3-{4-[bis-(diethoxy-phosphoryl)-methyl]-phenyl}-2-tert-butoxycarbonylamino-propionic acid

Base Information

• Chemical Name: 3-{4-[bis-(diethoxy-phosphoryl)-methyl]-phenyl}-2-tert-butoxycarbonylamino-propionic acid
• CAS No.: 224445-38-9
• Molecular Formula: C₂₃H₃₉NO₁₀P₂
• Molecular Weight: 551.511

Synonyms:3-{4-[bis-(diethoxy-phosphoryl)-methyl]-phenyl}-2-tert-butoxycarbonylamino-propionic acid

Chemical Property of 3-{4-[bis-(diethoxy-phosphoryl)-methyl]-phenyl}-2-tert-butoxycarbonylamino-propionic acid

Chemical Property:

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Technology Process of 3-{4-[bis-(diethoxy-phosphoryl)-methyl]-phenyl}-2-tert-butoxycarbonylamino-propionic acid

There total 2 articles about 3-{4-[bis-(diethoxy-phosphoryl)-methyl]-phenyl}-2-tert-butoxycarbonylamino-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: 79.0%

3-{4-[bis-(diethoxy-phosphoryl)-methyl]-phenyl}-2-tert-butoxycarbonylamino-propionic acid methyl ester (224445-37-8) → 3-{4-[bis-(diethoxy-phosphoryl)-methyl]-phenyl}-2-tert-butoxycarbonylamino-propionic acid (224445-38-9)

Guidance literature:

With lithium hydroxide;

DOI:10.1021/jm0002681

Reference yield:

2-tert-butoxycarbonylamino-3-[4-(diethoxy-phosphorylmethyl)-phenyl]-propionic acid methyl ester → 3-{4-[bis-(diethoxy-phosphoryl)-methyl]-phenyl}-2-tert-butoxycarbonylamino-propionic acid (224445-38-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 44 percent / (Me₃Si)2NLi / -40 °C

2: 79 percent / LiOH

With lithium hydroxide; lithium hexamethyldisilazane;

DOI:10.1021/jm0002681

Reference yield: 59.0%

(S)-5-(1-aminoethyl)-2-(cyclohexylmethoxy)benzamide (224445-43-6) + 3-{4-[bis-(diethoxy-phosphoryl)-methyl]-phenyl}-2-tert-butoxycarbonylamino-propionic acid (224445-38-9) → [(4-{(S)-2-tert-Butoxycarbonylamino-2-[(S)-1-(3-carbamoyl-4-cyclohexylmethoxy-phenyl)-ethylcarbamoyl]-ethyl}-phenyl)-(diethoxy-phosphoryl)-methyl]-phosphonic acid diethyl ester (224445-39-0)

Guidance literature:

With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide;

DOI:10.1021/jm0002681

upstream raw materials:

3-{4-[bis-(diethoxy-phosphoryl)-methyl]-phenyl}-2-tert-butoxycarbonylamino-propionic acid methyl ester

Downstream raw materials:

[(4-{(S)-2-tert-Butoxycarbonylamino-2-[(S)-1-(3-carbamoyl-4-cyclohexylmethoxy-phenyl)-ethylcarbamoyl]-ethyl}-phenyl)-(diethoxy-phosphoryl)-methyl]-phosphonic acid diethyl ester

[(4-{(S)-2-amino-2-[(S)-1-(3-carbamoyl-4-cyclohexylmethoxy-phenyl)-ethylcarbamoyl]-ethyl}-phenyl)-(diethoxy-phosphoryl)-methyl]-phosphonic acid diethyl ester

[(4-{(S)-2-Acetylamino-2-[(S)-1-(3-carbamoyl-4-cyclohexylmethoxy-phenyl)-ethylcarbamoyl]-ethyl}-phenyl)-(diethoxy-phosphoryl)-methyl]-phosphonic Acid Diethyl Ester

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