((R)-1-allyl-2-methoxy-5-methylcyclohexa-2,5-dienyl)((S)-2-(methoxymethyl)pyrrolidin-1-yl)methanone

Base Information

• Chemical Name: ((R)-1-allyl-2-methoxy-5-methylcyclohexa-2,5-dienyl)((S)-2-(methoxymethyl)pyrrolidin-1-yl)methanone
• CAS No.: 911847-16-0
• Molecular Formula: C₁₈H₂₇NO₃
• Molecular Weight: 305.417

Synonyms:((R)-1-allyl-2-methoxy-5-methylcyclohexa-2,5-dienyl)((S)-2-(methoxymethyl)pyrrolidin-1-yl)methanone

Chemical Property of ((R)-1-allyl-2-methoxy-5-methylcyclohexa-2,5-dienyl)((S)-2-(methoxymethyl)pyrrolidin-1-yl)methanone

Chemical Property:

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Technology Process of ((R)-1-allyl-2-methoxy-5-methylcyclohexa-2,5-dienyl)((S)-2-(methoxymethyl)pyrrolidin-1-yl)methanone

There total 2 articles about ((R)-1-allyl-2-methoxy-5-methylcyclohexa-2,5-dienyl)((S)-2-(methoxymethyl)pyrrolidin-1-yl)methanone 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: 72.0%

allyl bromide (106-95-6) + (S)-2-methoxy-1-[[2'-(methoxymethyl)pyrrolidinyl]carbonyl]-5-methylbenzene (115512-81-7) → ((R)-1-allyl-2-methoxy-5-methylcyclohexa-2,5-dienyl)((S)-2-(methoxymethyl)pyrrolidin-1-yl)methanone (911847-16-0)

Guidance literature:

(S)-2-methoxy-1-[[2'-(methoxymethyl)pyrrolidinyl]carbonyl]-5-methylbenzene; With ammonia; sodium; In tetrahydrofuran; tert-butyl alcohol; at -78 ℃;

allyl bromide; In tetrahydrofuran; tert-butyl alcohol; at -78 - 20 ℃;

DOI:10.1021/ol0615228

Reference yield:

((S)-2-Hydroxymethyl-pyrrolidin-1-yl)-(2-methoxy-5-methyl-phenyl)-methanone (115512-68-0) → ((R)-1-allyl-2-methoxy-5-methylcyclohexa-2,5-dienyl)((S)-2-(methoxymethyl)pyrrolidin-1-yl)methanone (911847-16-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: NaH / tetrahydrofuran / 0 - 20 °C

2.1: NH₃; Na / 2-methyl-propan-2-ol; tetrahydrofuran / -78 °C

2.2: 72 percent / 2-methyl-propan-2-ol; tetrahydrofuran / -78 - 20 °C

With ammonia; sodium; sodium hydride; In tetrahydrofuran; tert-butyl alcohol; 2.1: Birch reduction;

DOI:10.1021/ol0615228

Reference yield: 97.0%

((R)-1-allyl-2-methoxy-5-methylcyclohexa-2,5-dienyl)((S)-2-(methoxymethyl)pyrrolidin-1-yl)methanone (911847-16-0) → (R)-2-allyl-2-((S)-2-(methoxymethyl)pyrrolidin-1-carbonyl)-4-methylhex-3-en-1-one (911847-18-2)

Guidance literature:

With hydrogenchloride; In methanol; at 20 ℃; for 15h;

DOI:10.1021/ol0615228

upstream raw materials:

allyl bromide

(S)-2-methoxy-1-[[2'-(methoxymethyl)pyrrolidinyl]carbonyl]-5-methylbenzene

((S)-2-Hydroxymethyl-pyrrolidin-1-yl)-(2-methoxy-5-methyl-phenyl)-methanone

Downstream raw materials:

(R)-2-allyl-2-((S)-2-(methoxymethyl)pyrrolidin-1-carbonyl)-4-methylhex-3-en-1-one

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