1-Cyclohexene-1-carboxylic acid, 4-(acetylamino)-3-(1-methylethoxy)-5-(2-propenyl)-, (3R,4R,5S)-

Base Information

Chemical Name:1-Cyclohexene-1-carboxylic acid, 4-(acetylamino)-3-(1-methylethoxy)-5-(2-propenyl)-, (3R,4R,5S)-
CAS No.:335417-13-5
Molecular Formula:C15H23NO4
Molecular Weight:281.352
Hs Code.:

Synonyms:

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Chemical Property of 1-Cyclohexene-1-carboxylic acid, 4-(acetylamino)-3-(1-methylethoxy)-5-(2-propenyl)-, (3R,4R,5S)-

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Technology Process of 1-Cyclohexene-1-carboxylic acid, 4-(acetylamino)-3-(1-methylethoxy)-5-(2-propenyl)-, (3R,4R,5S)-

There total 17 articles about 1-Cyclohexene-1-carboxylic acid, 4-(acetylamino)-3-(1-methylethoxy)-5-(2-propenyl)-, (3R,4R,5S)- 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: 98.0%

: 335417-50-0
methyl (3R,4R,5S)-4-(acetylamino)-5-allyl-3-isopropoxy-1-cyclohexene-1-carboxylate

: 335417-13-5
(3R,4R,5S)-4-(acetylamino)-5-allyl-3-isopropoxy-1-cyclohexene-1-carboxylic acid

Guidance literature:: With lithium hydroxide; In tetrahydrofuran; water;
DOI:10.1016/S0960-894X(02)00732-1

Reference yield:

: 216662-57-6
(1S,3R,4R,5R)-3,4-O-Benzylidene-1,3,4-trihydroxy-6-oxabicyclo<3.2.1>octan-7-one

: 335417-13-5
(3R,4R,5S)-4-(acetylamino)-5-allyl-3-isopropoxy-1-cyclohexene-1-carboxylic acid

Guidance literature:: Multi-step reaction with 15 steps

1: 80 percent / NBS; AIBN / CCl₄ / Heating

2: 82 percent / AIBN / benzene / Heating

3: 99 percent / Et₃N / CH₂Cl₂

4: 99 percent / K₂CO₃

5: 85 percent / pyridine

6: 99 percent / Et₃N / CH₂Cl₂

7: 99 percent / K₂CO₃ / methanol

8: DBU / tetrahydrofuran / Heating

9: NaN₃; NH₄Cl / methanol; H₂O

10: 99 percent / Et₃N / CH₂Cl₂

11: Ph₃P; Et₃N / H₂O

12: Et₃N / CH₂Cl₂

13: BF₃*Et₂O

14: pyridine

15: 98 percent / LiOH / tetrahydrofuran; H₂O

With pyridine; lithium hydroxide; N-Bromosuccinimide; sodium azide; 2,2'-azobis(isobutyronitrile); boron trifluoride diethyl etherate; potassium carbonate; ammonium chloride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; triphenylphosphine; In tetrahydrofuran; methanol; tetrachloromethane; dichloromethane; water; benzene;
DOI:10.1016/S0960-894X(02)00732-1

Reference yield:

: 77-95-2
D-(-)-quinic acid

: 335417-13-5
(3R,4R,5S)-4-(acetylamino)-5-allyl-3-isopropoxy-1-cyclohexene-1-carboxylic acid

Guidance literature:: Multi-step reaction with 16 steps

1: 84 percent / TsOH / toluene / Heating

2: 80 percent / NBS; AIBN / CCl₄ / Heating

3: 82 percent / AIBN / benzene / Heating

4: 99 percent / Et₃N / CH₂Cl₂

5: 99 percent / K₂CO₃

6: 85 percent / pyridine

7: 99 percent / Et₃N / CH₂Cl₂

8: 99 percent / K₂CO₃ / methanol

9: DBU / tetrahydrofuran / Heating

10: NaN₃; NH₄Cl / methanol; H₂O

11: 99 percent / Et₃N / CH₂Cl₂

12: Ph₃P; Et₃N / H₂O

13: Et₃N / CH₂Cl₂

14: BF₃*Et₂O

15: pyridine

16: 98 percent / LiOH / tetrahydrofuran; H₂O

With pyridine; lithium hydroxide; N-Bromosuccinimide; sodium azide; 2,2'-azobis(isobutyronitrile); boron trifluoride diethyl etherate; potassium carbonate; ammonium chloride; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; triphenylphosphine; In tetrahydrofuran; methanol; tetrachloromethane; dichloromethane; water; toluene; benzene;
DOI:10.1016/S0960-894X(02)00732-1