₂O / 2 h

3: 2.) H₂O / 1.) dioxane, 90 min, rt, 2.) 12 h, rt

4: aq. NH₃ / 0.5 h / 5 °C

With ammonium hydroxide; water; In diethyl ether; water;

DOI:10.1080/07328319808004322

upstream raw materials:

Phenoxy-acetic acid (2R,3R,4R,5R)-5-[((S)-2-benzyloxycarbonylamino-4-methyl-pentyloxy)-hydroxy-phosphoryloxymethyl]-4-(2-phenoxy-acetoxy)-2-[6-(2-phenoxy-acetylamino)-purin-9-yl]-tetrahydro-furan-3-yl ester

5'-O-dimethoxytrityladenosine

(S)-(-)-N-(benzyloxycarbonyl)leucinol

benzyl chloroformate