7-Azabicyclo[4.1.0]hept-2-ene-3-carboxylic acid, 5-(2-propenyl)-7-(triphenylmethyl)-, methyl ester, (1S,5S,6R)-

Base Information

Chemical Name:7-Azabicyclo[4.1.0]hept-2-ene-3-carboxylic acid, 5-(2-propenyl)-7-(triphenylmethyl)-, methyl ester, (1S,5S,6R)-
CAS No.:335417-48-6
Molecular Formula:C30H29NO2
Molecular Weight:435.566
Hs Code.:

Synonyms:

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Chemical Property of 7-Azabicyclo[4.1.0]hept-2-ene-3-carboxylic acid, 5-(2-propenyl)-7-(triphenylmethyl)-, methyl ester, (1S,5S,6R)-

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Technology Process of 7-Azabicyclo[4.1.0]hept-2-ene-3-carboxylic acid, 5-(2-propenyl)-7-(triphenylmethyl)-, methyl ester, (1S,5S,6R)-

There total 14 articles about 7-Azabicyclo[4.1.0]hept-2-ene-3-carboxylic acid, 5-(2-propenyl)-7-(triphenylmethyl)-, methyl ester, (1S,5S,6R)- 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:

: 76-83-5
trityl chloride

: 335417-48-6
methyl (1S,5S,6R)-5-allyl-7-trityl-7-azabicyclo[4.1.0]hept-2-ene-3-carboxylate

Guidance literature:: With triethylamine; In dichloromethane; ethyl acetate;

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

: 335417-48-6
methyl (1S,5S,6R)-5-allyl-7-trityl-7-azabicyclo[4.1.0]hept-2-ene-3-carboxylate

Guidance literature:: Multi-step reaction with 12 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

With pyridine; N-Bromosuccinimide; sodium azide; 2,2'-azobis(isobutyronitrile); 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

: 335417-48-6
methyl (1S,5S,6R)-5-allyl-7-trityl-7-azabicyclo[4.1.0]hept-2-ene-3-carboxylate

Guidance literature:: Multi-step reaction with 13 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

With pyridine; N-Bromosuccinimide; sodium azide; 2,2'-azobis(isobutyronitrile); 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