4-[(R)-6-((R)-5-tert-Butoxycarbonylmethyl-4-oxo-2,3,4,5-tetrahydro-benzo[b][1,4]thiazepin-3-ylamino)-6-ethoxycarbonyl-hexyl]-piperidine-1-carboxylic acid benzyl ester

Base Information

Chemical Name:4-[(R)-6-((R)-5-tert-Butoxycarbonylmethyl-4-oxo-2,3,4,5-tetrahydro-benzo[b][1,4]thiazepin-3-ylamino)-6-ethoxycarbonyl-hexyl]-piperidine-1-carboxylic acid benzyl ester
CAS No.:100303-31-9
Molecular Formula:C₃₇H₅₁N₃O₇S
Molecular Weight:681.894
Hs Code.:

4-[(R)-6-((R)-5-tert-Butoxycarbonylmethyl-4-oxo-2,3,4,5-tetrahydro-benzo[b][1,4]thiazepin-3-ylamino)-6-ethoxycarbonyl-hexyl]-piperidine-1-carboxylic acid benzyl ester

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Chemical Property of 4-[(R)-6-((R)-5-tert-Butoxycarbonylmethyl-4-oxo-2,3,4,5-tetrahydro-benzo[b][1,4]thiazepin-3-ylamino)-6-ethoxycarbonyl-hexyl]-piperidine-1-carboxylic acid benzyl ester

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Technology Process of 4-[(R)-6-((R)-5-tert-Butoxycarbonylmethyl-4-oxo-2,3,4,5-tetrahydro-benzo[b][1,4]thiazepin-3-ylamino)-6-ethoxycarbonyl-hexyl]-piperidine-1-carboxylic acid benzyl ester

There total 8 articles about 4-[(R)-6-((R)-5-tert-Butoxycarbonylmethyl-4-oxo-2,3,4,5-tetrahydro-benzo[b][1,4]thiazepin-3-ylamino)-6-ethoxycarbonyl-hexyl]-piperidine-1-carboxylic acid benzyl 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: 16.0%

: 99198-68-2
ethyl 7-(1-benzyloxycarbonyl-4-piperidyl)-2-oxoheptanoate

: 95779-67-2
tert-butyl (R)-3-amino-4-oxo-2,3,4,5-tetrahydro-1,5-benzothiazepine-5-acetate

: 100303-31-9
4-[(R)-6-((R)-5-tert-Butoxycarbonylmethyl-4-oxo-2,3,4,5-tetrahydro-benzo[b][1,4]thiazepin-3-ylamino)-6-ethoxycarbonyl-hexyl]-piperidine-1-carboxylic acid benzyl ester

: 100303-32-0
tert-butyl 3(R)-[6-(1-benzyloxycarbonyl-4-piperidyl)-1(S)-ethoxycarbonylhexyl]amino-4-oxo-2,3,4,5-tetrahydro-1,5-benzothiazepine-5-acetate

Guidance literature:: With molecular sieve; sodium cyanoborohydride; acetic acid; In ethanol; Ambient temperature;
DOI:10.1248/cpb.34.3747

Reference yield:

: 99198-61-5
ethyl 6-(1-benzyloxycarbonyl-4-piperidyl)-2-oxohexanoate

: 100303-31-9
4-[(R)-6-((R)-5-tert-Butoxycarbonylmethyl-4-oxo-2,3,4,5-tetrahydro-benzo[b][1,4]thiazepin-3-ylamino)-6-ethoxycarbonyl-hexyl]-piperidine-1-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 61 percent / NaBH₃CN / acetic acid; ethanol / 3 h / Ambient temperature

2: 74 percent / SOCl₂ / pyridine; ethyl acetate / 1 h / Heating

3: 1.) H₂; 2.) NaHCO₃ / 1.)10percent Pd-C / 1.) ethanol, r.t.; 2.) ethyl acetate, water, r.t., 1.5h

4: 83 percent / 1.) NaOEt; 2.) LiCl / 1.) ethanol, 60-70 deg C, 1h; 2.) water, DMSO, 140-150 deg C, 45 min

5: 9 percent / AcOH, molecular sieves, NaBH₃CN / ethanol / Ambient temperature

With thionyl chloride; molecular sieve; hydrogen; sodium ethanolate; sodium cyanoborohydride; sodium hydrogencarbonate; acetic acid; lithium chloride; palladium on activated charcoal; In pyridine; ethanol; acetic acid; ethyl acetate;
DOI:10.1248/cpb.34.3747

Reference yield:

: 99198-87-5
ethyl 6-(1-benzyloxycarbonyl-4-piperidyl)-2-chlorohexanoate

: 100303-31-9
4-[(R)-6-((R)-5-tert-Butoxycarbonylmethyl-4-oxo-2,3,4,5-tetrahydro-benzo[b][1,4]thiazepin-3-ylamino)-6-ethoxycarbonyl-hexyl]-piperidine-1-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) H₂; 2.) NaHCO₃ / 1.)10percent Pd-C / 1.) ethanol, r.t.; 2.) ethyl acetate, water, r.t., 1.5h

2: 83 percent / 1.) NaOEt; 2.) LiCl / 1.) ethanol, 60-70 deg C, 1h; 2.) water, DMSO, 140-150 deg C, 45 min

3: 9 percent / AcOH, molecular sieves, NaBH₃CN / ethanol / Ambient temperature

With molecular sieve; hydrogen; sodium ethanolate; sodium cyanoborohydride; sodium hydrogencarbonate; acetic acid; lithium chloride; palladium on activated charcoal; In ethanol;
DOI:10.1248/cpb.34.3747