2-tert-butoxycarbonylamino-3-(5-iodo-2-isopropoxy-phenyl)-propionic acid

Base Information

• Chemical Name: 2-tert-butoxycarbonylamino-3-(5-iodo-2-isopropoxy-phenyl)-propionic acid
• CAS No.: 861099-81-2
• Molecular Formula: C₁₇H₂₄INO₅
• Molecular Weight: 449.286

Synonyms:2-tert-butoxycarbonylamino-3-(5-iodo-2-isopropoxy-phenyl)-propionic acid

Chemical Property of 2-tert-butoxycarbonylamino-3-(5-iodo-2-isopropoxy-phenyl)-propionic acid

Chemical Property:

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Technology Process of 2-tert-butoxycarbonylamino-3-(5-iodo-2-isopropoxy-phenyl)-propionic acid

There total 6 articles about 2-tert-butoxycarbonylamino-3-(5-iodo-2-isopropoxy-phenyl)-propionic 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: 99.0%

2-tert-butoxycarbonylamino-3-(5-iodo-2-isopropoxy-phenyl)-propionic acid methyl ester (861099-86-7) → 2-tert-butoxycarbonylamino-3-(5-iodo-2-isopropoxy-phenyl)-propionic acid (861099-81-2)

Guidance literature:

With lithium hydroxide; In 1,4-dioxane;

DOI:10.1021/ol050949w

Reference yield:

2-isopropyloxy-5-iodo-benzyl bromide → 2-tert-butoxycarbonylamino-3-(5-iodo-2-isopropoxy-phenyl)-propionic acid (861099-81-2)

Guidance literature:

Multi-step reaction with 6 steps

1: 87 percent / CsOH; O-⁽⁹⁾-allyl-N-(9'-anthracenylmethyl)cinchonidinium bromide / CH₂Cl₂; H₂O / -50 °C

2: 61 percent / aq. citric acid / tetrahydrofuran / 20 °C

3: 100 percent / aq. HCl / CHCl₃ / 20 °C

4: 77 percent / AcBr / 0 °C

5: 95 percent / K₂CO₃ / dioxane; H₂O

6: 99 percent / aq. LiOH / dioxane

With hydrogenchloride; cesium hydroxide; lithium hydroxide; Acetyl bromide; potassium carbonate; citric acid; (2S,4S,5R)-1-(anthracen-9-ylmethyl)-5-ethenyl-2-[(R)-(prop-2-en-1-yloxy)(quinolin-4-yl)methyl]-1-azabicyclo[2.2.2]octan-1-ium bromide; In tetrahydrofuran; 1,4-dioxane; dichloromethane; chloroform; water;

DOI:10.1021/ol050949w

Reference yield:

(S)-2-Amino-3-(5-iodo-2-isopropoxy-phenyl)-propionic acid methyl ester → 2-tert-butoxycarbonylamino-3-(5-iodo-2-isopropoxy-phenyl)-propionic acid (861099-81-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / K₂CO₃ / dioxane; H₂O

2: 99 percent / aq. LiOH / dioxane

With lithium hydroxide; potassium carbonate; In 1,4-dioxane; water;

DOI:10.1021/ol050949w

upstream raw materials:

2-tert-butoxycarbonylamino-3-(5-iodo-2-isopropoxy-phenyl)-propionic acid methyl ester

2-(benzhydrylidene-amino)-3-(5-iodo-2-isopropoxy-phenyl)-propionic acid tert-butyl ester

Downstream raw materials:

C₅₂H₇₂BIN₄O₁₃

(8S,11S,14S)-11-((R)-3-Benzyloxycarbonyl-2,2-dimethyl-oxazolidin-5-ylmethyl)-14-tert-butoxycarbonylamino-5,17-diisopropoxy-10,13-dioxo-9,12-diaza-tricyclo[14.3.1.1^2,6]henicosa-1⁽¹⁹⁾,2,4,6⁽²¹⁾,16⁽²⁰⁾,17-hexaene-8-carboxylic acid methyl ester

(R)-5-{(S)-2-[(S)-2-tert-Butoxycarbonylamino-3-(5-iodo-2-isopropoxy-phenyl)-propionylamino]-2-methoxycarbonyl-ethyl}-2,2-dimethyl-oxazolidine-3-carboxylic acid benzyl ester

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