(3RS)-3-benzyloxycarbonylamino-5-cyclohexyl-2,3-dihydro-1-ethoxycarbonylmethyl-9-methyl-1H-1,4-benzodiazepin-2-one

Base Information

Chemical Name:(3RS)-3-benzyloxycarbonylamino-5-cyclohexyl-2,3-dihydro-1-ethoxycarbonylmethyl-9-methyl-1H-1,4-benzodiazepin-2-one
CAS No.:205991-22-6
Molecular Formula:C₂₈H₃₃N₃O₅
Molecular Weight:491.587
Hs Code.:

Synonyms:(3RS)-3-benzyloxycarbonylamino-5-cyclohexyl-2,3-dihydro-1-ethoxycarbonylmethyl-9-methyl-1H-1,4-benzodiazepin-2-one

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Chemical Property of (3RS)-3-benzyloxycarbonylamino-5-cyclohexyl-2,3-dihydro-1-ethoxycarbonylmethyl-9-methyl-1H-1,4-benzodiazepin-2-one

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Technology Process of (3RS)-3-benzyloxycarbonylamino-5-cyclohexyl-2,3-dihydro-1-ethoxycarbonylmethyl-9-methyl-1H-1,4-benzodiazepin-2-one

There total 7 articles about (3RS)-3-benzyloxycarbonylamino-5-cyclohexyl-2,3-dihydro-1-ethoxycarbonylmethyl-9-methyl-1H-1,4-benzodiazepin-2-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: 86.5%

: 105-36-2
ethyl bromoacetate

: 205990-49-4
(3RS)-3-benzyloxycarbonylamino-5-cyclohexyl-2,3-dihydro-9-methyl-1H-1,4-benzodiazepin-2-one

: 205991-22-6
(3RS)-3-benzyloxycarbonylamino-5-cyclohexyl-2,3-dihydro-1-ethoxycarbonylmethyl-9-methyl-1H-1,4-benzodiazepin-2-one

Guidance literature:: (3RS)-3-benzyloxycarbonylamino-5-cyclohexyl-2,3-dihydro-9-methyl-1H-1,4-benzodiazepin-2-one; With sodium hydride; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 4h;

ethyl bromoacetate; In N,N-dimethyl-formamide; at 20 ℃; for 5.5h;
DOI:10.1248/cpb.48.1

Reference yield:

: 124676-19-3
2-(benzotriazol-1-yl)-N-(benzyloxycarbonyl)glycine

: 205991-22-6
(3RS)-3-benzyloxycarbonylamino-5-cyclohexyl-2,3-dihydro-1-ethoxycarbonylmethyl-9-methyl-1H-1,4-benzodiazepin-2-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: (COCl)2; DMF / tetrahydrofuran / 2 h / 0 °C

2.1: N-methylmorpholine / tetrahydrofuran / 0 - 20 °C

3.1: NH₃ / methanol / 20 °C

4.1: NaH / dimethylformamide / 4 h / 0 - 20 °C

4.2: 86.5 percent / dimethylformamide / 5.5 h / 20 °C

With 4-methyl-morpholine; oxalyl dichloride; ammonia; sodium hydride; N,N-dimethyl-formamide; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; 1.1: Chlorination / 2.1: Acylation / 3.1: Cyclization / 4.1: deprotonation / 4.2: Alkylation;
DOI:10.1248/cpb.48.1

Reference yield:

: 766-05-2
cyclohexane carbonitrile

: 205991-22-6
(3RS)-3-benzyloxycarbonylamino-5-cyclohexyl-2,3-dihydro-1-ethoxycarbonylmethyl-9-methyl-1H-1,4-benzodiazepin-2-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: BCl₃ / toluene / 1 h / 20 °C

1.2: AlCl₃ / acetonitrile / 5 h / Heating

1.3: 98.4 percent / 2 N aq. HCl / acetonitrile / 2.5 h / Heating

2.1: N-methylmorpholine / tetrahydrofuran / 0 - 20 °C

3.1: NH₃ / methanol / 20 °C

4.1: NaH / dimethylformamide / 4 h / 0 - 20 °C

4.2: 86.5 percent / dimethylformamide / 5.5 h / 20 °C

With 4-methyl-morpholine; ammonia; boron trichloride; sodium hydride; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; toluene; 1.1: Addition / 1.2: Rearrangement / 1.3: Hydrolysis / 2.1: Acylation / 3.1: Cyclization / 4.1: deprotonation / 4.2: Alkylation;
DOI:10.1248/cpb.48.1