C₇₇H₇₇NO₁₈S

Base Information

• Chemical Name: C₇₇H₇₇NO₁₈S
• CAS No.: 519013-76-4
• Molecular Formula: C₇₇H₇₇NO₁₈S
• Molecular Weight: 1336.52
• Mol file: 519013-76-4.mol

Synonyms:C₇₇H₇₇NO₁₈S

Chemical Property of C₇₇H₇₇NO₁₈S

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₇₇H₇₇NO₁₈S

There total 3 articles about C₇₇H₇₇NO₁₈S 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: 93.0%

Methyl 2,3,4-tri-O-benzyl-1-thio-α-L-fucopyranoside (162600-17-1) + Acetic acid (2S,3R,4S,5S,6R)-5-acetoxy-6-acetoxymethyl-2-[(2R,3S,4R,5R,6S)-2-benzyloxymethyl-5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-4-hydroxy-6-phenylsulfanyl-tetrahydro-pyran-3-yloxy]-4-(naphthalen-2-ylmethoxy)-tetrahydro-pyran-3-yl ester → C77H77NO18S (519013-76-4)

Guidance literature:

Methyl 2,3,4-tri-O-benzyl-1-thio-α-L-fucopyranoside; Acetic acid (2S,3R,4S,5S,6R)-5-acetoxy-6-acetoxymethyl-2-[(2R,3S,4R,5R,6S)-2-benzyloxymethyl-5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-4-hydroxy-6-phenylsulfanyl-tetrahydro-pyran-3-yloxy]-4-(naphthalen-2-ylmethoxy)-tetrahydro-pyran-3-yl ester; With 4 A molecular sieve; tetrabutylammomium bromide; In 1,2-dichloro-ethane; N,N-dimethyl-formamide; at 20 ℃; for 2h;

With copper(ll) bromide; In 1,2-dichloro-ethane; N,N-dimethyl-formamide; at 20 ℃; for 48h;

DOI:10.1021/jo020698u

Reference yield:

phenyl 6-O-benzyl-2-deoxy-2-phthalimido-1-thio-1-deoxy-β-D-glucopyranoside (141342-83-8) → C77H77NO18S (519013-76-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 70 percent / 4 Angstroem molecular sieves; TMSOTf / CH₂Cl₂ / 1 h / -45 - -40 °C

2.1: tetrabutylammonium bromide; 4 Angstroem molecular sieves / 1,2-dichloro-ethane; dimethylformamide / 2 h / 20 °C

2.2: 93 percent / CuBr₂ / 1,2-dichloro-ethane; dimethylformamide / 48 h / 20 °C

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; tetrabutylammomium bromide; In dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide;

DOI:10.1021/jo020698u

Reference yield:

Acetic acid (3R,4S,5S,6R)-5-acetoxy-6-acetoxymethyl-4-(naphthalen-2-ylmethoxy)-2-(2,2,2-trichloro-acetimidoyloxy)-tetrahydro-pyran-3-yl ester → C77H77NO18S (519013-76-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 70 percent / 4 Angstroem molecular sieves; TMSOTf / CH₂Cl₂ / 1 h / -45 - -40 °C

2.1: tetrabutylammonium bromide; 4 Angstroem molecular sieves / 1,2-dichloro-ethane; dimethylformamide / 2 h / 20 °C

2.2: 93 percent / CuBr₂ / 1,2-dichloro-ethane; dimethylformamide / 48 h / 20 °C

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; tetrabutylammomium bromide; In dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide;

DOI:10.1021/jo020698u

upstream raw materials:

Methyl 2,3,4-tri-O-benzyl-1-thio-α-L-fucopyranoside

phenyl 6-O-benzyl-2-deoxy-2-phthalimido-1-thio-1-deoxy-β-D-glucopyranoside