2-((R)-5-tert-Butoxycarbonylmethyl-4-oxo-2,3,4,5-tetrahydro-benzo[b][1,4]thiazepin-3-ylamino)-4-(1-methyl-cyclohexyl)-butyric acid ethyl ester

Base Information

• Chemical Name: 2-((R)-5-tert-Butoxycarbonylmethyl-4-oxo-2,3,4,5-tetrahydro-benzo[b][1,4]thiazepin-3-ylamino)-4-(1-methyl-cyclohexyl)-butyric acid ethyl ester
• CAS No.: 98413-58-2
• Molecular Formula: C₂₈H₄₂N₂O₅S
• Molecular Weight: 518.718
• Mol file: 98413-58-2.mol

Synonyms:

Chemical Property of 2-((R)-5-tert-Butoxycarbonylmethyl-4-oxo-2,3,4,5-tetrahydro-benzo[b][1,4]thiazepin-3-ylamino)-4-(1-methyl-cyclohexyl)-butyric acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-((R)-5-tert-Butoxycarbonylmethyl-4-oxo-2,3,4,5-tetrahydro-benzo[b][1,4]thiazepin-3-ylamino)-4-(1-methyl-cyclohexyl)-butyric acid ethyl ester

There total 11 articles about 2-((R)-5-tert-Butoxycarbonylmethyl-4-oxo-2,3,4,5-tetrahydro-benzo[b][1,4]thiazepin-3-ylamino)-4-(1-methyl-cyclohexyl)-butyric acid ethyl 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: 28.0%

ethyl 4-(1-methylcyclohexyl)-2-oxobutyrate (98413-34-4) + tert-butyl (R)-3-amino-4-oxo-2,3,4,5-tetrahydro-1,5-benzothiazepine-5-acetate (95779-67-2) → 2-((R)-5-tert-Butoxycarbonylmethyl-4-oxo-2,3,4,5-tetrahydro-benzo[b][1,4]thiazepin-3-ylamino)-4-(1-methyl-cyclohexyl)-butyric acid ethyl ester (98413-58-2,98413-59-3,103638-08-0)

Guidance literature:

With 4 A molecular sieve; sodium cyanoborohydride; In ethanol; acetic acid; Ambient temperature;

DOI:10.1248/cpb.34.1128

Reference yield:

S-(o-nitrophenyl)-L-cysteine (60115-45-9) → 2-((R)-5-tert-Butoxycarbonylmethyl-4-oxo-2,3,4,5-tetrahydro-benzo[b][1,4]thiazepin-3-ylamino)-4-(1-methyl-cyclohexyl)-butyric acid ethyl ester (98413-58-2,98413-59-3,103638-08-0)

Guidance literature:

Multi-step reaction with 6 steps

1: 81 percent / Na₂CO₃ / H₂O / 5 h / Ambient temperature

2: 91 percent / H₂ / 5percent Pd-C / methanol / Ambient temperature

3: 68 percent / DEPC, Et₃N / dimethylformamide / 1) 35 min 0 deg C 2) 1 h r.t.

4: 74 percent / NaH / dimethylformamide / 0.33 h

5: 71 percent / N₂H₄*H₂O / ethanol / 1 h / Heating

6: 28 percent / NaBH₃CN, molecular sieves 4 Angstroem / acetic acid; ethanol / Ambient temperature

With 4 A molecular sieve; hydrogen; sodium hydride; sodium cyanoborohydride; sodium carbonate; hydrazine hydrate; triethylamine; diethyl dicarbonate; palladium on activated charcoal; In methanol; ethanol; water; acetic acid; N,N-dimethyl-formamide;

DOI:10.1248/cpb.34.1128

Reference yield:

1-methyl-3-cyclohexene-1-carboxaldehyde (931-96-4) → 2-((R)-5-tert-Butoxycarbonylmethyl-4-oxo-2,3,4,5-tetrahydro-benzo[b][1,4]thiazepin-3-ylamino)-4-(1-methyl-cyclohexyl)-butyric acid ethyl ester (98413-58-2,98413-59-3,103638-08-0)

Guidance literature:

Multi-step reaction with 4 steps

1: benzene / 1 h / Heating

2: H₂ / 10 percent Pd-C / ethanol / Ambient temperature

3: 1) NaOEt; 2) H₂SO₄, NaCl / 1) EtOH, 70 deg C, 60 min; 2) DMSO, 140 deg C, 2.5 h

4: 28 percent / NaBH₃CN, molecular sieves 4 Angstroem / acetic acid; ethanol / Ambient temperature

With 4 A molecular sieve; sulfuric acid; hydrogen; sodium ethanolate; sodium cyanoborohydride; sodium chloride; palladium on activated charcoal; In ethanol; acetic acid; benzene;

DOI:10.1248/cpb.34.1128

upstream raw materials:

ethyl 4-(1-methylcyclohexyl)-2-oxobutyrate

tert-butyl (R)-3-amino-4-oxo-2,3,4,5-tetrahydro-1,5-benzothiazepine-5-acetate

tert-Butyl chloroacetate

S-(o-nitrophenyl)-L-cysteine

Downstream raw materials:

2-((R)-5-Carboxymethyl-4-oxo-2,3,4,5-tetrahydro-benzo[b][1,4]thiazepin-3-ylamino)-4-(1-methyl-cyclohexyl)-butyric acid ethyl ester; hydrochloride