8-benzyloxy-2-ethylidene-11-hydroxy-7-methoxy-5-oxo-2,3,11,11a-tetrahydro-1H,5H-benzo[e]pyrrolo[1,2-a][1,4]diazepine-10-carboxylic acid allyl ester

Base Information

Chemical Name:8-benzyloxy-2-ethylidene-11-hydroxy-7-methoxy-5-oxo-2,3,11,11a-tetrahydro-1H,5H-benzo[e]pyrrolo[1,2-a][1,4]diazepine-10-carboxylic acid allyl ester
CAS No.:301838-70-0
Molecular Formula:C₂₆H₂₈N₂O₆
Molecular Weight:464.518
Hs Code.:

8-benzyloxy-2-ethylidene-11-hydroxy-7-methoxy-5-oxo-2,3,11,11a-tetrahydro-1<i>H</i>,5<i>H</i>-benzo[<i>e</i>]pyrrolo[1,2-<i>a</i>][1,4]diazepine-10-carboxylic acid allyl ester

Synonyms:8-benzyloxy-2-ethylidene-11-hydroxy-7-methoxy-5-oxo-2,3,11,11a-tetrahydro-1H,5H-benzo[e]pyrrolo[1,2-a][1,4]diazepine-10-carboxylic acid allyl ester

Suppliers and Price of 8-benzyloxy-2-ethylidene-11-hydroxy-7-methoxy-5-oxo-2,3,11,11a-tetrahydro-1H,5H-benzo[e]pyrrolo[1,2-a][1,4]diazepine-10-carboxylic acid allyl ester

Supply Marketing:

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

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of 8-benzyloxy-2-ethylidene-11-hydroxy-7-methoxy-5-oxo-2,3,11,11a-tetrahydro-1H,5H-benzo[e]pyrrolo[1,2-a][1,4]diazepine-10-carboxylic acid allyl ester

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of 8-benzyloxy-2-ethylidene-11-hydroxy-7-methoxy-5-oxo-2,3,11,11a-tetrahydro-1H,5H-benzo[e]pyrrolo[1,2-a][1,4]diazepine-10-carboxylic acid allyl ester

There total 12 articles about 8-benzyloxy-2-ethylidene-11-hydroxy-7-methoxy-5-oxo-2,3,11,11a-tetrahydro-1H,5H-benzo[e]pyrrolo[1,2-a][1,4]diazepine-10-carboxylic acid allyl ester 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:

: 64187-48-0
methyl (2S,4R)-1-benzyloxycarbonyl-4-hydroxypyrrolidine-2-carboxylate

: 301838-70-0
8-benzyloxy-2-ethylidene-11-hydroxy-7-methoxy-5-oxo-2,3,11,11a-tetrahydro-1H,5H-benzo[e]pyrrolo[1,2-a][1,4]diazepine-10-carboxylic acid allyl ester

Guidance literature:: Multi-step reaction with 10 steps

1: 97 percent / LiBH₄ / tetrahydrofuran / 0 °C

2: 70 percent / TEA; DBU / CH₂Cl₂

3: 100 percent / H₂ / 10 percent Pd-C / ethanol

4: TEA / CH₂Cl₂ / 0 °C

5: 92 percent / Raney Ni; NH₂NH₂ / methanol / Heating

6: 65 percent / pyridine / CH₂Cl₂ / 0 °C

7: 95 percent / (COCl)2; DMSO; TEA / CH₂Cl₂ / -60 °C

8: 35 percent / t-BuOK / tetrahydrofuran / Heating

9: 72 percent / tetrabutylammonium fluoride / tetrahydrofuran / 0 °C

10: 83 percent / Dess-Martin periodinane / CH₂Cl₂ / 0 °C

With pyridine; lithium borohydride; oxalyl dichloride; TEA; potassium tert-butylate; tetrabutyl ammonium fluoride; hydrogen; nickel; Dess-Martin periodane; dimethyl sulfoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; hydrazine; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; 1: Reduction / 2: silylation / 3: Hydrogenolysis / 4: Acylation / 5: Reduction / 6: Acylation / 7: Swern oxidation / 8: Wittig olefination / 9: desilylation / 10: oxidative cyclisation;
DOI:10.1016/S0960-894X(00)00351-6

Reference yield:

: 95687-41-5,1448706-36-2
(2S,4R)-N1-(benzyloxycarbonyl)-4-hydroxy-2-(hydroxymethyl)-pyrrolidine

: 301838-70-0
8-benzyloxy-2-ethylidene-11-hydroxy-7-methoxy-5-oxo-2,3,11,11a-tetrahydro-1H,5H-benzo[e]pyrrolo[1,2-a][1,4]diazepine-10-carboxylic acid allyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 70 percent / TEA; DBU / CH₂Cl₂

2: 100 percent / H₂ / 10 percent Pd-C / ethanol

3: TEA / CH₂Cl₂ / 0 °C

4: 92 percent / Raney Ni; NH₂NH₂ / methanol / Heating

5: 65 percent / pyridine / CH₂Cl₂ / 0 °C

6: 95 percent / (COCl)2; DMSO; TEA / CH₂Cl₂ / -60 °C

7: 35 percent / t-BuOK / tetrahydrofuran / Heating

8: 72 percent / tetrabutylammonium fluoride / tetrahydrofuran / 0 °C

9: 83 percent / Dess-Martin periodinane / CH₂Cl₂ / 0 °C

With pyridine; oxalyl dichloride; TEA; potassium tert-butylate; tetrabutyl ammonium fluoride; hydrogen; nickel; Dess-Martin periodane; dimethyl sulfoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; hydrazine; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; 1: silylation / 2: Hydrogenolysis / 3: Acylation / 4: Reduction / 5: Acylation / 6: Swern oxidation / 7: Wittig olefination / 8: desilylation / 9: oxidative cyclisation;
DOI:10.1016/S0960-894X(00)00351-6

Reference yield:

: 51-35-4,30724-02-8
4R-4-hydroxyproline

: 301838-70-0
8-benzyloxy-2-ethylidene-11-hydroxy-7-methoxy-5-oxo-2,3,11,11a-tetrahydro-1H,5H-benzo[e]pyrrolo[1,2-a][1,4]diazepine-10-carboxylic acid allyl ester

Guidance literature:: Multi-step reaction with 12 steps

1: 100 percent / NaHCO₃ / diethyl ether

2: 100 percent / H₂SO₄ / Heating

3: 97 percent / LiBH₄ / tetrahydrofuran / 0 °C

4: 70 percent / TEA; DBU / CH₂Cl₂

5: 100 percent / H₂ / 10 percent Pd-C / ethanol

6: TEA / CH₂Cl₂ / 0 °C

7: 92 percent / Raney Ni; NH₂NH₂ / methanol / Heating

8: 65 percent / pyridine / CH₂Cl₂ / 0 °C

9: 95 percent / (COCl)2; DMSO; TEA / CH₂Cl₂ / -60 °C

10: 35 percent / t-BuOK / tetrahydrofuran / Heating

11: 72 percent / tetrabutylammonium fluoride / tetrahydrofuran / 0 °C

12: 83 percent / Dess-Martin periodinane / CH₂Cl₂ / 0 °C

With pyridine; lithium borohydride; oxalyl dichloride; TEA; sulfuric acid; potassium tert-butylate; tetrabutyl ammonium fluoride; hydrogen; nickel; sodium hydrogencarbonate; Dess-Martin periodane; dimethyl sulfoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; hydrazine; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; 1: Acylation / 2: Esterification / 3: Reduction / 4: silylation / 5: Hydrogenolysis / 6: Acylation / 7: Reduction / 8: Acylation / 9: Swern oxidation / 10: Wittig olefination / 11: desilylation / 12: oxidative cyclisation;
DOI:10.1016/S0960-894X(00)00351-6