5-((S)-2-((S)-2-(tert-butoxycarbonylamino)-3-(4-hydroxyphenyl)propanamido)-3-methoxy-3-oxopropyl)-2-methoxyphenylboronic acid

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Chemical Name:5-((S)-2-((S)-2-(tert-butoxycarbonylamino)-3-(4-hydroxyphenyl)propanamido)-3-methoxy-3-oxopropyl)-2-methoxyphenylboronic acid
CAS No.:606139-98-4
Molecular Formula:C₂₅H₃₃BN₂O₉
Molecular Weight:516.356
Hs Code.:

Synonyms:5-((S)-2-((S)-2-(tert-butoxycarbonylamino)-3-(4-hydroxyphenyl)propanamido)-3-methoxy-3-oxopropyl)-2-methoxyphenylboronic acid

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Chemical Property of 5-((S)-2-((S)-2-(tert-butoxycarbonylamino)-3-(4-hydroxyphenyl)propanamido)-3-methoxy-3-oxopropyl)-2-methoxyphenylboronic acid

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Technology Process of 5-((S)-2-((S)-2-(tert-butoxycarbonylamino)-3-(4-hydroxyphenyl)propanamido)-3-methoxy-3-oxopropyl)-2-methoxyphenylboronic acid

There total 5 articles about 5-((S)-2-((S)-2-(tert-butoxycarbonylamino)-3-(4-hydroxyphenyl)propanamido)-3-methoxy-3-oxopropyl)-2-methoxyphenylboronic 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%

: 1245727-08-5
(S)-methyl 2-((S)-2-(tert-butoxycarbonylamino)-3-(4-hydroxyphenyl)propanamido)-3-(4-methoxy-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)propanoate

: 606139-98-4
5-((S)-2-((S)-2-(tert-butoxycarbonylamino)-3-(4-hydroxyphenyl)propanamido)-3-methoxy-3-oxopropyl)-2-methoxyphenylboronic acid

Guidance literature:: With sodium periodate; ammonium acetate; In water; acetone; at 25 ℃; for 24h;
DOI:10.1080/00397910903245166

Reference yield: 83.0%

: 3978-80-1
Boc-Tyr-OH

: 606139-97-3
3-borono-N(α)-tert-butoxycarbonyl-4-methoxy-L-tyrosinate

: 606139-98-4
5-((S)-2-((S)-2-(tert-butoxycarbonylamino)-3-(4-hydroxyphenyl)propanamido)-3-methoxy-3-oxopropyl)-2-methoxyphenylboronic acid

Guidance literature:: 3-borono-N(α)-tert-butoxycarbonyl-4-methoxy-L-tyrosinate; With hydrogenchloride; water; In 1,4-dioxane; at 20 ℃;

Boc-Tyr-OH; With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In chloroform; at 20 ℃;
DOI:10.1016/S0040-4039(03)01390-X

Reference yield:

: 70-78-0
3-Iodo-L-tyrosine

: 606139-98-4
5-((S)-2-((S)-2-(tert-butoxycarbonylamino)-3-(4-hydroxyphenyl)propanamido)-3-methoxy-3-oxopropyl)-2-methoxyphenylboronic acid

Guidance literature:: Multi-step reaction with 4 steps

1.1: Et₃N / H₂O / 20 °C

1.2: 96 percent / acetonitrile; methanol / 20 °C

2.1: KOAc; PdCl₂ / dimethylsulfoxide / 80 °C

3.1: NaIO₄; NH₄OAc / acetone; H₂O

4.1: HCl; water / dioxane / 20 °C

4.2: 83 percent / EDC; HOBt; Et₃N / CHCl₃ / 20 °C

With hydrogenchloride; sodium periodate; ammonium acetate; water; potassium acetate; triethylamine; palladium dichloride; In 1,4-dioxane; water; dimethyl sulfoxide; acetone;
DOI:10.1016/S0040-4039(03)01390-X