(1R,2S,3R)-3-<(4S)-4-(2,2-dimethyl-1,3-dioxolo)>-2-spiro<4'<2'-phenyl-5'(4'H)-oxazolone>>-5-cyclohexen-1-ol

Base Information

• Chemical Name: (1R,2S,3R)-3-<(4S)-4-(2,2-dimethyl-1,3-dioxolo)>-2-spiro<4'<2'-phenyl-5'(4'H)-oxazolone>>-5-cyclohexen-1-ol
• CAS No.: 174506-60-6
• Molecular Formula: C₁₉H₂₁NO₅
• Molecular Weight: 343.379

Synonyms:(1R,2S,3R)-3-<(4S)-4-(2,2-dimethyl-1,3-dioxolo)>-2-spiro<4'<2'-phenyl-5'(4'H)-oxazolone>>-5-cyclohexen-1-ol

Chemical Property of (1R,2S,3R)-3-<(4S)-4-(2,2-dimethyl-1,3-dioxolo)>-2-spiro<4'<2'-phenyl-5'(4'H)-oxazolone>>-5-cyclohexen-1-ol

Chemical Property:

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Technology Process of (1R,2S,3R)-3-<(4S)-4-(2,2-dimethyl-1,3-dioxolo)>-2-spiro<4'<2'-phenyl-5'(4'H)-oxazolone>>-5-cyclohexen-1-ol

There total 2 articles about (1R,2S,3R)-3-<(4S)-4-(2,2-dimethyl-1,3-dioxolo)>-2-spiro<4'<2'-phenyl-5'(4'H)-oxazolone>>-5-cyclohexen-1-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: 90.0%

(1R,2S,3R)-3-<(4S)-4-(2,2-dimethyl-1,3-dioxolo)>-2-spiro<4'<2'-phenyl-5'(4'H)-oxazolone>>-1-trimethylsilyloxy-5-cyclohexene (174506-59-3) → (1R,2S,3R)-3-<(4S)-4-(2,2-dimethyl-1,3-dioxolo)>-2-spiro<4'<2'-phenyl-5'(4'H)-oxazolone>>-5-cyclohexen-1-ol (174506-60-6)

Guidance literature:

With citric acid; In methanol; for 0.5h; Ambient temperature;

DOI:10.1016/0957-4166(95)00429-7

Reference yield:

(Z)-4-<(S)-2,2-dimethyl-1,3-dioxolan-4-ylmethylidene>-2-phenyl-1,3-oxazol-5(4H)-one (154663-54-4) → (1R,2S,3R)-3-<(4S)-4-(2,2-dimethyl-1,3-dioxolo)>-2-spiro<4'<2'-phenyl-5'(4'H)-oxazolone>>-5-cyclohexen-1-ol (174506-60-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 24 percent / CH₂Cl₂ / 20 h / Ambient temperature

2: 90 percent / citric acid / methanol / 0.5 h / Ambient temperature

With citric acid; In methanol; dichloromethane;

DOI:10.1016/0957-4166(95)00429-7

Reference yield: 62.0%

(1R,2S,3R)-3-<(4S)-4-(2,2-dimethyl-1,3-dioxolo)>-2-spiro<4'<2'-phenyl-5'(4'H)-oxazolone>>-5-cyclohexen-1-ol (174506-60-6) → (2S,3R)-3-<(4S)-4-(2,2-dimethyl-1,3-dioxolo)>-2-spiro<4'<2'-phenyl-5'(4'H)-oxazolone>>-5-cyclohexen-1-one

Guidance literature:

With manganese(IV) oxide; In chloroform; for 24h; Ambient temperature;

DOI:10.1016/0957-4166(95)00429-7

upstream raw materials:

(1R,2S,3R)-3-<(4S)-4-(2,2-dimethyl-1,3-dioxolo)>-2-spiro<4'<2'-phenyl-5'(4'H)-oxazolone>>-1-trimethylsilyloxy-5-cyclohexene

(Z)-4-<(S)-2,2-dimethyl-1,3-dioxolan-4-ylmethylidene>-2-phenyl-1,3-oxazol-5(4H)-one

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