N-[(2R,4aR,6R,7R,8S,8aS)-6-((4aS,6R,7R,7aR)-5-Benzhydryl-6-benzyloxymethyl-2,2-dimethyl-hexahydro-[1,3]dioxino[5,4-b]pyrrol-7-yloxy)-8-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl]-acetamide

Base Information

Chemical Name:N-[(2R,4aR,6R,7R,8S,8aS)-6-((4aS,6R,7R,7aR)-5-Benzhydryl-6-benzyloxymethyl-2,2-dimethyl-hexahydro-[1,3]dioxino[5,4-b]pyrrol-7-yloxy)-8-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl]-acetamide
CAS No.:183989-02-8
Molecular Formula:C₅₁H₅₆N₂O₉
Molecular Weight:841.014
Hs Code.:

N-[(2R,4aR,6R,7R,8S,8aS)-6-((4aS,6R,7R,7aR)-5-Benzhydryl-6-benzyloxymethyl-2,2-dimethyl-hexahydro-[1,3]dioxino[5,4-b]pyrrol-7-yloxy)-8-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl]-acetamide

Synonyms:N-[(2R,4aR,6R,7R,8S,8aS)-6-((4aS,6R,7R,7aR)-5-Benzhydryl-6-benzyloxymethyl-2,2-dimethyl-hexahydro-[1,3]dioxino[5,4-b]pyrrol-7-yloxy)-8-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl]-acetamide

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Chemical Property of N-[(2R,4aR,6R,7R,8S,8aS)-6-((4aS,6R,7R,7aR)-5-Benzhydryl-6-benzyloxymethyl-2,2-dimethyl-hexahydro-[1,3]dioxino[5,4-b]pyrrol-7-yloxy)-8-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl]-acetamide

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Technology Process of N-[(2R,4aR,6R,7R,8S,8aS)-6-((4aS,6R,7R,7aR)-5-Benzhydryl-6-benzyloxymethyl-2,2-dimethyl-hexahydro-[1,3]dioxino[5,4-b]pyrrol-7-yloxy)-8-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl]-acetamide

There total 8 articles about N-[(2R,4aR,6R,7R,8S,8aS)-6-((4aS,6R,7R,7aR)-5-Benzhydryl-6-benzyloxymethyl-2,2-dimethyl-hexahydro-[1,3]dioxino[5,4-b]pyrrol-7-yloxy)-8-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl]-acetamide 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:

: 100-39-0
benzyl bromide

: 183989-02-8
N-[(2R,4aR,6R,7R,8S,8aS)-6-((4aS,6R,7R,7aR)-5-Benzhydryl-6-benzyloxymethyl-2,2-dimethyl-hexahydro-[1,3]dioxino[5,4-b]pyrrol-7-yloxy)-8-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl]-acetamide

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) Bu₂SnO, 2.) CsF / 1.) MeOH, reflux, 2.) DMF

2: 80 percent / KHMDS / dimethylformamide / -40 - 20 °C

3: CsF / dimethylformamide / 95 °C

4: pyridine

With pyridine; potassium hexamethylsilazane; di(n-butyl)tin oxide; cesium fluoride; In N,N-dimethyl-formamide;
DOI:10.1021/ja960526c

Reference yield:

: 132198-31-3
(2S,3R,4R,5R)-1-Benzhydryl-2,5-bis-hydroxymethyl-pyrrolidine-3,4-diol

: 183989-02-8
N-[(2R,4aR,6R,7R,8S,8aS)-6-((4aS,6R,7R,7aR)-5-Benzhydryl-6-benzyloxymethyl-2,2-dimethyl-hexahydro-[1,3]dioxino[5,4-b]pyrrol-7-yloxy)-8-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl]-acetamide

Guidance literature:: Multi-step reaction with 5 steps

1: 77 percent / p-TsOH / dimethylformamide

2: 1.) Bu₂SnO, 2.) CsF / 1.) MeOH, reflux, 2.) DMF

3: 80 percent / KHMDS / dimethylformamide / -40 - 20 °C

4: CsF / dimethylformamide / 95 °C

5: pyridine

With pyridine; potassium hexamethylsilazane; di(n-butyl)tin oxide; toluene-4-sulfonic acid; cesium fluoride; In N,N-dimethyl-formamide;
DOI:10.1021/ja960526c

Reference yield:

: 128442-04-6
1,5-anhydro-3-O-benzyl-4,6-O-benzylidene-2-deoxy-D-ribo-hex-1-enopyranose

: 183989-02-8
N-[(2R,4aR,6R,7R,8S,8aS)-6-((4aS,6R,7R,7aR)-5-Benzhydryl-6-benzyloxymethyl-2,2-dimethyl-hexahydro-[1,3]dioxino[5,4-b]pyrrol-7-yloxy)-8-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl]-acetamide

Guidance literature:: Multi-step reaction with 4 steps

1: 2.) NH₄I / 1.) CH₂Cl₂, 0 deg C, 2.) ethanol

2: 80 percent / KHMDS / dimethylformamide / -40 - 20 °C

3: CsF / dimethylformamide / 95 °C

4: pyridine

With pyridine; ammonium iodide; potassium hexamethylsilazane; cesium fluoride; In N,N-dimethyl-formamide;
DOI:10.1021/ja960526c