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

Base Information

Chemical Name: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
CAS No.:202657-44-1
Molecular Formula:C₄₅H₆₄INO₁₂SSi₂
Molecular Weight:1026.14
Hs Code.:

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

Synonyms: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

Suppliers and Price of 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

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Chemical Property of 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

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Technology Process of 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

There total 10 articles about 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 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: 92.0%

: 98-10-2
benzenesulfonamide

: 202657-35-0
(3aS,4R,6S,7R,7aS)-4-Benzyloxymethyl-6-((2R,3R,4R)-2-benzyloxymethyl-4-triethylsilanyloxy-3,4-dihydro-2H-pyran-3-yloxy)-7-triethylsilanyloxy-tetrahydro-[1,3]dioxolo[4,5-c]pyran-2-one

: 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

Guidance literature:: With iodonium(di-γ-collidine) perchlorate; 4 A molecular sieve; iodine; In dichloromethane; for 1h; Ambient temperature;
DOI:10.1021/ja9725864

Reference yield:

: 100-39-0
benzyl bromide

: 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

Guidance literature:: Multi-step reaction with 5 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

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

Reference yield:

: 994-30-9
triethylsilyl chloride

: 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

Guidance literature:: Multi-step reaction with 4 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

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