(3aR,4S,7R,7aS)-2,2,4-Trimethyl-5-[3-((2R,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-propyl]-hexahydro-[1,3]dioxolo[4,5-c]pyridin-7-ol

Base Information

Chemical Name:(3aR,4S,7R,7aS)-2,2,4-Trimethyl-5-[3-((2R,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-propyl]-hexahydro-[1,3]dioxolo[4,5-c]pyridin-7-ol
CAS No.:191276-00-3
Molecular Formula:C₄₆H₅₇NO₉
Molecular Weight:767.96
Hs Code.:

(3aR,4S,7R,7aS)-2,2,4-Trimethyl-5-[3-((2R,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-propyl]-hexahydro-[1,3]dioxolo[4,5-c]pyridin-7-ol

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Chemical Property of (3aR,4S,7R,7aS)-2,2,4-Trimethyl-5-[3-((2R,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-propyl]-hexahydro-[1,3]dioxolo[4,5-c]pyridin-7-ol

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Technology Process of (3aR,4S,7R,7aS)-2,2,4-Trimethyl-5-[3-((2R,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-propyl]-hexahydro-[1,3]dioxolo[4,5-c]pyridin-7-ol

There total 6 articles about (3aR,4S,7R,7aS)-2,2,4-Trimethyl-5-[3-((2R,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-propyl]-hexahydro-[1,3]dioxolo[4,5-c]pyridin-7-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:

: (3aS,4S,6R,6aS)-6-Benzyloxy-2,2,6-trimethyl-tetrahydro-furo[3,4-d][1,3]dioxole-4-carbaldehyde

: 191276-00-3
(3aR,4S,7R,7aS)-2,2,4-Trimethyl-5-[3-((2R,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-propyl]-hexahydro-[1,3]dioxolo[4,5-c]pyridin-7-ol

Guidance literature:: Multi-step reaction with 5 steps

1: NaBH₄ / methanol

2: pyridine / CH₂Cl₂

3: NaN₃ / dimethylformamide / 0 °C

4: 74 percent / ammonium formate / 10percent Pd-C / 60 °C

5: 41 percent / 2-methyl-propan-2-ol; H₂O

With pyridine; sodium tetrahydroborate; sodium azide; ammonium formate; palladium on activated charcoal; In methanol; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1016/S0960-894X(97)00189-3

Reference yield:

: 191275-98-6
(3aS,4R,6R,6aS)-6-Azidomethyl-4-benzyloxy-2,2,4-trimethyl-tetrahydro-furo[3,4-d][1,3]dioxole

: 191276-00-3
(3aR,4S,7R,7aS)-2,2,4-Trimethyl-5-[3-((2R,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-propyl]-hexahydro-[1,3]dioxolo[4,5-c]pyridin-7-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 74 percent / ammonium formate / 10percent Pd-C / 60 °C

2: 41 percent / 2-methyl-propan-2-ol; H₂O

With ammonium formate; palladium on activated charcoal; In water; tert-butyl alcohol;
DOI:10.1016/S0960-894X(97)00189-3

Reference yield:

: 191275-96-4
(3aS,4R,6R,6aS)-4-Benzyloxy-6-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2,4-trimethyl-tetrahydro-furo[3,4-d][1,3]dioxole

: 191276-00-3
(3aR,4S,7R,7aS)-2,2,4-Trimethyl-5-[3-((2R,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-propyl]-hexahydro-[1,3]dioxolo[4,5-c]pyridin-7-ol

Guidance literature:: Multi-step reaction with 6 steps

1: periodic acid / tetrahydrofuran; H₂O

2: NaBH₄ / methanol

3: pyridine / CH₂Cl₂

4: NaN₃ / dimethylformamide / 0 °C

5: 74 percent / ammonium formate / 10percent Pd-C / 60 °C

6: 41 percent / 2-methyl-propan-2-ol; H₂O

With pyridine; sodium tetrahydroborate; sodium azide; ammonium formate; periodic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1016/S0960-894X(97)00189-3