N¹,N²-bis(tert-butoxycarbonyl)-N³-[(1S,2R)-2-hydroxy-1-methyl-2-phenylethyl]-N³-methylguanidine

Base Information

• Chemical Name: N¹,N²-bis(tert-butoxycarbonyl)-N³-[(1S,2R)-2-hydroxy-1-methyl-2-phenylethyl]-N³-methylguanidine
• CAS No.: 507228-49-1
• Molecular Formula: C₂₁H₃₃N₃O₅
• Molecular Weight: 407.51

Synonyms:N¹,N²-bis(tert-butoxycarbonyl)-N³-[(1S,2R)-2-hydroxy-1-methyl-2-phenylethyl]-N³-methylguanidine

Chemical Property of N¹,N²-bis(tert-butoxycarbonyl)-N³-[(1S,2R)-2-hydroxy-1-methyl-2-phenylethyl]-N³-methylguanidine

Chemical Property:

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Technology Process of N¹,N²-bis(tert-butoxycarbonyl)-N³-[(1S,2R)-2-hydroxy-1-methyl-2-phenylethyl]-N³-methylguanidine

There total 1 articles about N¹,N²-bis(tert-butoxycarbonyl)-N³-[(1S,2R)-2-hydroxy-1-methyl-2-phenylethyl]-N³-methylguanidine 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: 87.0%

ephedrine (299-42-3,7009-81-6,90-83-5,6912-63-6) + 1,3-bis(tert-butoxycarbonyl)-2-methyl-2-thiopseudourea (107819-90-9) → N1,N2-bis(tert-butoxycarbonyl)-N3-[(1S,2R)-2-hydroxy-1-methyl-2-phenylethyl]-N3-methylguanidine (507228-49-1)

Guidance literature:

With triethylamine; mercury dichloride; In N,N-dimethyl-formamide; at 20 ℃; for 4h;

DOI:10.1021/jo0265535

Reference yield: 78.0%

allyl bromide (106-95-6) + N1,N2-bis(tert-butoxycarbonyl)-N3-[(1S,2R)-2-hydroxy-1-methyl-2-phenylethyl]-N3-methylguanidine (507228-49-1) → C24H37N3O5

Guidance literature:

With potassium hydroxide; tetra-(n-butyl)ammonium iodide; In dichloromethane; water; at 25 ℃; for 4h;

DOI:10.1021/jo0265535

Reference yield:

N1,N2-bis(tert-butoxycarbonyl)-N3-[(1S,2R)-2-hydroxy-1-methyl-2-phenylethyl]-N3-methylguanidine (507228-49-1) → N1-allyl-N2-[(1S,2R)-2-hydroxy-1-methyl-2-phenylethyl]-N2-methylguanidine hydrochloride

Guidance literature:

Multi-step reaction with 2 steps

1: 78 percent / KOH / tetrabutylammonium iodide / CH₂Cl₂; H₂O / 4 h / 25 °C

2: 64 percent / aq. HCl / 4 h / 20 °C

With hydrogenchloride; potassium hydroxide; tetra-(n-butyl)ammonium iodide; In dichloromethane; water;

DOI:10.1021/jo0265535

upstream raw materials:

ephedrine

1,3-bis(tert-butoxycarbonyl)-2-methyl-2-thiopseudourea

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