(2R,3S,5R,6S)-3-cyclohexylmethyl-5,6-diphenyl-morpholine-2-carboxylic acid

Base Information

Chemical Name:(2R,3S,5R,6S)-3-cyclohexylmethyl-5,6-diphenyl-morpholine-2-carboxylic acid
CAS No.:339161-02-3
Molecular Formula:C₂₄H₂₉NO₃
Molecular Weight:379.499
Hs Code.:

Synonyms:(2R,3S,5R,6S)-3-cyclohexylmethyl-5,6-diphenyl-morpholine-2-carboxylic acid

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2R,3S,5R,6S)-3-cyclohexylmethyl-5,6-diphenyl-morpholine-2-carboxylic acid

Chemical Property:

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Technology Process of (2R,3S,5R,6S)-3-cyclohexylmethyl-5,6-diphenyl-morpholine-2-carboxylic acid

There total 6 articles about (2R,3S,5R,6S)-3-cyclohexylmethyl-5,6-diphenyl-morpholine-2-carboxylic acid 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: 88.0%

: 339161-00-1
(2R,3S,5R,6S)-3-cyclohexylmethyl-5,6-diphenyl-morpholine-2-carbonitrile

: 339161-02-3
(2R,3S,5R,6S)-3-cyclohexylmethyl-5,6-diphenyl-morpholine-2-carboxylic acid

Guidance literature:: With potassium hydroxide; In ethylene glycol; at 150 ℃; for 40h;
DOI:10.1021/ja0042332

Reference yield:

: (3R,5R,6S)-3-Cyclohexylmethyl-2-oxo-5,6-diphenyl-morpholine-4-carboxylic acid benzyl ester

: 339161-02-3
(2R,3S,5R,6S)-3-cyclohexylmethyl-5,6-diphenyl-morpholine-2-carboxylic acid

Guidance literature:: Multi-step reaction with 6 steps

1: 91 percent / KN(SiMe₃)2; 18-crown-6; CO₂ / tetrahydrofuran; toluene

2: DIBAL-H / CH₂Cl₂; toluene / 0.67 h / -78 °C

3: 0.168 g / Et₃N; DMAP / CH₂Cl₂ / 8 h / 20 °C

4: 93 percent / BF₃*Et₂O / acetonitrile / 0.5 h / -20 °C

5: 95 percent / H₂ / Pd/C / ethyl acetate / 12 h / 20 °C / 760.05 Torr

6: 88 percent / KOH / ethane-1,2-diol / 40 h / 150 °C

With dmap; potassium hydroxide; 18-crown-6 ether; carbon dioxide; boron trifluoride diethyl etherate; hydrogen; potassium hexamethylsilazane; diisobutylaluminium hydride; triethylamine; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; ethylene glycol; ethyl acetate; toluene; acetonitrile;
DOI:10.1021/ja0042332

Reference yield:

: 339160-94-0
(3S,5R,6S)-3-cyclohexylmethyl-2-oxo-5,6-diphenylmorpholine-4-carboxylic acid benzyl ester

: 339161-02-3
(2R,3S,5R,6S)-3-cyclohexylmethyl-5,6-diphenyl-morpholine-2-carboxylic acid

Guidance literature:: Multi-step reaction with 5 steps

1: DIBAL-H / CH₂Cl₂; toluene / 0.67 h / -78 °C

2: 0.168 g / Et₃N; DMAP / CH₂Cl₂ / 8 h / 20 °C

3: 93 percent / BF₃*Et₂O / acetonitrile / 0.5 h / -20 °C

4: 95 percent / H₂ / Pd/C / ethyl acetate / 12 h / 20 °C / 760.05 Torr

5: 88 percent / KOH / ethane-1,2-diol / 40 h / 150 °C

With dmap; potassium hydroxide; boron trifluoride diethyl etherate; hydrogen; diisobutylaluminium hydride; triethylamine; palladium on activated charcoal; In dichloromethane; ethylene glycol; ethyl acetate; toluene; acetonitrile;
DOI:10.1021/ja0042332