3-[(adamantan-1-yloxy)-(1-tert-butyloxycarbonylamino-3-phenylpropyl)phosphinoyl]-2-[4-(tert-butyloxycarbonylaminomethyl)benzylamino]propionic acid methyl ester

Base Information

• Chemical Name: 3-[(adamantan-1-yloxy)-(1-tert-butyloxycarbonylamino-3-phenylpropyl)phosphinoyl]-2-[4-(tert-butyloxycarbonylaminomethyl)benzylamino]propionic acid methyl ester
• CAS No.: 939378-22-0
• Molecular Formula: C₄₁H₆₀N₃O₈P
• Molecular Weight: 753.916
• Mol file: 939378-22-0.mol

Synonyms:3-[(adamantan-1-yloxy)-(1-tert-butyloxycarbonylamino-3-phenylpropyl)phosphinoyl]-2-[4-(tert-butyloxycarbonylaminomethyl)benzylamino]propionic acid methyl ester

Chemical Property of 3-[(adamantan-1-yloxy)-(1-tert-butyloxycarbonylamino-3-phenylpropyl)phosphinoyl]-2-[4-(tert-butyloxycarbonylaminomethyl)benzylamino]propionic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-[(adamantan-1-yloxy)-(1-tert-butyloxycarbonylamino-3-phenylpropyl)phosphinoyl]-2-[4-(tert-butyloxycarbonylaminomethyl)benzylamino]propionic acid methyl ester

There total 8 articles about 3-[(adamantan-1-yloxy)-(1-tert-butyloxycarbonylamino-3-phenylpropyl)phosphinoyl]-2-[4-(tert-butyloxycarbonylaminomethyl)benzylamino]propionic acid methyl 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: 69.0%

3-[(adamantan-1-yloxy)-(1-tert-butyloxycarbonylamino-3-phenylpropyl)phosphinoyl]-2-aminopropionic acid methyl ester (939377-99-8) + (4-bromomethylbenzyl)carbamic acid tert-butyl ester (187283-17-6) → 3-[(adamantan-1-yloxy)-(1-tert-butyloxycarbonylamino-3-phenylpropyl)phosphinoyl]-2-[4-(tert-butyloxycarbonylaminomethyl)benzylamino]propionic acid methyl ester (939378-22-0)

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; at 45 ℃; for 6h;

DOI:10.1016/j.bmc.2007.02.042

Reference yield:

4-Cyanobenzyl alcohol (874-89-5) → 3-[(adamantan-1-yloxy)-(1-tert-butyloxycarbonylamino-3-phenylpropyl)phosphinoyl]-2-[4-(tert-butyloxycarbonylaminomethyl)benzylamino]propionic acid methyl ester (939378-22-0)

Guidance literature:

Multi-step reaction with 4 steps

1: LiAlH₄ / tetrahydrofuran

2: 0.15 g / aq. HBr / H₂O / 3.5 h / Heating

3: 99 percent / NaHCO₃ / dioxane; H₂O / 0 - 20 °C

4: 69 percent / cesium carbonate / dimethylformamide / 6 h / 45 °C

With lithium aluminium tetrahydride; hydrogen bromide; sodium hydrogencarbonate; caesium carbonate; In tetrahydrofuran; 1,4-dioxane; water; N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2007.02.042

Reference yield:

4-hydroxymethyl-benzylamine (39895-56-2) → 3-[(adamantan-1-yloxy)-(1-tert-butyloxycarbonylamino-3-phenylpropyl)phosphinoyl]-2-[4-(tert-butyloxycarbonylaminomethyl)benzylamino]propionic acid methyl ester (939378-22-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 0.15 g / aq. HBr / H₂O / 3.5 h / Heating

2: 99 percent / NaHCO₃ / dioxane; H₂O / 0 - 20 °C

3: 69 percent / cesium carbonate / dimethylformamide / 6 h / 45 °C

With hydrogen bromide; sodium hydrogencarbonate; caesium carbonate; In 1,4-dioxane; water; N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2007.02.042

upstream raw materials:

3-[(adamantan-1-yloxy)-(1-tert-butyloxycarbonylamino-3-phenylpropyl)phosphinoyl]-2-aminopropionic acid methyl ester

(4-bromomethylbenzyl)carbamic acid tert-butyl ester

2-benzyloxycarbonylamino-3-[(1-tert-butyloxycarbonylamino-3-phenylpropyl)hydroxyphosphinoyl]propionic acid methyl ester

3-[(adamantan-1-yloxy)-(1-tert-butyloxycarbonylamino-3-phenylpropyl)phosphinoyl]-2-benzyloxycarbonylaminopropionic acid methyl ester