{3-[Benzyloxycarbonyl-(3-hydroxy-propyl)-amino]-propyl}-carbamic acid benzyl ester

Base Information

• Chemical Name: {3-[Benzyloxycarbonyl-(3-hydroxy-propyl)-amino]-propyl}-carbamic acid benzyl ester
• CAS No.: 204061-17-6
• Molecular Formula: C₂₂H₂₈N₂O₅
• Molecular Weight: 400.475

Synonyms:{3-[Benzyloxycarbonyl-(3-hydroxy-propyl)-amino]-propyl}-carbamic acid benzyl ester

Chemical Property of {3-[Benzyloxycarbonyl-(3-hydroxy-propyl)-amino]-propyl}-carbamic acid benzyl ester

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Technology Process of {3-[Benzyloxycarbonyl-(3-hydroxy-propyl)-amino]-propyl}-carbamic acid benzyl ester

There total 10 articles about {3-[Benzyloxycarbonyl-(3-hydroxy-propyl)-amino]-propyl}-carbamic acid benzyl 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: 97.0%

benzyl chloroformate (501-53-1,94274-21-2) + 7-(N-phenylmethoxycarbonyl)amino-4-azaheptanol (204061-09-6) → {3-[Benzyloxycarbonyl-(3-hydroxy-propyl)-amino]-propyl}-carbamic acid benzyl ester (204061-17-6)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran;

DOI:10.1016/S0040-4039(99)01016-3

Reference yield: 90.0%

(3-Benzyloxycarbonylamino-propyl)-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-carbamic acid benzyl ester (204061-14-3) → {3-[Benzyloxycarbonyl-(3-hydroxy-propyl)-amino]-propyl}-carbamic acid benzyl ester (204061-17-6)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran;

DOI:10.1002/(SICI)1521-3765(199801)4:1<137::AID-CHEM137>3.0.CO;2-2

Reference yield:

benzyl N-(3-bromopropyl)carbamate (39945-54-5) → {3-[Benzyloxycarbonyl-(3-hydroxy-propyl)-amino]-propyl}-carbamic acid benzyl ester (204061-17-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 81 percent / NaI, K₂CO₃ / dimethylformamide / 48 h / Ambient temperature

2: 93 percent / Et₃N, DMAP / CH₂Cl₂ / 5 h / Ambient temperature

3: 88 percent / Et₃N / CH₂Cl₂ / 4 h / Ambient temperature

4: 90 percent / TBAF / tetrahydrofuran

With dmap; tetrabutyl ammonium fluoride; potassium carbonate; triethylamine; sodium iodide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1002/(SICI)1521-3765(199801)4:1<137::AID-CHEM137>3.0.CO;2-2

upstream raw materials:

(3-Benzyloxycarbonylamino-propyl)-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-carbamic acid benzyl ester

benzyl chloroformate

7-(N-phenylmethoxycarbonyl)amino-4-azaheptanol

p-Toluolsulfonsaeure-(3--propyl)ester

Downstream raw materials:

N¹⁶-cholesteryloxycarbonyl-4,8,13-triaza-N^1,4,13-tri(phenylmethoxycarbonyl)hexadecane-1,16-diamine

C₅₃H₈₀N₄O₆

{3-[(3-Azido-propyl)-benzyloxycarbonyl-amino]-propyl}-carbamic acid benzyl ester

[3-(azacyclotetradec-1-yl)-propyl]-(3-benzyloxycarbonylamino-propyl)-carbamic acid benzyl ester

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