3-hydroxypropyl 4-acetamido-5-[N⁽²⁾,N⁽³⁾-bis(tert-butoxycarbonyl)guanidino]-3-(1-ethylpropoxy)-1-cyclohexene-1-carboxylate

Base Information

• Chemical Name: 3-hydroxypropyl 4-acetamido-5-[N⁽²⁾,N⁽³⁾-bis(tert-butoxycarbonyl)guanidino]-3-(1-ethylpropoxy)-1-cyclohexene-1-carboxylate
• CAS No.: 1333324-40-5
• Molecular Formula: C₂₈H₄₈N₄O₉
• Molecular Weight: 584.711

Synonyms:3-hydroxypropyl 4-acetamido-5-[N⁽²⁾,N⁽³⁾-bis(tert-butoxycarbonyl)guanidino]-3-(1-ethylpropoxy)-1-cyclohexene-1-carboxylate

Chemical Property of 3-hydroxypropyl 4-acetamido-5-[N⁽²⁾,N⁽³⁾-bis(tert-butoxycarbonyl)guanidino]-3-(1-ethylpropoxy)-1-cyclohexene-1-carboxylate

Chemical Property:

Purity/Quality:

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• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of 3-hydroxypropyl 4-acetamido-5-[N⁽²⁾,N⁽³⁾-bis(tert-butoxycarbonyl)guanidino]-3-(1-ethylpropoxy)-1-cyclohexene-1-carboxylate

There total 1 articles about 3-hydroxypropyl 4-acetamido-5-[N⁽²⁾,N⁽³⁾-bis(tert-butoxycarbonyl)guanidino]-3-(1-ethylpropoxy)-1-cyclohexene-1-carboxylate 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: 55.0%

ethyl (3R,4R,5S)-4-acetamido-5-[N2,N3-bis(tert-butoxycarbonyl)guanidino]-3-(1-ethylpropoxy)-1-cyclohexene-1-carboxylate + 1-iodopropan-3-ol (627-32-7) → 3-hydroxypropyl 4-acetamido-5-[N(2),N(3)-bis(tert-butoxycarbonyl)guanidino]-3-(1-ethylpropoxy)-1-cyclohexene-1-carboxylate (1333324-40-5)

Guidance literature:

ethyl (3R,4R,5S)-4-acetamido-5-[N²,N³-bis(tert-butoxycarbonyl)guanidino]-3-(1-ethylpropoxy)-1-cyclohexene-1-carboxylate; With potassium hydroxide; In methanol; at 20 ℃; for 0.5h; Inert atmosphere;

1-iodopropan-3-ol; In N,N-dimethyl-formamide; at 20 ℃; for 5h; Inert atmosphere;

DOI:10.1016/j.bmc.2011.06.080

Reference yield: 60.0%

1-(2-propenoxy)-2-naphthoic acid (1009813-71-1) + 3-hydroxypropyl 4-acetamido-5-[N(2),N(3)-bis(tert-butoxycarbonyl)guanidino]-3-(1-ethylpropoxy)-1-cyclohexene-1-carboxylate (1333324-40-5) → C42H58N4O11 (1333324-41-6)

Guidance literature:

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃; for 12h; Inert atmosphere;

DOI:10.1016/j.bmc.2011.06.080

Reference yield:

3-hydroxypropyl 4-acetamido-5-[N(2),N(3)-bis(tert-butoxycarbonyl)guanidino]-3-(1-ethylpropoxy)-1-cyclohexene-1-carboxylate (1333324-40-5) → C29H38N4O7 (1333324-35-8)

Guidance literature:

Multi-step reaction with 3 steps

1: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 12 h / 20 °C / Inert atmosphere

2: morpholine; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran / 12 h / 20 °C / Inert atmosphere

3: trifluoroacetic acid / dichloromethane / 4 h / 20 °C / Inert atmosphere

With morpholine; dmap; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; In tetrahydrofuran; dichloromethane;

DOI:10.1016/j.bmc.2011.06.080

upstream raw materials:

1-iodopropan-3-ol

Downstream raw materials:

C₄₂H₅₈N₄O₁₁

C₂₉H₃₈N₄O₇

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