N-[(3aS,4R,5R,6S,7S,7aS)-7-{[tert-butyl(dimethyl)silyl]oxy}-6,6'-bis(hydroxymethyl)-7'-methoxy-2,2-dimethyl-3,4,5,6,7,7a-hexahydro-5,5'-bi-1,3-benzodioxol-4-yl]-4-methylbenzenesulfonamide

Base Information

Chemical Name:N-[(3aS,4R,5R,6S,7S,7aS)-7-{[tert-butyl(dimethyl)silyl]oxy}-6,6'-bis(hydroxymethyl)-7'-methoxy-2,2-dimethyl-3,4,5,6,7,7a-hexahydro-5,5'-bi-1,3-benzodioxol-4-yl]-4-methylbenzenesulfonamide
CAS No.:1329120-35-5
Molecular Formula:C₃₂H₄₇NO₁₀SSi
Molecular Weight:665.877
Hs Code.:

N-[(3aS,4R,5R,6S,7S,7aS)-7-{[tert-butyl(dimethyl)silyl]oxy}-6,6'-bis(hydroxymethyl)-7'-methoxy-2,2-dimethyl-3,4,5,6,7,7a-hexahydro-5,5'-bi-1,3-benzodioxol-4-yl]-4-methylbenzenesulfonamide

Synonyms:N-[(3aS,4R,5R,6S,7S,7aS)-7-{[tert-butyl(dimethyl)silyl]oxy}-6,6'-bis(hydroxymethyl)-7'-methoxy-2,2-dimethyl-3,4,5,6,7,7a-hexahydro-5,5'-bi-1,3-benzodioxol-4-yl]-4-methylbenzenesulfonamide

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Chemical Property of N-[(3aS,4R,5R,6S,7S,7aS)-7-{[tert-butyl(dimethyl)silyl]oxy}-6,6'-bis(hydroxymethyl)-7'-methoxy-2,2-dimethyl-3,4,5,6,7,7a-hexahydro-5,5'-bi-1,3-benzodioxol-4-yl]-4-methylbenzenesulfonamide

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Technology Process of N-[(3aS,4R,5R,6S,7S,7aS)-7-{[tert-butyl(dimethyl)silyl]oxy}-6,6'-bis(hydroxymethyl)-7'-methoxy-2,2-dimethyl-3,4,5,6,7,7a-hexahydro-5,5'-bi-1,3-benzodioxol-4-yl]-4-methylbenzenesulfonamide

There total 7 articles about N-[(3aS,4R,5R,6S,7S,7aS)-7-{[tert-butyl(dimethyl)silyl]oxy}-6,6'-bis(hydroxymethyl)-7'-methoxy-2,2-dimethyl-3,4,5,6,7,7a-hexahydro-5,5'-bi-1,3-benzodioxol-4-yl]-4-methylbenzenesulfonamide 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: 61.0%

: 1329120-34-4
C₃₂H₄₃NO₈SSi

: 1329120-36-6
(3aS,3bR,10bR,11S,12S,12aS)-12-{[tert-butyl(dimethyl)silyl]oxy}-11-(hydroxymethyl)-6-methoxy-2,2-dimethyl-4-[(4-methylphenyl)sulfonyl]-3,3b,4,5,10b,11,12,12aoctahydrobis[1,3]dioxolo[4,5-c:4',5'-j]phenanthridin-5-ol

: 1329120-35-5
N-[(3aS,4R,5R,6S,7S,7aS)-7-{[tert-butyl(dimethyl)silyl]oxy}-6,6'-bis(hydroxymethyl)-7'-methoxy-2,2-dimethyl-3,4,5,6,7,7a-hexahydro-5,5'-bi-1,3-benzodioxol-4-yl]-4-methylbenzenesulfonamide

Guidance literature:: C₃₂H₄₃NO₈SSi; With oxygen; ozone; solvent red 19; In methanol; at -80 ℃;

With sodium tetrahydroborate; In methanol; at -80 - 20 ℃; Inert atmosphere;
DOI:10.1139/v2012-073

Reference yield:

: 1006585-84-7
C₁₆H₁₉NO₅S

: 1329120-35-5
N-[(3aS,4R,5R,6S,7S,7aS)-7-{[tert-butyl(dimethyl)silyl]oxy}-6,6'-bis(hydroxymethyl)-7'-methoxy-2,2-dimethyl-3,4,5,6,7,7a-hexahydro-5,5'-bi-1,3-benzodioxol-4-yl]-4-methylbenzenesulfonamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: n-butyllithium / toluene / -50 °C

1.2: -50 - 20 °C

1.3: -25 °C

2.1: hydrogen / methanol

3.1: triethylamine / dichloromethane / 0 °C

4.1: silica gel / quinoline / 120 °C

5.1: ozone; solvent red 19 / methanol / -80 °C

6.1: sodium tetrahydroborate / -80 - 20 °C

With sodium tetrahydroborate; n-butyllithium; hydrogen; silica gel; ozone; triethylamine; solvent red 19; In quinoline; methanol; dichloromethane; toluene;
DOI:10.1016/j.bmcl.2011.06.068

Reference yield:

: 1329120-31-1
C₂₆H₂₇NO₈S

: 1329120-35-5
N-[(3aS,4R,5R,6S,7S,7aS)-7-{[tert-butyl(dimethyl)silyl]oxy}-6,6'-bis(hydroxymethyl)-7'-methoxy-2,2-dimethyl-3,4,5,6,7,7a-hexahydro-5,5'-bi-1,3-benzodioxol-4-yl]-4-methylbenzenesulfonamide

Guidance literature:: Multi-step reaction with 5 steps

1: hydrogen / methanol

2: triethylamine / dichloromethane / 0 °C

3: silica gel / quinoline / 120 °C

4: ozone; solvent red 19 / methanol / -80 °C

5: sodium tetrahydroborate / -80 - 20 °C

With sodium tetrahydroborate; hydrogen; silica gel; ozone; triethylamine; solvent red 19; In quinoline; methanol; dichloromethane;
DOI:10.1016/j.bmcl.2011.06.068