Acetic acid (2R,3R,4S,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[(2R,4aR,6S,7R,8R,8aS)-7-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-6-ethylsulfanyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy]-tetrahydro-pyran-3-yl ester

Base Information

• Chemical Name: Acetic acid (2R,3R,4S,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[(2R,4aR,6S,7R,8R,8aS)-7-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-6-ethylsulfanyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy]-tetrahydro-pyran-3-yl ester
• CAS No.: 174360-52-2
• Molecular Formula: C₃₇H₄₁NO₁₅S
• Molecular Weight: 771.796
• Mol file: 174360-52-2.mol

Synonyms:Acetic acid (2R,3R,4S,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[(2R,4aR,6S,7R,8R,8aS)-7-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-6-ethylsulfanyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy]-tetrahydro-pyran-3-yl ester

Chemical Property of Acetic acid (2R,3R,4S,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[(2R,4aR,6S,7R,8R,8aS)-7-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-6-ethylsulfanyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy]-tetrahydro-pyran-3-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Acetic acid (2R,3R,4S,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[(2R,4aR,6S,7R,8R,8aS)-7-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-6-ethylsulfanyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy]-tetrahydro-pyran-3-yl ester

There total 2 articles about Acetic acid (2R,3R,4S,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[(2R,4aR,6S,7R,8R,8aS)-7-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-6-ethylsulfanyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-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: 77.0%

ethyl 4,6-O-benzylidene-2-deoxy-2-N-phthalamido-1-thio-β-Dglucopyranoside (99409-33-3) + 2,3,4,6-tetra-O-acetyl-α-galactopyranosyl trichloroacetimidate (86520-63-0) → Acetic acid (2R,3R,4S,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[(2R,4aR,6S,7R,8R,8aS)-7-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-6-ethylsulfanyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy]-tetrahydro-pyran-3-yl ester (174360-52-2)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -20 ℃; for 2h; Inert atmosphere; Molecular sieve;

DOI:10.1007/s11426-010-4175-9

Reference yield: 70.0%

ethyl 4,6-O-benzylidene-2-deoxy-2-N-phthalamido-1-thio-β-Dglucopyranoside (99409-33-3) + 1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside (3068-32-4) → Acetic acid (2R,3R,4S,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[(2R,4aR,6S,7R,8R,8aS)-7-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-6-ethylsulfanyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy]-tetrahydro-pyran-3-yl ester (174360-52-2)

Guidance literature:

With molecular sieve; 2,6-di-O-tert-butyl-4-methylpyridine; silver trifluoromethanesulfonate; In dichloromethane; toluene; at -10 ℃; for 2h;

DOI:10.1016/0008-6215(95)00319-3

Reference yield: 64.0%

C57H51N3O17 (1282000-29-6) + Acetic acid (2R,3R,4S,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[(2R,4aR,6S,7R,8R,8aS)-7-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-6-ethylsulfanyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy]-tetrahydro-pyran-3-yl ester (174360-52-2) → C92H86N4O32 (1282000-30-9)

Guidance literature:

C₅₇H₅₁N₃O₁₇; Acetic acid (2R,3R,4S,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[(2R,4aR,6S,7R,8R,8aS)-7-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-6-ethylsulfanyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy]-tetrahydro-pyran-3-yl ester; With N-iodo-succinimide; In dichloromethane; at -20 ℃; for 0.166667h; Inert atmosphere; Molecular sieve;

With trifluorormethanesulfonic acid; In dichloromethane; at -20 ℃; for 1h; Inert atmosphere; Molecular sieve;

DOI:10.1007/s11426-010-4175-9

upstream raw materials:

ethyl 4,6-O-benzylidene-2-deoxy-2-N-phthalamido-1-thio-β-Dglucopyranoside

1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside

2,3,4,6-tetra-O-acetyl-α-galactopyranosyl trichloroacetimidate

Downstream raw materials:

benzyl O-(2,6-di-O-acetyl-β-D-galactopyranosyl)-(1<*>3)-(4-O-acetyl-2-deoxy-2-phthalimido-6-O-trimethylacetyl-β-D-glucopyranosyl)-(1<*>3)-(2,6-di-O-acetyl-β-D-galactopyranosyl)-(1<*>4)-2,3,6-tri-O-acetyl-β-D-glucopyranoside

benzyl O-(2,6-di-O-acetyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-(1<*>3)-(4-O-acetyl-2-deoxy-2-phthalimido-6-O-trimethylacetyl-β-D-glucopyranosyl)-(1<*>3)-(2,6-di-O-acetyl-β-D-galactopyranosyl)-(1<*>4)-2,3,6-tri-O-acetyl-β-D-glucopyranoside

C₉₂H₈₆N₄O₃₂