(4aS,6R,7R,7aR)-5-Benzhydryl-6-hydroxymethyl-2,2-dimethyl-hexahydro-[1,3]dioxino[5,4-b]pyrrol-7-ol

Base Information

• Chemical Name: (4aS,6R,7R,7aR)-5-Benzhydryl-6-hydroxymethyl-2,2-dimethyl-hexahydro-[1,3]dioxino[5,4-b]pyrrol-7-ol
• CAS No.: 158551-04-3
• Molecular Formula: C₂₂H₂₇NO₄
• Molecular Weight: 369.461

Synonyms:(4aS,6R,7R,7aR)-5-Benzhydryl-6-hydroxymethyl-2,2-dimethyl-hexahydro-[1,3]dioxino[5,4-b]pyrrol-7-ol

Chemical Property of (4aS,6R,7R,7aR)-5-Benzhydryl-6-hydroxymethyl-2,2-dimethyl-hexahydro-[1,3]dioxino[5,4-b]pyrrol-7-ol

Chemical Property:

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Technology Process of (4aS,6R,7R,7aR)-5-Benzhydryl-6-hydroxymethyl-2,2-dimethyl-hexahydro-[1,3]dioxino[5,4-b]pyrrol-7-ol

There total 2 articles about (4aS,6R,7R,7aR)-5-Benzhydryl-6-hydroxymethyl-2,2-dimethyl-hexahydro-[1,3]dioxino[5,4-b]pyrrol-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: 77.0%

(2S,3R,4R,5R)-1-Benzhydryl-2,5-bis-hydroxymethyl-pyrrolidine-3,4-diol (132198-31-3) + 2,2-dimethoxy-propane (77-76-9) → (4aS,6R,7R,7aR)-5-Benzhydryl-6-hydroxymethyl-2,2-dimethyl-hexahydro-[1,3]dioxino[5,4-b]pyrrol-7-ol (158551-04-3)

Guidance literature:

With toluene-4-sulfonic acid; In N,N-dimethyl-formamide;

DOI:10.1021/ja960526c

Reference yield: 65.0%

2-Methoxypropene (116-11-0) + (2S,3R,4R,5R)-1-Benzhydryl-2,5-bis-hydroxymethyl-pyrrolidine-3,4-diol (132198-31-3) → (4aS,6R,7R,7aR)-5-Benzhydryl-6-hydroxymethyl-2,2-dimethyl-hexahydro-[1,3]dioxino[5,4-b]pyrrol-7-ol (158551-04-3)

Guidance literature:

With toluene-4-sulfonic acid; In tetrahydrofuran; dichloromethane; for 46h; Ambient temperature;

Reference yield: 92.0%

tert-butylchlorodiphenylsilane (58479-61-1) + (4aS,6R,7R,7aR)-5-Benzhydryl-6-hydroxymethyl-2,2-dimethyl-hexahydro-[1,3]dioxino[5,4-b]pyrrol-7-ol (158551-04-3) → (4aS,6R,7R,7aR)-5-Benzhydryl-6-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-hexahydro-[1,3]dioxino[5,4-b]pyrrol-7-ol (158551-05-4)

Guidance literature:

With pyridine; for 1h; Ambient temperature;

upstream raw materials:

2-Methoxypropene

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

2,2-dimethoxy-propane

Downstream raw materials:

(4aS,6R,7R,7aR)-5-Benzhydryl-6-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-hexahydro-[1,3]dioxino[5,4-b]pyrrol-7-ol

(4aS,6R,7R,7aR)-5-Benzhydryl-6-benzyloxymethyl-2,2-dimethyl-hexahydro-[1,3]dioxino[5,4-b]pyrrol-7-ol

N-[(2R,3R,4S,5S,6R)-2-((2R,3R,4R,5S)-1-Benzhydryl-2-benzyloxymethyl-4-hydroxy-5-hydroxymethyl-pyrrolidin-3-yloxy)-4-benzyloxy-5-hydroxy-6-hydroxymethyl-tetrahydro-pyran-3-yl]-acetamide

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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