(4-{benzyl-[3-(2,3-bis-benzyloxy-benzoylamino)-propyl]-amino}-butyl)-carbamic acid tert-butyl ester

Base Information

• Chemical Name: (4-{benzyl-[3-(2,3-bis-benzyloxy-benzoylamino)-propyl]-amino}-butyl)-carbamic acid tert-butyl ester
• CAS No.: 545434-82-0
• Molecular Formula: C₄₀H₄₉N₃O₅
• Molecular Weight: 651.846

Synonyms:(4-{benzyl-[3-(2,3-bis-benzyloxy-benzoylamino)-propyl]-amino}-butyl)-carbamic acid tert-butyl ester

Chemical Property of (4-{benzyl-[3-(2,3-bis-benzyloxy-benzoylamino)-propyl]-amino}-butyl)-carbamic acid tert-butyl ester

Chemical Property:

Purity/Quality:

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Technology Process of (4-{benzyl-[3-(2,3-bis-benzyloxy-benzoylamino)-propyl]-amino}-butyl)-carbamic acid tert-butyl ester

There total 4 articles about (4-{benzyl-[3-(2,3-bis-benzyloxy-benzoylamino)-propyl]-amino}-butyl)-carbamic acid tert-butyl 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: 74.0%

2,3-bis(benzyloxy)benzoyl chloride (69146-58-3) + {4-[(3-amino-propyl)-benzyl-amino]-butyl}-carbamic acid tert-butyl ester (545434-81-9) → (4-{benzyl-[3-(2,3-bis-benzyloxy-benzoylamino)-propyl]-amino}-butyl)-carbamic acid tert-butyl ester (545434-82-0)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃;

DOI:10.1016/S0040-4020(03)00103-0

Reference yield:

N(1)-benzyl-N(4)-(tert-butyloxycarbonyl)-1,4-diaminobutane (90914-09-3) → (4-{benzyl-[3-(2,3-bis-benzyloxy-benzoylamino)-propyl]-amino}-butyl)-carbamic acid tert-butyl ester (545434-82-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 100 percent / methanol / 50 - 53 °C

2: 96 percent / H₂; NaOH / Raney Ni / ethanol; H₂O / 1520 - 2280 Torr

3: 74 percent / DIEA / CH₂Cl₂ / 20 °C

With sodium hydroxide; hydrogen; N-ethyl-N,N-diisopropylamine; nickel; In methanol; ethanol; dichloromethane; water;

DOI:10.1016/S0040-4020(03)00103-0

Reference yield:

{4-[benzyl-(2-cyano-ethyl)-amino]-butyl}-carbamic acid tert-butyl ester (545434-80-8) → (4-{benzyl-[3-(2,3-bis-benzyloxy-benzoylamino)-propyl]-amino}-butyl)-carbamic acid tert-butyl ester (545434-82-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 96 percent / H₂; NaOH / Raney Ni / ethanol; H₂O / 1520 - 2280 Torr

2: 74 percent / DIEA / CH₂Cl₂ / 20 °C

With sodium hydroxide; hydrogen; N-ethyl-N,N-diisopropylamine; nickel; In ethanol; dichloromethane; water;

DOI:10.1016/S0040-4020(03)00103-0

upstream raw materials:

2,3-bis(benzyloxy)benzoyl chloride

{4-[(3-amino-propyl)-benzyl-amino]-butyl}-carbamic acid tert-butyl ester

2,3-dibenzyloxybenzoic acid

N⁽¹⁾-benzyl-N⁽⁴⁾-(tert-butyloxycarbonyl)-1,4-diaminobutane

Downstream raw materials:

tert-butyl 4-({4-[(3-{[2,3-bis(benzyloxy)benzoyl]amino}propyl)(phenylmethyl)amino]butyl}amino)-2-[2-({4-[(3-{[2,3-bis(benzyloxy)benzoyl]amino}propyl)(phenylmethyl)amino]butyl}amino)-2-oxoethyl]-2-hydroxy-4-oxobutanoate

N-{3-[(4-amino-butyl)-benzyl-amino]-propyl}-2,3-bis-benzyloxy-benzamide

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