(2R)-2-<<(N-carbomethoxy-(S)-2-pyrrolidinyl)methoxy>carbonyl>-2-methylcyclohex-3-en-1-one

Base Information

• Chemical Name: (2R)-2-<<(N-carbomethoxy-(S)-2-pyrrolidinyl)methoxy>carbonyl>-2-methylcyclohex-3-en-1-one
• CAS No.: 108417-82-9
• Molecular Formula: C₁₅H₂₁NO₅
• Molecular Weight: 295.335

Synonyms:(2R)-2-<<(N-carbomethoxy-(S)-2-pyrrolidinyl)methoxy>carbonyl>-2-methylcyclohex-3-en-1-one

Chemical Property of (2R)-2-<<(N-carbomethoxy-(S)-2-pyrrolidinyl)methoxy>carbonyl>-2-methylcyclohex-3-en-1-one

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Technology Process of (2R)-2-<<(N-carbomethoxy-(S)-2-pyrrolidinyl)methoxy>carbonyl>-2-methylcyclohex-3-en-1-one

There total 2 articles about (2R)-2-<<(N-carbomethoxy-(S)-2-pyrrolidinyl)methoxy>carbonyl>-2-methylcyclohex-3-en-1-one 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:

(6R)-6-<<2-(S)-<(methoxymethoxy)methyl>pyrrolidinyl>carbonyl>-6-methyl-1-methoxy-1,4-cyclohexadiene (102069-88-5) → (2R)-2-<<(N-carbomethoxy-(S)-2-pyrrolidinyl)methoxy>carbonyl>-2-methylcyclohex-3-en-1-one (108417-82-9)

Guidance literature:

Multi-step reaction with 2 steps

1: cc. HCl / methanol / 3 h / Heating

2: sodium bicarbonate / CH₂Cl₂ / Ambient temperature

With hydrogenchloride; sodium hydrogencarbonate; In methanol; dichloromethane;

DOI:10.1021/ja00247a027

Reference yield:

(R)-1-Methyl-6-oxo-cyclohex-2-enecarboxylic acid (S)-1-pyrrolidin-2-ylmethyl ester + methyl chloroformate (79-22-1) → (2R)-2-<<(N-carbomethoxy-(S)-2-pyrrolidinyl)methoxy>carbonyl>-2-methylcyclohex-3-en-1-one (108417-82-9)

Guidance literature:

With sodium hydrogencarbonate; In dichloromethane; Yield given; Ambient temperature;

DOI:10.1021/ja00247a027

Reference yield: 99.0%

(2R)-2-<<(N-carbomethoxy-(S)-2-pyrrolidinyl)methoxy>carbonyl>-2-methylcyclohex-3-en-1-one (108417-82-9) + trimethyl orthoformate (149-73-5) → (2R)-6-<<(N-carbomethoxy-(S)-2-pyrrolidinyl)methoxy>carbonyl>-1-methoxy-6-methyl-1,4-2-cyclohexadiene (108417-83-0)

Guidance literature:

With sulfuric acid; In methanol; for 22h; Heating;

DOI:10.1021/ja00247a027

upstream raw materials:

methyl chloroformate

(6R)-6-<<2-(S)-<(methoxymethoxy)methyl>pyrrolidinyl>carbonyl>-6-methyl-1-methoxy-1,4-cyclohexadiene

Downstream raw materials:

(2R)-6-<<(N-carbomethoxy-(S)-2-pyrrolidinyl)methoxy>carbonyl>-1-methoxy-6-methyl-1,4-2-cyclohexadiene

(R)-(-)-methyl 2-methoxy-1-methyl-2,5-cyclohexadiene-1-carboxylate

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