(2S,3R)-3-Hydroxy-2-((R)-3-mercapto-2-{(R)-3-mercapto-2-[(R)-3-mercapto-2-methyl-2-(3-phenyl-propionylamino)-propionylamino]-2-methyl-propionylamino}-2-methyl-propionylamino)-N-methyl-butyramide

Base Information

Chemical Name:(2S,3R)-3-Hydroxy-2-((R)-3-mercapto-2-{(R)-3-mercapto-2-[(R)-3-mercapto-2-methyl-2-(3-phenyl-propionylamino)-propionylamino]-2-methyl-propionylamino}-2-methyl-propionylamino)-N-methyl-butyramide
CAS No.:249749-40-4
Molecular Formula:C₂₆H₄₁N₅O₆S₃
Molecular Weight:615.839
Hs Code.:

(2S,3R)-3-Hydroxy-2-((R)-3-mercapto-2-{(R)-3-mercapto-2-[(R)-3-mercapto-2-methyl-2-(3-phenyl-propionylamino)-propionylamino]-2-methyl-propionylamino}-2-methyl-propionylamino)-N-methyl-butyramide

Synonyms:(2S,3R)-3-Hydroxy-2-((R)-3-mercapto-2-{(R)-3-mercapto-2-[(R)-3-mercapto-2-methyl-2-(3-phenyl-propionylamino)-propionylamino]-2-methyl-propionylamino}-2-methyl-propionylamino)-N-methyl-butyramide

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Chemical Property of (2S,3R)-3-Hydroxy-2-((R)-3-mercapto-2-{(R)-3-mercapto-2-[(R)-3-mercapto-2-methyl-2-(3-phenyl-propionylamino)-propionylamino]-2-methyl-propionylamino}-2-methyl-propionylamino)-N-methyl-butyramide

Chemical Property:

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Technology Process of (2S,3R)-3-Hydroxy-2-((R)-3-mercapto-2-{(R)-3-mercapto-2-[(R)-3-mercapto-2-methyl-2-(3-phenyl-propionylamino)-propionylamino]-2-methyl-propionylamino}-2-methyl-propionylamino)-N-methyl-butyramide

There total 14 articles about (2S,3R)-3-Hydroxy-2-((R)-3-mercapto-2-{(R)-3-mercapto-2-[(R)-3-mercapto-2-methyl-2-(3-phenyl-propionylamino)-propionylamino]-2-methyl-propionylamino}-2-methyl-propionylamino)-N-methyl-butyramide 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:

: 149639-95-2
Boc-L-Thr(Bn)-NHCH₃

: 249749-40-4
(2S,3R)-3-Hydroxy-2-((R)-3-mercapto-2-{(R)-3-mercapto-2-[(R)-3-mercapto-2-methyl-2-(3-phenyl-propionylamino)-propionylamino]-2-methyl-propionylamino}-2-methyl-propionylamino)-N-methyl-butyramide

Guidance literature:: Multi-step reaction with 9 steps

1: TFA; anisole

2: 77 percent / CIP; DIEA; HOAt / tetrahydrofuran / 12 h / 25 °C

3: TFA; anisole

4: 72 percent / CIP; DIEA; HOAt / tetrahydrofuran / 72 h / 25 °C

5: TFA; anisole

6: 42 percent / CIP; DIEA; HOAt / tetrahydrofuran / 48 h / 25 °C

7: TFA; anisole

8: 88 percent / Et₃N / CHCl₃ / 25 °C

9: Na; NH₃ / 0 h / -78 °C

With 1-hydroxy-7-aza-benzotriazole; ammonia; sodium; methoxybenzene; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; chloroform; 1: Hydrolysis / 2: Condensation / 3: Hydrolysis / 4: Condensation / 5: Hydrolysis / 6: Condensation / 7: Hydrolysis / 8: Acylation / 9: Reduction;
DOI:10.1016/S0040-4020(99)00604-3

Reference yield:

: 158395-16-5
C₆H₅CH₂CH₂CO-(R)-MeCys(Bn)-(R)-MeCys(Bn)-(R)-MeCys(Bn)-Thr(Bn)-NHCH₃

: 249749-40-4
(2S,3R)-3-Hydroxy-2-((R)-3-mercapto-2-{(R)-3-mercapto-2-[(R)-3-mercapto-2-methyl-2-(3-phenyl-propionylamino)-propionylamino]-2-methyl-propionylamino}-2-methyl-propionylamino)-N-methyl-butyramide

Guidance literature:: With ammonia; sodium; ammonium chloride; Multistep reaction; 1.) THF, -78 deg C;
DOI:10.1021/jo00096a012

Reference yield:

: 158395-12-1
(R)-2-[(R)-2-((R)-2-Amino-3-benzylsulfanyl-2-methyl-propionylamino)-3-benzylsulfanyl-2-methyl-propionylamino]-3-benzylsulfanyl-2-methyl-propionic acid methyl ester

: 249749-40-4
(2S,3R)-3-Hydroxy-2-((R)-3-mercapto-2-{(R)-3-mercapto-2-[(R)-3-mercapto-2-methyl-2-(3-phenyl-propionylamino)-propionylamino]-2-methyl-propionylamino}-2-methyl-propionylamino)-N-methyl-butyramide

Guidance literature:: Multi-step reaction with 4 steps

1: 93 percent / DMAP, i-Pr₂NEt / CH₂Cl₂ / -78 °C

2: 97 percent / NaOH / dimethylformamide / Ambient temperature

3: 85 percent / PyBROP, DMAP, Huenig's base / CH₂Cl₂ / Ambient temperature

4: 1.) Na, NH₃, 2.) NH₄Cl / 1.) THF, -78 deg C

With dmap; sodium hydroxide; ammonia; sodium; ammonium chloride; N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo00096a012