(2S,2'S)-2-<<2'-(methoxymethyl)pyrrolidinyl>carbonyl>-2-hydroxycyclohexan-1-one

Base Information

Chemical Name:(2S,2'S)-2-<<2'-(methoxymethyl)pyrrolidinyl>carbonyl>-2-hydroxycyclohexan-1-one
CAS No.:140875-18-9
Molecular Formula:C₁₃H₂₁NO₄
Molecular Weight:255.314
Hs Code.:

Synonyms:(2S,2'S)-2-<<2'-(methoxymethyl)pyrrolidinyl>carbonyl>-2-hydroxycyclohexan-1-one

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Chemical Property of (2S,2'S)-2-<<2'-(methoxymethyl)pyrrolidinyl>carbonyl>-2-hydroxycyclohexan-1-one

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Technology Process of (2S,2'S)-2-<<2'-(methoxymethyl)pyrrolidinyl>carbonyl>-2-hydroxycyclohexan-1-one

There total 9 articles about (2S,2'S)-2-<<2'-(methoxymethyl)pyrrolidinyl>carbonyl>-2-hydroxycyclohexan-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: 84.0%

: 140875-17-8
(2'S)-1-<<2'-(methoxymethyl)pyrrolidinyl>carbonyl>-1-hydroxy-2-methoxycyclohex-2-ene

: 140875-18-9
(2S,2'S)-2-<<2'-(methoxymethyl)pyrrolidinyl>carbonyl>-2-hydroxycyclohexan-1-one

Guidance literature:: With hydrogenchloride; In methanol; for 2h; Ambient temperature;
DOI:10.1021/jo00036a046

Reference yield:

: 102069-84-1
(S)-2-methoxy-1-[[2'-(methoxymethyl)pyrrolidinyl]carbonyl]benzene

: 140875-18-9
(2S,2'S)-2-<<2'-(methoxymethyl)pyrrolidinyl>carbonyl>-2-hydroxycyclohexan-1-one

Guidance literature:: Multi-step reaction with 3 steps

1: 1) potassium, ammonia, 2) (+)-(2R,8aS)-(camphorsulfonyl)oxaziridine / 1) THF, t-butanol, -78 deg C, 30 min, 2) DME, 5 min

2: 80 percent / hydrogen / 3>PF₆ / CH₂Cl₂ / 12 h / 760 Torr

3: 84 percent / 10percent hydrochloric acid / methanol / 2 h / Ambient temperature

With hydrogenchloride; (+)-(2S,8aS)-(camphorylsulfonyl)oxaziridine; ammonia; hydrogen; potassium; (η4-1,5-cyclooctadiene)(pyridine)(tricyclohexylphosphine)iridium(I) hexafluorophosphate; In methanol; dichloromethane;
DOI:10.1021/jo00036a046

Reference yield:

: 134879-88-2
(2'S)-2-<<2'-(methoxymethyl)pyrrolidinyl>carbonyl>cyclohex-2-en-1-one

: 140875-18-9
(2S,2'S)-2-<<2'-(methoxymethyl)pyrrolidinyl>carbonyl>-2-hydroxycyclohexan-1-one

Guidance literature:: Multi-step reaction with 5 steps

1: epoxidation

2: NaBH₄

3: 1) NaBH₄ / 1) ethanol, 2) reflux, 1 h

4: 92 percent / Raney nickel / tetrahydrofuran / 4 h / Ambient temperature

5: 1) oxalyl chloride, dimethyl sulfoxide, 2) NEt₃ / 1a) methylene chloride, -60 deg C, 2 min, 1b) 15 min, 2) 5 min

With sodium tetrahydroborate; oxalyl dichloride; dimethyl sulfoxide; triethylamine; nickel; In tetrahydrofuran;
DOI:10.1021/jo00036a046