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

Base Information

• Chemical Name: 4-[(R)-5-((R)-5-tert-Butoxycarbonylmethyl-4-oxo-2,3,4,5-tetrahydro-benzo[b][1,4]thiazepin-3-ylamino)-5-ethoxycarbonyl-pentyl]-piperidine-1-carboxylic acid benzyl ester
• CAS No.: 100277-29-0
• Molecular Formula: C₃₆H₄₉N₃O₇S
• Molecular Weight: 667.867

Synonyms:

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

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Useful:

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

There total 9 articles about 4-[(R)-5-((R)-5-tert-Butoxycarbonylmethyl-4-oxo-2,3,4,5-tetrahydro-benzo[b][1,4]thiazepin-3-ylamino)-5-ethoxycarbonyl-pentyl]-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: 32.0%

ethyl 6-(1-benzyloxycarbonyl-4-piperidyl)-2-chlorohexanoate (99198-87-5) + tert-butyl (R)-3-amino-4-oxo-2,3,4,5-tetrahydro-1,5-benzothiazepine-5-acetate (95779-67-2) → 4-[(R)-5-((R)-5-tert-Butoxycarbonylmethyl-4-oxo-2,3,4,5-tetrahydro-benzo[b][1,4]thiazepin-3-ylamino)-5-ethoxycarbonyl-pentyl]-piperidine-1-carboxylic acid benzyl ester (100277-29-0) + tert-butyl 3(R)-[5-(1-benzyloxycarbonyl-4-piperidyl)-1(S)-ethoxycarbonylpentyl]-amino-4-oxo-2,3,4,5-tetrahydro-1,5-benzothiazepine-5-acetate (100277-30-3)

Guidance literature:

With triethylamine; potassium iodide; Heating;

DOI:10.1248/cpb.34.3747

Reference yield: 25.0%

tert-butyl (R)-3-amino-4-oxo-2,3,4,5-tetrahydro-1,5-benzothiazepine-5-acetate (95779-67-2) + ethyl 6-(1-benzyloxycarbonyl-4-piperidyl)-2-mesyloxyhexanoate (100277-32-5) → 4-[(R)-5-((R)-5-tert-Butoxycarbonylmethyl-4-oxo-2,3,4,5-tetrahydro-benzo[b][1,4]thiazepin-3-ylamino)-5-ethoxycarbonyl-pentyl]-piperidine-1-carboxylic acid benzyl ester (100277-29-0) + tert-butyl 3(R)-[5-(1-benzyloxycarbonyl-4-piperidyl)-1(S)-ethoxycarbonylpentyl]-amino-4-oxo-2,3,4,5-tetrahydro-1,5-benzothiazepine-5-acetate (100277-30-3)

Guidance literature:

at 90 ℃; Heating;

DOI:10.1248/cpb.34.3747

Reference yield: 7.0%

ethyl 6-(1-benzyloxycarbonyl-4-piperidyl)-2-oxohexanoate (99198-61-5) + tert-butyl (R)-3-amino-4-oxo-2,3,4,5-tetrahydro-1,5-benzothiazepine-5-acetate (95779-67-2) → 4-[(R)-5-((R)-5-tert-Butoxycarbonylmethyl-4-oxo-2,3,4,5-tetrahydro-benzo[b][1,4]thiazepin-3-ylamino)-5-ethoxycarbonyl-pentyl]-piperidine-1-carboxylic acid benzyl ester (100277-29-0) + tert-butyl 3(R)-[5-(1-benzyloxycarbonyl-4-piperidyl)-1(S)-ethoxycarbonylpentyl]-amino-4-oxo-2,3,4,5-tetrahydro-1,5-benzothiazepine-5-acetate (100277-30-3)

Guidance literature:

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

DOI:10.1248/cpb.34.3747

upstream raw materials:

ethyl 6-(1-benzyloxycarbonyl-4-piperidyl)-2-oxohexanoate

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

ethyl 6-(1-benzyloxycarbonyl-4-piperidyl)-2-chlorohexanoate

ethyl 6-(1-benzyloxycarbonyl-4-piperidyl)-2-mesyloxyhexanoate

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