5-{(2R,3S)-3-[(S)-2-((S)-2-tert-Butoxycarbonylamino-3-methyl-butyrylamino)-4-methyl-pentanoylamino]-2-hydroxy-4-phenyl-butyrylamino}-isophthalic acid dimethyl ester

Base Information

• Chemical Name: 5-{(2R,3S)-3-[(S)-2-((S)-2-tert-Butoxycarbonylamino-3-methyl-butyrylamino)-4-methyl-pentanoylamino]-2-hydroxy-4-phenyl-butyrylamino}-isophthalic acid dimethyl ester
• CAS No.: 753029-49-1
• Molecular Formula: C₃₆H₅₀N₄O₁₀
• Molecular Weight: 698.814

Synonyms:

Chemical Property of 5-{(2R,3S)-3-[(S)-2-((S)-2-tert-Butoxycarbonylamino-3-methyl-butyrylamino)-4-methyl-pentanoylamino]-2-hydroxy-4-phenyl-butyrylamino}-isophthalic acid dimethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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Technology Process of 5-{(2R,3S)-3-[(S)-2-((S)-2-tert-Butoxycarbonylamino-3-methyl-butyrylamino)-4-methyl-pentanoylamino]-2-hydroxy-4-phenyl-butyrylamino}-isophthalic acid dimethyl ester

There total 6 articles about 5-{(2R,3S)-3-[(S)-2-((S)-2-tert-Butoxycarbonylamino-3-methyl-butyrylamino)-4-methyl-pentanoylamino]-2-hydroxy-4-phenyl-butyrylamino}-isophthalic acid dimethyl 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:

N-tert-butoxycarbonyl-L-leucine (13139-15-6,53296-34-7) → 5-{(2R,3S)-3-[(S)-2-((S)-2-tert-Butoxycarbonylamino-3-methyl-butyrylamino)-4-methyl-pentanoylamino]-2-hydroxy-4-phenyl-butyrylamino}-isophthalic acid dimethyl ester (753029-49-1)

Guidance literature:

Multi-step reaction with 3 steps

1: EDC*HCl; HOBt*H₂O / dimethylformamide

2: aq. HCl / dioxane

3: EDC*HCl; HOBt*H₂O / dimethylformamide

With hydrogenchloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In 1,4-dioxane; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2003.12.088

Reference yield:

dimethyl 5-aminoisophthalate (99-27-4) → 5-{(2R,3S)-3-[(S)-2-((S)-2-tert-Butoxycarbonylamino-3-methyl-butyrylamino)-4-methyl-pentanoylamino]-2-hydroxy-4-phenyl-butyrylamino}-isophthalic acid dimethyl ester (753029-49-1)

Guidance literature:

Multi-step reaction with 5 steps

1: EDC*HCl; HOBt*H₂O / dimethylformamide

2: aq. HCl / dioxane

3: EDC*HCl; HOBt*H₂O / dimethylformamide

4: aq. HCl / dioxane

5: EDC*HCl; HOBt*H₂O / dimethylformamide

With hydrogenchloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In 1,4-dioxane; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2003.12.088

Reference yield:

(2R,3S)-3-tert-butoxycarbonylamino-2-hydroxy-4-phenylbutyric acid (105181-72-4) → 5-{(2R,3S)-3-[(S)-2-((S)-2-tert-Butoxycarbonylamino-3-methyl-butyrylamino)-4-methyl-pentanoylamino]-2-hydroxy-4-phenyl-butyrylamino}-isophthalic acid dimethyl ester (753029-49-1)

Guidance literature:

Multi-step reaction with 5 steps

1: EDC*HCl; HOBt*H₂O / dimethylformamide

2: aq. HCl / dioxane

3: EDC*HCl; HOBt*H₂O / dimethylformamide

4: aq. HCl / dioxane

5: EDC*HCl; HOBt*H₂O / dimethylformamide

With hydrogenchloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In 1,4-dioxane; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2003.12.088

upstream raw materials:

t-Boc-L-valine

N-tert-butoxycarbonyl-L-leucine

dimethyl 5-aminoisophthalate

(2R,3S)-3-tert-butoxycarbonylamino-2-hydroxy-4-phenylbutyric acid

Downstream raw materials:

5-[(2R,3S)-3-((S)-2-{(S)-2-[(S)-2-tert-Butoxycarbonylamino-3-(9H-fluoren-9-ylmethoxycarbonylamino)-propionylamino]-3-methyl-butyrylamino}-4-methyl-pentanoylamino)-2-hydroxy-4-phenyl-butyrylamino]-isophthalic acid dimethyl ester

5-[(2R,3S)-3-((S)-2-{(S)-2-[(S)-2-tert-Butoxycarbonylamino-3-(ethoxyoxalyl-amino)-propionylamino]-3-methyl-butyrylamino}-4-methyl-pentanoylamino)-2-hydroxy-4-phenyl-butyrylamino]-isophthalic acid dimethyl ester

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