6-[(R)-2-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-4-methylsulfanyl-butyrylamino]-hexanoic acid

Base Information

• Chemical Name: 6-[(R)-2-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-4-methylsulfanyl-butyrylamino]-hexanoic acid
• CAS No.: 84969-37-9
• Molecular Formula: C₂₅H₃₉N₃O₆S
• Molecular Weight: 509.667

Synonyms:6-[(R)-2-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-4-methylsulfanyl-butyrylamino]-hexanoic acid

Chemical Property of 6-[(R)-2-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-4-methylsulfanyl-butyrylamino]-hexanoic acid

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

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Technology Process of 6-[(R)-2-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-4-methylsulfanyl-butyrylamino]-hexanoic acid

There total 4 articles about 6-[(R)-2-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-4-methylsulfanyl-butyrylamino]-hexanoic acid 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: 90.0%

6-[(R)-2-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-4-methylsulfanyl-butyrylamino]-hexanoic acid methyl ester (84969-36-8) → 6-[(R)-2-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-4-methylsulfanyl-butyrylamino]-hexanoic acid (84969-37-9)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane;

DOI:10.1002/recl.19821011206

Reference yield:

D-methionine (348-67-4,26062-47-5,58576-49-1) → 6-[(R)-2-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-4-methylsulfanyl-butyrylamino]-hexanoic acid (84969-37-9)

Guidance literature:

Multi-step reaction with 3 steps

2: 60 percent / DCC, HOBt

3: 90 percent / aq. NaOH / dioxane

With sodium hydroxide; benzotriazol-1-ol; dicyclohexyl-carbodiimide; In 1,4-dioxane;

DOI:10.1002/recl.19821011206

Reference yield:

N-t-butoxycarbonyl-L-phenylalanine 4-nitrophenyl ester (7535-56-0) → 6-[(R)-2-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-4-methylsulfanyl-butyrylamino]-hexanoic acid (84969-37-9)

Guidance literature:

Multi-step reaction with 3 steps

2: 60 percent / DCC, HOBt

3: 90 percent / aq. NaOH / dioxane

With sodium hydroxide; benzotriazol-1-ol; dicyclohexyl-carbodiimide; In 1,4-dioxane;

DOI:10.1002/recl.19821011206

upstream raw materials:

6-[(R)-2-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-4-methylsulfanyl-butyrylamino]-hexanoic acid methyl ester

D-methionine

N-t-butoxycarbonyl-L-phenylalanine 4-nitrophenyl ester

Boc-Phe-D-Met-OH

Downstream raw materials:

6-[(R)-2-((S)-2-Amino-3-phenyl-propionylamino)-4-methylsulfanyl-butyrylamino]-hexanoic acid

(3R,6S)-6-Benzyl-3-(2-methylsulfanyl-ethyl)-1,4,7-triaza-cyclotridecane-2,5,8-trione

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