[5-(1-{1-[5-(6-amino-purin-9-yl)-4-hydroxy-2-hydroxymethyl-tetrahydro-furan-3-ylcarbamoyl]-5-benzyloxycarbonylamino-pentylcarbamoyl}-5-benzyloxycarbonylamino-pentylcarbamoyl)-5-tert-butoxycarbonylamino-pentyl]-carbamic acid benzyl ester

Base Information

• Chemical Name: [5-(1-{1-[5-(6-amino-purin-9-yl)-4-hydroxy-2-hydroxymethyl-tetrahydro-furan-3-ylcarbamoyl]-5-benzyloxycarbonylamino-pentylcarbamoyl}-5-benzyloxycarbonylamino-pentylcarbamoyl)-5-tert-butoxycarbonylamino-pentyl]-carbamic acid benzyl ester
• CAS No.: 223116-24-3
• Molecular Formula: C₅₇H₇₆N₁₂O₁₄
• Molecular Weight: 1153.3
• Mol file: 223116-24-3.mol

Synonyms:

Chemical Property of [5-(1-{1-[5-(6-amino-purin-9-yl)-4-hydroxy-2-hydroxymethyl-tetrahydro-furan-3-ylcarbamoyl]-5-benzyloxycarbonylamino-pentylcarbamoyl}-5-benzyloxycarbonylamino-pentylcarbamoyl)-5-tert-butoxycarbonylamino-pentyl]-carbamic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [5-(1-{1-[5-(6-amino-purin-9-yl)-4-hydroxy-2-hydroxymethyl-tetrahydro-furan-3-ylcarbamoyl]-5-benzyloxycarbonylamino-pentylcarbamoyl}-5-benzyloxycarbonylamino-pentylcarbamoyl)-5-tert-butoxycarbonylamino-pentyl]-carbamic acid benzyl ester

There total 1 articles about [5-(1-{1-[5-(6-amino-purin-9-yl)-4-hydroxy-2-hydroxymethyl-tetrahydro-furan-3-ylcarbamoyl]-5-benzyloxycarbonylamino-pentylcarbamoyl}-5-benzyloxycarbonylamino-pentylcarbamoyl)-5-tert-butoxycarbonylamino-pentyl]-carbamic acid benzyl ester 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:

Boc-Lys(Z)-OSu (34404-36-9) + 3'-amino-3'-deoxyadenosine (2504-55-4,26315-51-5,32077-67-1,51014-76-7) → [5-(1-{1-[5-(6-amino-purin-9-yl)-4-hydroxy-2-hydroxymethyl-tetrahydro-furan-3-ylcarbamoyl]-5-benzyloxycarbonylamino-pentylcarbamoyl}-5-benzyloxycarbonylamino-pentylcarbamoyl)-5-tert-butoxycarbonylamino-pentyl]-carbamic acid benzyl ester (223116-24-3)

Guidance literature:

With triethylamine; Yield given; Multistep reaction; 1.) DMF;

DOI:10.1016/S0040-4020(99)00079-4

Reference yield:

[5-(1-{1-[5-(6-amino-purin-9-yl)-4-hydroxy-2-hydroxymethyl-tetrahydro-furan-3-ylcarbamoyl]-5-benzyloxycarbonylamino-pentylcarbamoyl}-5-benzyloxycarbonylamino-pentylcarbamoyl)-5-tert-butoxycarbonylamino-pentyl]-carbamic acid benzyl ester (223116-24-3) → C57H75Cl2N12O15P

Guidance literature:

With triethyl phosphate; trichlorophosphate; at 0 ℃; Yield given;

DOI:10.1016/S0040-4020(99)00079-4

Reference yield:

[5-(1-{1-[5-(6-amino-purin-9-yl)-4-hydroxy-2-hydroxymethyl-tetrahydro-furan-3-ylcarbamoyl]-5-benzyloxycarbonylamino-pentylcarbamoyl}-5-benzyloxycarbonylamino-pentylcarbamoyl)-5-tert-butoxycarbonylamino-pentyl]-carbamic acid benzyl ester (223116-24-3) → 2-(6-amino-purin-9-yl)-6,9,12-tris-(4-benzylamino-butyl)-3,14,16,18-tetrahydroxy-14,16,18-trioxo-dodecahydro-1,15,17,19-tetraoxa-4,7,10,13-tetraaza-14λ5,16λ5,18λ5-triphospha-cyclopentacyclononadecene-5,8,11-trione

Guidance literature:

Multi-step reaction with 4 steps

1: POCl₃, OP(OEt)3 / 0 °C

2: 1.) (Bu₃NH)2H₂P₂O₇, Bu₃N, 2.) (Et₃NH)HCO₃ buffer / 1.) DMF, 4 deg C, 5 min, 2.) pH 7.5

3: TFA / 0.08 h / Ambient temperature

4: EDC*HCl, Et₃N / H₂O / 40 °C / pH 7.5

With tributyl-amine; triethyl phosphate; (Et₃NH)HCO₃ buffer; bis(tri-n-butylammonium) pyrophosphate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid; trichlorophosphate; In water;

DOI:10.1016/S0040-4020(99)00079-4

upstream raw materials:

Boc-Lys(Z)-OSu

3'-amino-3'-deoxyadenosine