2-[(R)-1-((2S,3S)-2-{(S)-2-[(2-{(R)-1-[(2S,3S)-2-((S)-2-Amino-3-methyl-pentanoylamino)-3-hydroxy-butyrylamino]-2-phenyl-ethyl}-thiazole-4-carbonyl)-amino]-4-methyl-pentanoylamino}-3-hydroxy-butyrylamino)-ethyl]-thiazole-4-carboxylic acid; hydrochloride

Base Information

• Chemical Name: 2-[(R)-1-((2S,3S)-2-{(S)-2-[(2-{(R)-1-[(2S,3S)-2-((S)-2-Amino-3-methyl-pentanoylamino)-3-hydroxy-butyrylamino]-2-phenyl-ethyl}-thiazole-4-carbonyl)-amino]-4-methyl-pentanoylamino}-3-hydroxy-butyrylamino)-ethyl]-thiazole-4-carboxylic acid; hydrochloride
• CAS No.: 102409-01-8
• Molecular Formula: C₃₈H₅₄N₈O₉S₂*ClH
• Molecular Weight: 867.488

Synonyms:2-[(R)-1-((2S,3S)-2-{(S)-2-[(2-{(R)-1-[(2S,3S)-2-((S)-2-Amino-3-methyl-pentanoylamino)-3-hydroxy-butyrylamino]-2-phenyl-ethyl}-thiazole-4-carbonyl)-amino]-4-methyl-pentanoylamino}-3-hydroxy-butyrylamino)-ethyl]-thiazole-4-carboxylic acid; hydrochloride

Chemical Property of 2-[(R)-1-((2S,3S)-2-{(S)-2-[(2-{(R)-1-[(2S,3S)-2-((S)-2-Amino-3-methyl-pentanoylamino)-3-hydroxy-butyrylamino]-2-phenyl-ethyl}-thiazole-4-carbonyl)-amino]-4-methyl-pentanoylamino}-3-hydroxy-butyrylamino)-ethyl]-thiazole-4-carboxylic acid; hydrochloride

Chemical Property:

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Technology Process of 2-[(R)-1-((2S,3S)-2-{(S)-2-[(2-{(R)-1-[(2S,3S)-2-((S)-2-Amino-3-methyl-pentanoylamino)-3-hydroxy-butyrylamino]-2-phenyl-ethyl}-thiazole-4-carbonyl)-amino]-4-methyl-pentanoylamino}-3-hydroxy-butyrylamino)-ethyl]-thiazole-4-carboxylic acid; hydrochloride

There total 14 articles about 2-[(R)-1-((2S,3S)-2-{(S)-2-[(2-{(R)-1-[(2S,3S)-2-((S)-2-Amino-3-methyl-pentanoylamino)-3-hydroxy-butyrylamino]-2-phenyl-ethyl}-thiazole-4-carbonyl)-amino]-4-methyl-pentanoylamino}-3-hydroxy-butyrylamino)-ethyl]-thiazole-4-carboxylic acid; hydrochloride 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:

C43H62N8O11S2 → 2-[(R)-1-((2S,3S)-2-{(S)-2-[(2-{(R)-1-[(2S,3S)-2-((S)-2-Amino-3-methyl-pentanoylamino)-3-hydroxy-butyrylamino]-2-phenyl-ethyl}-thiazole-4-carbonyl)-amino]-4-methyl-pentanoylamino}-3-hydroxy-butyrylamino)-ethyl]-thiazole-4-carboxylic acid; hydrochloride (102409-01-8)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; for 2h; Ambient temperature;

DOI:10.1016/S0040-4039(00)98891-9

Reference yield:

N-tert-butoxycarbonyl-L-leucine (13139-15-6,53296-34-7) → 2-[(R)-1-((2S,3S)-2-{(S)-2-[(2-{(R)-1-[(2S,3S)-2-((S)-2-Amino-3-methyl-pentanoylamino)-3-hydroxy-butyrylamino]-2-phenyl-ethyl}-thiazole-4-carbonyl)-amino]-4-methyl-pentanoylamino}-3-hydroxy-butyrylamino)-ethyl]-thiazole-4-carboxylic acid; hydrochloride (102409-01-8)

Guidance literature:

Multi-step reaction with 5 steps

1: 94 percent / DEPC, Et₃N

2: HCl / dioxane

3: 79 percent / DEPC, Et₃N

4: 1N NaOH / dimethylformamide / 2 h / 0 °C

5: 4N HCl / dioxane / 2 h / Ambient temperature

With hydrogenchloride; sodium hydroxide; triethylamine; diethyl dicarbonate; In 1,4-dioxane; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(00)98891-9

Reference yield:

N-tert-butyloxy-isoleucine (13139-16-7,35264-07-4,55721-65-8,55780-90-0,116194-21-9) → 2-[(R)-1-((2S,3S)-2-{(S)-2-[(2-{(R)-1-[(2S,3S)-2-((S)-2-Amino-3-methyl-pentanoylamino)-3-hydroxy-butyrylamino]-2-phenyl-ethyl}-thiazole-4-carbonyl)-amino]-4-methyl-pentanoylamino}-3-hydroxy-butyrylamino)-ethyl]-thiazole-4-carboxylic acid; hydrochloride (102409-01-8)

Guidance literature:

Multi-step reaction with 5 steps

1: 85 percent / DEPC, Et₃N

2: 99 percent / 1 N NaOH / dimethylformamide

3: 79 percent / DEPC, Et₃N

4: 1N NaOH / dimethylformamide / 2 h / 0 °C

5: 4N HCl / dioxane / 2 h / Ambient temperature

With hydrogenchloride; sodium hydroxide; triethylamine; diethyl dicarbonate; In 1,4-dioxane; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(00)98891-9

upstream raw materials:

N-tert-butoxycarbonyl-L-leucine

N-tert-butyloxy-isoleucine

2-((R)-1-Amino-ethyl)-thiazole-4-carboxylic acid methyl ester

2-((R)-1-Amino-2-phenyl-ethyl)-thiazole-4-carboxylic acid methyl ester

Downstream raw materials:

(4S,7S,10R,17S,20S,23R)-10-Benzyl-4-sec-butyl-7,20-bis-((S)-1-hydroxy-ethyl)-17-isobutyl-23-methyl-12,25-dithia-3,6,9,16,19,22,27,28-octaaza-tricyclo[22.2.1.1^11,14]octacosa-1⁽²⁶⁾,11⁽²⁸⁾,13,24⁽²⁷⁾-tetraene-2,5,8,15,18,21-hexaone

patellamide B

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