N-[(2S,3R,4R,5R,6R)-6-Benzyloxymethyl-5-((3aS,4R,6S,7R,7aS)-4-benzyloxymethyl-2-oxo-7-triethylsilanyloxy-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yloxy)-2-ethylsulfanyl-4-triethylsilanyloxy-tetrahydro-pyran-3-yl]-benzenesulfonamide

Base Information

Chemical Name:N-[(2S,3R,4R,5R,6R)-6-Benzyloxymethyl-5-((3aS,4R,6S,7R,7aS)-4-benzyloxymethyl-2-oxo-7-triethylsilanyloxy-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yloxy)-2-ethylsulfanyl-4-triethylsilanyloxy-tetrahydro-pyran-3-yl]-benzenesulfonamide
CAS No.:202657-45-2
Molecular Formula:C₄₇H₆₉NO₁₂S₂Si₂
Molecular Weight:960.367
Hs Code.:

N-[(2S,3R,4R,5R,6R)-6-Benzyloxymethyl-5-((3aS,4R,6S,7R,7aS)-4-benzyloxymethyl-2-oxo-7-triethylsilanyloxy-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yloxy)-2-ethylsulfanyl-4-triethylsilanyloxy-tetrahydro-pyran-3-yl]-benzenesulfonamide

Synonyms:N-[(2S,3R,4R,5R,6R)-6-Benzyloxymethyl-5-((3aS,4R,6S,7R,7aS)-4-benzyloxymethyl-2-oxo-7-triethylsilanyloxy-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yloxy)-2-ethylsulfanyl-4-triethylsilanyloxy-tetrahydro-pyran-3-yl]-benzenesulfonamide

Suppliers and Price of N-[(2S,3R,4R,5R,6R)-6-Benzyloxymethyl-5-((3aS,4R,6S,7R,7aS)-4-benzyloxymethyl-2-oxo-7-triethylsilanyloxy-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yloxy)-2-ethylsulfanyl-4-triethylsilanyloxy-tetrahydro-pyran-3-yl]-benzenesulfonamide

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Chemical Property of N-[(2S,3R,4R,5R,6R)-6-Benzyloxymethyl-5-((3aS,4R,6S,7R,7aS)-4-benzyloxymethyl-2-oxo-7-triethylsilanyloxy-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yloxy)-2-ethylsulfanyl-4-triethylsilanyloxy-tetrahydro-pyran-3-yl]-benzenesulfonamide

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Technology Process of N-[(2S,3R,4R,5R,6R)-6-Benzyloxymethyl-5-((3aS,4R,6S,7R,7aS)-4-benzyloxymethyl-2-oxo-7-triethylsilanyloxy-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yloxy)-2-ethylsulfanyl-4-triethylsilanyloxy-tetrahydro-pyran-3-yl]-benzenesulfonamide

There total 11 articles about N-[(2S,3R,4R,5R,6R)-6-Benzyloxymethyl-5-((3aS,4R,6S,7R,7aS)-4-benzyloxymethyl-2-oxo-7-triethylsilanyloxy-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yloxy)-2-ethylsulfanyl-4-triethylsilanyloxy-tetrahydro-pyran-3-yl]-benzenesulfonamide 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: 91.0%

: 75-08-1
ethanethiol

: 202657-44-1
N-[(2S,3S,4S,5R,6R)-6-Benzyloxymethyl-5-((3aS,4R,6S,7R,7aS)-4-benzyloxymethyl-2-oxo-7-triethylsilanyloxy-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yloxy)-3-iodo-4-triethylsilanyloxy-tetrahydro-pyran-2-yl]-benzenesulfonamide

: 202657-45-2
N-[(2S,3R,4R,5R,6R)-6-Benzyloxymethyl-5-((3aS,4R,6S,7R,7aS)-4-benzyloxymethyl-2-oxo-7-triethylsilanyloxy-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yloxy)-2-ethylsulfanyl-4-triethylsilanyloxy-tetrahydro-pyran-3-yl]-benzenesulfonamide

Guidance literature:: With lithium hexamethyldisilazane; In tetrahydrofuran; N,N-dimethyl-formamide; at -40 - 20 ℃; for 1h;
DOI:10.1021/ja9725864

Reference yield:

: 100-39-0
benzyl bromide

: 202657-45-2
N-[(2S,3R,4R,5R,6R)-6-Benzyloxymethyl-5-((3aS,4R,6S,7R,7aS)-4-benzyloxymethyl-2-oxo-7-triethylsilanyloxy-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yloxy)-2-ethylsulfanyl-4-triethylsilanyloxy-tetrahydro-pyran-3-yl]-benzenesulfonamide

Guidance literature:: Multi-step reaction with 6 steps

1: 85 percent / NaH / dimethylformamide / 1 h

2: 3,3-dimethyldioxirane / CH₂Cl₂; acetone / 1 h / 0 °C

3: ZnCl₂ / tetrahydrofuran; diethyl ether / 24 h / Ambient temperature

4: 92 percent / Et₃N / CH₂Cl₂ / 3 h / 0 °C

5: 92 percent / 4A molecular sieves, I(sym-coll)2ClO₄, I₂ / CH₂Cl₂ / 1 h / Ambient temperature

6: 91 percent / LHMDS / dimethylformamide; tetrahydrofuran / 1 h / -40 - 20 °C

With iodonium(di-γ-collidine) perchlorate; 4 A molecular sieve; iodine; 3,3-dimethyldioxirane; sodium hydride; triethylamine; zinc(II) chloride; lithium hexamethyldisilazane; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1021/ja9725864

Reference yield:

: 994-30-9
triethylsilyl chloride

: 202657-45-2
N-[(2S,3R,4R,5R,6R)-6-Benzyloxymethyl-5-((3aS,4R,6S,7R,7aS)-4-benzyloxymethyl-2-oxo-7-triethylsilanyloxy-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yloxy)-2-ethylsulfanyl-4-triethylsilanyloxy-tetrahydro-pyran-3-yl]-benzenesulfonamide

Guidance literature:: Multi-step reaction with 5 steps

1: 76 percent / imidazole, DMAP / CH₂Cl₂ / 4 h / -40 °C

2: ZnCl₂ / tetrahydrofuran; diethyl ether / 24 h / Ambient temperature

3: 92 percent / Et₃N / CH₂Cl₂ / 3 h / 0 °C

4: 92 percent / 4A molecular sieves, I(sym-coll)2ClO₄, I₂ / CH₂Cl₂ / 1 h / Ambient temperature

5: 91 percent / LHMDS / dimethylformamide; tetrahydrofuran / 1 h / -40 - 20 °C

With 1H-imidazole; dmap; iodonium(di-γ-collidine) perchlorate; 4 A molecular sieve; iodine; triethylamine; zinc(II) chloride; lithium hexamethyldisilazane; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja9725864