(3aR,5S,7R,7aR)-7-(tert-Butyl-diphenyl-silanyloxy)-2,2-dimethyl-5-[2-methyl-2-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-propoxymethyl]-hexahydro-benzo[1,3]dioxol-5-ol

Base Information

Chemical Name:(3aR,5S,7R,7aR)-7-(tert-Butyl-diphenyl-silanyloxy)-2,2-dimethyl-5-[2-methyl-2-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-propoxymethyl]-hexahydro-benzo[1,3]dioxol-5-ol
CAS No.:198469-40-8
Molecular Formula:C₅₇H₇₂O₁₀Si
Molecular Weight:945.278
Hs Code.:

(3aR,5S,7R,7aR)-7-(tert-Butyl-diphenyl-silanyloxy)-2,2-dimethyl-5-[2-methyl-2-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-propoxymethyl]-hexahydro-benzo[1,3]dioxol-5-ol

Synonyms:(3aR,5S,7R,7aR)-7-(tert-Butyl-diphenyl-silanyloxy)-2,2-dimethyl-5-[2-methyl-2-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-propoxymethyl]-hexahydro-benzo[1,3]dioxol-5-ol

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Chemical Property of (3aR,5S,7R,7aR)-7-(tert-Butyl-diphenyl-silanyloxy)-2,2-dimethyl-5-[2-methyl-2-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-propoxymethyl]-hexahydro-benzo[1,3]dioxol-5-ol

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Technology Process of (3aR,5S,7R,7aR)-7-(tert-Butyl-diphenyl-silanyloxy)-2,2-dimethyl-5-[2-methyl-2-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-propoxymethyl]-hexahydro-benzo[1,3]dioxol-5-ol

There total 7 articles about (3aR,5S,7R,7aR)-7-(tert-Butyl-diphenyl-silanyloxy)-2,2-dimethyl-5-[2-methyl-2-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-propoxymethyl]-hexahydro-benzo[1,3]dioxol-5-ol 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: 76.0%

: 160776-15-8
2,3,4-tri-O-benzyl-β-L-fucopyranosyl 2-thiopyridyl carbonate

: 198469-39-5
(3aR,5S,7R,7aR)-7-(tert-Butyl-diphenyl-silanyloxy)-5-(2-hydroxy-2-methyl-propoxymethyl)-2,2-dimethyl-hexahydro-benzo[1,3]dioxol-5-ol

: 198469-40-8
(3aR,5S,7R,7aR)-7-(tert-Butyl-diphenyl-silanyloxy)-2,2-dimethyl-5-[2-methyl-2-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-propoxymethyl]-hexahydro-benzo[1,3]dioxol-5-ol

Guidance literature:: With silver trifluoromethanesulfonate; at 0 ℃;
DOI:10.1016/S0960-894X(97)10077-4

Reference yield:

: 77-95-2
D-(-)-quinic acid

: 198469-40-8
(3aR,5S,7R,7aR)-7-(tert-Butyl-diphenyl-silanyloxy)-2,2-dimethyl-5-[2-methyl-2-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-propoxymethyl]-hexahydro-benzo[1,3]dioxol-5-ol

Guidance literature:: Multi-step reaction with 8 steps

1: 90 percent / H⁺ / 16 h / Ambient temperature

2: 80 percent / methanol / 3 h / 0 °C

3: 95 percent / DMAP / 16 h / Ambient temperature

4: 90 percent / NaBH₄ / ethanol / 3 h / Ambient temperature

5: 73 percent / NaH / 1 h / Ambient temperature

6: 90 percent / O₃ / various solvent(s) / 1 h / -78 °C

7: 78 percent / 4 h / -78 °C

8: 76 percent / AgOTf / 0 °C

With dmap; sodium tetrahydroborate; silver trifluoromethanesulfonate; hydrogen cation; sodium hydride; ozone; In methanol; ethanol;
DOI:10.1016/S0960-894X(97)10077-4

Reference yield:

: 130474-38-3
3,4-isopropylidenequinide

: 198469-40-8
(3aR,5S,7R,7aR)-7-(tert-Butyl-diphenyl-silanyloxy)-2,2-dimethyl-5-[2-methyl-2-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-propoxymethyl]-hexahydro-benzo[1,3]dioxol-5-ol

Guidance literature:: Multi-step reaction with 7 steps

1: 80 percent / methanol / 3 h / 0 °C

2: 95 percent / DMAP / 16 h / Ambient temperature

3: 90 percent / NaBH₄ / ethanol / 3 h / Ambient temperature

4: 73 percent / NaH / 1 h / Ambient temperature

5: 90 percent / O₃ / various solvent(s) / 1 h / -78 °C

6: 78 percent / 4 h / -78 °C

7: 76 percent / AgOTf / 0 °C

With dmap; sodium tetrahydroborate; silver trifluoromethanesulfonate; sodium hydride; ozone; In methanol; ethanol;
DOI:10.1016/S0960-894X(97)10077-4