2-{2-[2-acetoxymethyl-5-acetylamino-6-(bis-benzyloxy-phosphoryloxy)-3-(4,5-diacetoxy-6-acetoxymethyl-3-acetylamino-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yloxy]-propionylamino}-propionic acid 2-benzenesulfonyl-ethyl ester

Base Information

• Chemical Name: 2-{2-[2-acetoxymethyl-5-acetylamino-6-(bis-benzyloxy-phosphoryloxy)-3-(4,5-diacetoxy-6-acetoxymethyl-3-acetylamino-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yloxy]-propionylamino}-propionic acid 2-benzenesulfonyl-ethyl ester
• CAS No.: 367276-28-6
• Molecular Formula: C₅₂H₆₆N₃O₂₃PS
• Molecular Weight: 1164.14
• Mol file: 367276-28-6.mol

Synonyms:2-{2-[2-acetoxymethyl-5-acetylamino-6-(bis-benzyloxy-phosphoryloxy)-3-(4,5-diacetoxy-6-acetoxymethyl-3-acetylamino-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yloxy]-propionylamino}-propionic acid 2-benzenesulfonyl-ethyl ester

Chemical Property of 2-{2-[2-acetoxymethyl-5-acetylamino-6-(bis-benzyloxy-phosphoryloxy)-3-(4,5-diacetoxy-6-acetoxymethyl-3-acetylamino-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yloxy]-propionylamino}-propionic acid 2-benzenesulfonyl-ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-{2-[2-acetoxymethyl-5-acetylamino-6-(bis-benzyloxy-phosphoryloxy)-3-(4,5-diacetoxy-6-acetoxymethyl-3-acetylamino-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yloxy]-propionylamino}-propionic acid 2-benzenesulfonyl-ethyl ester

There total 12 articles about 2-{2-[2-acetoxymethyl-5-acetylamino-6-(bis-benzyloxy-phosphoryloxy)-3-(4,5-diacetoxy-6-acetoxymethyl-3-acetylamino-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yloxy]-propionylamino}-propionic acid 2-benzenesulfonyl-ethyl 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:

2-{2-[2-acetoxymethyl-5-acetylamino-6-(bis-benzyloxy-phosphanyloxy)-3-(4,5-diacetoxy-6-acetoxymethyl-3-acetylamino-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yloxy]-propionylamino}-propionic acid 2-benzenesulfonyl-ethyl ester → 2-{2-[2-acetoxymethyl-5-acetylamino-6-(bis-benzyloxy-phosphoryloxy)-3-(4,5-diacetoxy-6-acetoxymethyl-3-acetylamino-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yloxy]-propionylamino}-propionic acid 2-benzenesulfonyl-ethyl ester (367276-28-6)

Guidance literature:

With dihydrogen peroxide; In tetrahydrofuran; at -78 - 20 ℃; for 2h;

DOI:10.1021/ja017386d

Reference yield:

(S)-2-{(R)-2-[(2R,3S,4R,5R,6S)-2-Acetoxymethyl-5-acetylamino-6-benzyloxy-3-((2S,3R,4R,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-3-acetylamino-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yloxy]-propionylamino}-propionic acid 2-benzenesulfonyl-ethyl ester (367276-21-9) → 2-{2-[2-acetoxymethyl-5-acetylamino-6-(bis-benzyloxy-phosphoryloxy)-3-(4,5-diacetoxy-6-acetoxymethyl-3-acetylamino-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yloxy]-propionylamino}-propionic acid 2-benzenesulfonyl-ethyl ester (367276-28-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 94 percent / H₂ / Pd/C / methanol; tetrahydrofuran / 3 h / 25 °C / 2585.81 Torr

2: 1H-tetrazole / CH₂Cl₂ / 2 h / 25 °C

3: 1.4 g / aq. H₂O₂ / tetrahydrofuran / 2 h / -78 - 20 °C

With 1H-tetrazole; hydrogen; dihydrogen peroxide; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1021/ja017386d

Reference yield:

dibenzyl N,N-diethylphosphoramidite (67746-43-4) → 2-{2-[2-acetoxymethyl-5-acetylamino-6-(bis-benzyloxy-phosphoryloxy)-3-(4,5-diacetoxy-6-acetoxymethyl-3-acetylamino-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yloxy]-propionylamino}-propionic acid 2-benzenesulfonyl-ethyl ester (367276-28-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 1H-tetrazole / CH₂Cl₂ / 2 h / 25 °C

2: 1.4 g / aq. H₂O₂ / tetrahydrofuran / 2 h / -78 - 20 °C

With 1H-tetrazole; dihydrogen peroxide; In tetrahydrofuran; dichloromethane;

DOI:10.1021/ja017386d

upstream raw materials:

dibenzyl N,N-diethylphosphoramidite

(S)-2-{(R)-2-[(2R,3S,4R,5R,6S)-2-Acetoxymethyl-5-acetylamino-6-benzyloxy-3-((2S,3R,4R,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-3-acetylamino-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yloxy]-propionylamino}-propionic acid 2-benzenesulfonyl-ethyl ester

(S)-2-{(R)-2-[(2R,3S,4R,5R,6S)-2-Acetoxymethyl-5-acetylamino-3-((2S,3R,4R,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-3-acetylamino-tetrahydro-pyran-2-yloxy)-6-hydroxy-tetrahydro-pyran-4-yloxy]-propionylamino}-propionic acid 2-benzenesulfonyl-ethyl ester

C₄₁H₅₅N₃O₁₈S

Downstream raw materials:

(S)-2-{(R)-2-[(2R,3S,4R,5R,6R)-2-Acetoxymethyl-5-acetylamino-6-(bis-benzyloxy-phosphoryloxy)-3-((2S,3R,4R,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-3-acetylamino-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yloxy]-propionylamino}-propionic acid

2-{2-[2-acetoxymethyl-5-acetylamino-6-(bis-benzyloxy-phosphoryloxy)-3-(4,5-diacetoxy-6-acetoxymethyl-3-acetylamino-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yloxy]-propionylamino}-propionic acid 2,5-dioxo-pyrrolidin-1-yl ester