1-<5'-(L-carbobenzyloxyphenylalanylmethylamino)-5'-deoxy-2',3'-cyclohexylidene-β-D-allo(α-L-talo)-furanuronosyl-DL-alanine benzyl ester>uracil

Base Information

• Chemical Name: 1-<5'-(L-carbobenzyloxyphenylalanylmethylamino)-5'-deoxy-2',3'-cyclohexylidene-β-D-allo(α-L-talo)-furanuronosyl-DL-alanine benzyl ester>uracil
• CAS No.: 100762-04-7
• Molecular Formula: C₄₄H₄₉N₅O₁₁
• Molecular Weight: 823.9
• Mol file: 100762-04-7.mol

Synonyms:

Chemical Property of 1-<5'-(L-carbobenzyloxyphenylalanylmethylamino)-5'-deoxy-2',3'-cyclohexylidene-β-D-allo(α-L-talo)-furanuronosyl-DL-alanine benzyl ester>uracil

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-<5'-(L-carbobenzyloxyphenylalanylmethylamino)-5'-deoxy-2',3'-cyclohexylidene-β-D-allo(α-L-talo)-furanuronosyl-DL-alanine benzyl ester>uracil

There total 1 articles about 1-<5'-(L-carbobenzyloxyphenylalanylmethylamino)-5'-deoxy-2',3'-cyclohexylidene-β-D-allo(α-L-talo)-furanuronosyl-DL-alanine benzyl ester>uracil 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:

N-Cbz-L-Phe (1161-13-3) + 2-Methyleneamino-propionic acid benzyl ester (100762-01-4) + methylamine (74-89-5) + 2',3'-O-cyclohexylideneuridine 5'-aldehyde (34311-30-3) → 1-<5'-(L-carbobenzyloxyphenylalanylmethylamino)-5'-deoxy-2',3'-cyclohexylidene-β-D-allo(α-L-talo)-furanuronosyl-DL-alanine benzyl ester>uracil (100682-78-8,100762-02-5,100762-03-6,100762-04-7)

Guidance literature:

Yield given. Multistep reaction;

DOI:10.1021/jo00362a027

Reference yield: 50.0%

1-<5'-(L-carbobenzyloxyphenylalanylmethylamino)-5'-deoxy-2',3'-cyclohexylidene-β-D-allo(α-L-talo)-furanuronosyl-DL-alanine benzyl ester>uracil (100682-78-8,100762-02-5,100762-03-6,100762-04-7) → 1-<5'-(L-carbobenzyloxyphenylalanylmethylamino)-5'-deoxy-β-D-allo(α-L-talo)-furanosyl-DL-alanine benzyl ester>uracil (100682-79-9,100762-05-8)

Guidance literature:

With acetic acid; for 1.5h; Heating;

DOI:10.1021/jo00362a027

Reference yield:

1-<5'-(L-carbobenzyloxyphenylalanylmethylamino)-5'-deoxy-2',3'-cyclohexylidene-β-D-allo(α-L-talo)-furanuronosyl-DL-alanine benzyl ester>uracil (100682-78-8,100762-02-5,100762-03-6,100762-04-7) → 1-<5'-(L-phenylalanylmethylamino)-5'-deoxy-β-D-allo-furanuronosyl-L-alanine>uracil (100682-77-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 50 percent / 50 percent aq. HOAc / 1.5 h / Heating

2: 69 percent / HCO₂H / Pd black / methanol / 1 h

With formic acid; acetic acid; palladium; In methanol;

DOI:10.1021/jo00362a027

upstream raw materials:

N-Cbz-L-Phe

2-Methyleneamino-propionic acid benzyl ester

methylamine

2',3'-O-cyclohexylideneuridine 5'-aldehyde

Downstream raw materials:

1-<5'-(L-carbobenzyloxyphenylalanylmethylamino)-5'-deoxy-β-D-allo(α-L-talo)-furanosyl-DL-alanine benzyl ester>uracil

1-<5'-(L-phenylalanylmethylamino)-5'-deoxy-β-D-allo-furanuronosyl-L-alanine>uracil