4-Oxo-pentanoic acid (2R,3S,4S,5R,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-((2R,3R,4S,5R)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-fluoro-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-3-yl ester

Base Information

• Chemical Name: 4-Oxo-pentanoic acid (2R,3S,4S,5R,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-((2R,3R,4S,5R)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-fluoro-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-3-yl ester
• CAS No.: 160227-14-5
• Molecular Formula: C₅₉H₆₃FO₁₂
• Molecular Weight: 983.14
• Mol file: 160227-14-5.mol

Synonyms:

Chemical Property of 4-Oxo-pentanoic acid (2R,3S,4S,5R,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-((2R,3R,4S,5R)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-fluoro-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-3-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-Oxo-pentanoic acid (2R,3S,4S,5R,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-((2R,3R,4S,5R)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-fluoro-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-3-yl ester

There total 6 articles about 4-Oxo-pentanoic acid (2R,3S,4S,5R,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-((2R,3R,4S,5R)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-fluoro-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-3-yl 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:

1',2',3',6',2,3,4,6-octa-O-acetyl-β-D-lactose (3616-19-1,5328-50-7,5346-90-7,6291-42-5,6920-00-9,20764-63-0,20880-60-8,20880-65-3,22352-19-8,23973-20-8,32447-69-1,34213-32-6,52554-32-2,53956-64-2,56907-29-0,56994-12-8,56994-13-9,57128-38-8,67650-36-6,68036-17-9,68036-19-1,78215-50-6,78215-51-7,79549-48-7,80446-82-8,85249-04-3,93221-83-1,93779-27-2,111407-83-1,111407-84-2,111407-85-3,120328-65-6,123809-59-6,132341-46-9,132341-47-0,132341-49-2,145307-94-4) → 4-Oxo-pentanoic acid (2R,3S,4S,5R,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-((2R,3R,4S,5R)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-fluoro-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-3-yl ester (160227-14-5)

Guidance literature:

Multi-step reaction with 4 steps

1: Me₃SiOTf / 1,2-dichloro-ethane

3: dimethylaminopyridine, pyridine

4: 1) cer(IV) ammonium nitrate, 2) Et₂NSF₃ / 1) MeCN, H₂O, 2) CH₂Cl₂

With pyridine; dmap; ammonium cerium(IV) nitrate; diethylamino-sulfur trifluoride; trimethylsilyl trifluoromethanesulfonate; In 1,2-dichloro-ethane;

DOI:10.1016/S0040-4039(00)60374-X

Reference yield:

4-Oxo-pentanoic acid (2R,3S,4S,5R,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-[(2R,3R,4S,5R,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-(4-methoxy-phenoxy)-tetrahydro-pyran-3-yloxy]-tetrahydro-pyran-3-yl ester (160179-81-7) → 4-Oxo-pentanoic acid (2R,3S,4S,5R,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-((2R,3R,4S,5R)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-fluoro-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-3-yl ester (160227-14-5)

Guidance literature:

With ammonium cerium(IV) nitrate; diethylamino-sulfur trifluoride; Yield given. Multistep reaction; 1) MeCN, H₂O, 2) CH₂Cl₂;

DOI:10.1016/S0040-4039(00)60374-X

Reference yield:

levulinic anhydride (40608-06-8) → 4-Oxo-pentanoic acid (2R,3S,4S,5R,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-((2R,3R,4S,5R)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-fluoro-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-3-yl ester (160227-14-5)

Guidance literature:

Multi-step reaction with 2 steps

1: dimethylaminopyridine, pyridine

2: 1) cer(IV) ammonium nitrate, 2) Et₂NSF₃ / 1) MeCN, H₂O, 2) CH₂Cl₂

With pyridine; dmap; ammonium cerium(IV) nitrate; diethylamino-sulfur trifluoride;

DOI:10.1016/S0040-4039(00)60374-X

upstream raw materials:

4-Oxo-pentanoic acid (2R,3S,4S,5R,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-[(2R,3R,4S,5R,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-(4-methoxy-phenoxy)-tetrahydro-pyran-3-yloxy]-tetrahydro-pyran-3-yl ester

levulinic anhydride

benzyl bromide

4-methoxyphenyl 2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranoside