(2S/R,4R,7R,2'S,5'S,1''S)-4-[N'-tert-butoxycarbonyl-5'-(tert-butyldiphenylsilyloxy)methyl]-pyrrolidin-2'-yl-7-[1''-N''-benzyl-(p-tolylsulfonyl)amino]-ethyl-2,2-dioxo-1,3-dioxathiepane

Base Information

• Chemical Name: (2S/R,4R,7R,2'S,5'S,1''S)-4-[N'-tert-butoxycarbonyl-5'-(tert-butyldiphenylsilyloxy)methyl]-pyrrolidin-2'-yl-7-[1''-N''-benzyl-(p-tolylsulfonyl)amino]-ethyl-2,2-dioxo-1,3-dioxathiepane
• CAS No.: 782496-42-8
• Molecular Formula: C₄₆H₆₀N₂O₉S₂Si
• Molecular Weight: 877.208
• Mol file: 782496-42-8.mol

Synonyms:(2S/R,4R,7R,2'S,5'S,1''S)-4-[N'-tert-butoxycarbonyl-5'-(tert-butyldiphenylsilyloxy)methyl]-pyrrolidin-2'-yl-7-[1''-N''-benzyl-(p-tolylsulfonyl)amino]-ethyl-2,2-dioxo-1,3-dioxathiepane

Chemical Property of (2S/R,4R,7R,2'S,5'S,1''S)-4-[N'-tert-butoxycarbonyl-5'-(tert-butyldiphenylsilyloxy)methyl]-pyrrolidin-2'-yl-7-[1''-N''-benzyl-(p-tolylsulfonyl)amino]-ethyl-2,2-dioxo-1,3-dioxathiepane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S/R,4R,7R,2'S,5'S,1''S)-4-[N'-tert-butoxycarbonyl-5'-(tert-butyldiphenylsilyloxy)methyl]-pyrrolidin-2'-yl-7-[1''-N''-benzyl-(p-tolylsulfonyl)amino]-ethyl-2,2-dioxo-1,3-dioxathiepane

There total 1 articles about (2S/R,4R,7R,2'S,5'S,1''S)-4-[N'-tert-butoxycarbonyl-5'-(tert-butyldiphenylsilyloxy)methyl]-pyrrolidin-2'-yl-7-[1''-N''-benzyl-(p-tolylsulfonyl)amino]-ethyl-2,2-dioxo-1,3-dioxathiepane 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: 98.0%

(2S/R,4R,7R,2'S,5'S,1''S)-4-[N'-tert-butoxycarbonyl-5'-(tert-butyldiphenylsilyloxy)methyl]-pyrrolidin-2'-yl-7-[1''-N''-benzyl-(p-tolylsulfonyl)amino]-ethyl-2-oxo-1,3-dioxathiepane → (2S/R,4R,7R,2'S,5'S,1''S)-4-[N'-tert-butoxycarbonyl-5'-(tert-butyldiphenylsilyloxy)methyl]-pyrrolidin-2'-yl-7-[1''-N''-benzyl-(p-tolylsulfonyl)amino]-ethyl-2,2-dioxo-1,3-dioxathiepane (782496-42-8)

Guidance literature:

With sodium periodate; ruthenium trichloride; In tetrachloromethane; acetonitrile; at 0 ℃; for 0.333333h;

DOI:10.1002/chem.200400181

Reference yield:

(2S/R,4R,7R,2'S,5'S,1''S)-4-[N'-tert-butoxycarbonyl-5'-(tert-butyldiphenylsilyloxy)methyl]-pyrrolidin-2'-yl-7-[1''-N''-benzyl-(p-tolylsulfonyl)amino]-ethyl-2,2-dioxo-1,3-dioxathiepane (782496-42-8) → (2S,5S,2'S,5'S,1''S)-2-[N'-tert-butoxycarbonyl-5'-(tert-butyldiphenylsilyloxy)methyl]-pyrrolidin-2'-yl-5-[1''-(N''-benzyl-N''-tosyl)amino]-ethyl-pyrrolidine (782496-46-2)

Guidance literature:

(2S/R,4R,7R,2'S,5'S,1''S)-4-[N'-tert-butoxycarbonyl-5'-(tert-butyldiphenylsilyloxy)methyl]-pyrrolidin-2'-yl-7-[1''-N''-benzyl-(p-tolylsulfonyl)amino]-ethyl-2,2-dioxo-1,3-dioxathiepane; With tetrabutylammoniun azide; In tetrahydrofuran; at 35 ℃; for 36h;

With sulfuric acid; In tetrahydrofuran; for 8h; pH=1 - 2;

With methanesulfonyl chloride; triethylamine; In dichloromethane; at -40 - -15 ℃; for 1h;

DOI:10.1002/chem.200400181

Reference yield:

(2S/R,4R,7R,2'S,5'S,1''S)-4-[N'-tert-butoxycarbonyl-5'-(tert-butyldiphenylsilyloxy)methyl]-pyrrolidin-2'-yl-7-[1''-N''-benzyl-(p-tolylsulfonyl)amino]-ethyl-2,2-dioxo-1,3-dioxathiepane (782496-42-8) → (4S,5S,8S,3'S,4'R)-4-[N'-benzyl-3'-hydroxy-4'-(p-tolylsulfonyl)amino]pentyl-8-(tert-butyldiphenylsilyloxy)methyl-1-aza-3-oxa-bicyclo[3.3.0]octan-2-one + (2S,5S,1'S,4'R,5'S)-N-tert-butoxycarbonyl-5-(tert-butyldiphenylsilyloxy)methyl-2-[N'-benzyl-5'-(p-tolylsulfonyl)amino-1'-azido-4'-hydroxy]-hexyl-pyrrolidine + (2S,5S,1'R,4'S,5'S)-N-tert-butoxycarbonyl-5-(tert-butyldiphenylsilyloxy)methyl-2-[N'-benzyl-5'-(p-tolylsulfonyl)amino-4'-azido-1'-hydroxy]-hexyl-pyrrolidine

Guidance literature:

(2S/R,4R,7R,2'S,5'S,1''S)-4-[N'-tert-butoxycarbonyl-5'-(tert-butyldiphenylsilyloxy)methyl]-pyrrolidin-2'-yl-7-[1''-N''-benzyl-(p-tolylsulfonyl)amino]-ethyl-2,2-dioxo-1,3-dioxathiepane; With tetrabutylammoniun azide; In tetrahydrofuran; at 35 ℃; for 36h;

With sulfuric acid; In tetrahydrofuran; at 0 ℃; for 8h; pH=1 - 2;

DOI:10.1002/chem.200400181

Downstream raw materials:

(2S,5S,2'S,5'S,1''S)-2-[N'-tert-butoxycarbonyl-5'-(tert-butyldiphenylsilyloxy)methyl]-pyrrolidin-2'-yl-5-[1''-(N''-benzyl-N''-tosyl)amino]-ethyl-pyrrolidine

(2S,5S,2'S,5'S,1''S)-2-[N'-tert-butoxycarbonyl-5'-(tert-butyldiphenylsilyloxy)methyl]-pyrrolidin-2'-yl-5-[N-tert-butoxycarbonyl-1''-(N''-benzyl-N''-tosyl)amino]-ethyl-pyrrolidine