(S)-2-acetamido-3-(4-(α-D-tetra-O-benzoylglucosyloxy)-(E)-but-2-enyloxy)propanoate benzyl ester

Base Information

• Chemical Name: (S)-2-acetamido-3-(4-(α-D-tetra-O-benzoylglucosyloxy)-(E)-but-2-enyloxy)propanoate benzyl ester
• CAS No.: 1435780-86-1
• Molecular Formula: C₅₀H₄₇NO₁₄
• Molecular Weight: 885.921
• Mol file: 1435780-86-1.mol

Synonyms:(S)-2-acetamido-3-(4-(α-D-tetra-O-benzoylglucosyloxy)-(E)-but-2-enyloxy)propanoate benzyl ester

Chemical Property of (S)-2-acetamido-3-(4-(α-D-tetra-O-benzoylglucosyloxy)-(E)-but-2-enyloxy)propanoate benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-acetamido-3-(4-(α-D-tetra-O-benzoylglucosyloxy)-(E)-but-2-enyloxy)propanoate benzyl ester

There total 7 articles about (S)-2-acetamido-3-(4-(α-D-tetra-O-benzoylglucosyloxy)-(E)-but-2-enyloxy)propanoate 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:

C48H45NO13 + acetic anhydride (108-24-7) → (S)-2-acetamido-3-(4-(α-D-tetra-O-benzoylglucosyloxy)-(E)-but-2-enyloxy)propanoate benzyl ester (1435780-86-1)

Guidance literature:

With pyridine; at 20 ℃; for 12h;

DOI:10.1016/j.carres.2013.02.013

Reference yield:

benzyl O-allyl-N-(tert-butoxycarbonyl)-L-serinate (150438-79-2) → (S)-2-acetamido-3-(4-(α-D-tetra-O-benzoylglucosyloxy)-(E)-but-2-enyloxy)propanoate benzyl ester (1435780-86-1)

Guidance literature:

Multi-step reaction with 3 steps

1: Hoveyda-Grubbs catalyst second generation / toluene / 33 h / 80 °C

2: trifluoroacetic acid / dichloromethane / 4 h / 20 °C

3: pyridine / 12 h / 20 °C

With pyridine; Hoveyda-Grubbs catalyst second generation; trifluoroacetic acid; In dichloromethane; toluene;

DOI:10.1016/j.carres.2013.02.013

Reference yield:

(S)-2-(tert-butoxycarbonylamino)-3-(4-(α-D-tetra-O-benzoylglucosyloxy)-(E)-but-2-enyloxy)propanoate benzyl ester (1435780-82-7) → (S)-2-acetamido-3-(4-(α-D-tetra-O-benzoylglucosyloxy)-(E)-but-2-enyloxy)propanoate benzyl ester (1435780-86-1)

Guidance literature:

Multi-step reaction with 2 steps

1: trifluoroacetic acid / dichloromethane / 4 h / 20 °C

2: pyridine / 12 h / 20 °C

With pyridine; trifluoroacetic acid; In dichloromethane;

DOI:10.1016/j.carres.2013.02.013

upstream raw materials:

allyl 2,3,4,6-tetra-O-benzoyl-α-D-glucopyranoside

benzyl alcohol

benzyl O-allyl-N-(tert-butoxycarbonyl)-L-serinate

(S)-2-(tert-butoxycarbonylamino)-3-(4-(α-D-tetra-O-benzoylglucosyloxy)-(E)-but-2-enyloxy)propanoate benzyl ester

Downstream raw materials:

(S)-2-acetamido-N-methyl-3-(4-(α-D-tetra-O-benzoylglucosyloxy)butoxy)propanamide

Refernces