[(1S,2R)-1-Benzyl-3-(cyclohexylmethyl-amino)-2-hydroxy-propyl]-carbamic acid benzyl ester

Base Information

• Chemical Name: [(1S,2R)-1-Benzyl-3-(cyclohexylmethyl-amino)-2-hydroxy-propyl]-carbamic acid benzyl ester
• CAS No.: 184357-24-2
• Molecular Formula: C₂₅H₃₄N₂O₃
• Molecular Weight: 410.557

Synonyms:[(1S,2R)-1-Benzyl-3-(cyclohexylmethyl-amino)-2-hydroxy-propyl]-carbamic acid benzyl ester

Chemical Property of [(1S,2R)-1-Benzyl-3-(cyclohexylmethyl-amino)-2-hydroxy-propyl]-carbamic acid benzyl ester

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Technology Process of [(1S,2R)-1-Benzyl-3-(cyclohexylmethyl-amino)-2-hydroxy-propyl]-carbamic acid benzyl ester

There total 3 articles about [(1S,2R)-1-Benzyl-3-(cyclohexylmethyl-amino)-2-hydroxy-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:

(S)-benzyl (4-chloro-3-oxo-1-phenylbutan-2-yl)carbamate (26049-94-5) → [(1S,2R)-1-Benzyl-3-(cyclohexylmethyl-amino)-2-hydroxy-propyl]-carbamic acid benzyl ester (184357-24-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 43 percent / NaBH₄ / methanol; tetrahydrofuran

2: 90 percent / KOH / ethanol

3: propan-2-ol / Heating

With potassium hydroxide; sodium tetrahydroborate; In tetrahydrofuran; methanol; ethanol; isopropyl alcohol;

DOI:10.1021/jm00054a014

Reference yield:

N-benzyloxycarbonyl-3(S)-amino-1-chloro-4-phenyl-2(S)-butanol (128018-43-9) → [(1S,2R)-1-Benzyl-3-(cyclohexylmethyl-amino)-2-hydroxy-propyl]-carbamic acid benzyl ester (184357-24-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / KOH / ethanol

2: propan-2-ol / Heating

With potassium hydroxide; In ethanol; isopropyl alcohol;

DOI:10.1021/jm00054a014

Reference yield:

N-benzyloxycarbonyl-3(S)-amino-1,2(S)epoxy-4-phenylbutane (128018-44-0) + cyclohexylmethylamine (3218-02-8) → [(1S,2R)-1-Benzyl-3-(cyclohexylmethyl-amino)-2-hydroxy-propyl]-carbamic acid benzyl ester (184357-24-2)

Guidance literature:

In isopropyl alcohol; Heating;

DOI:10.1021/jm00054a014 DOI:10.1021/jm00004a001

upstream raw materials:

N-benzyloxycarbonyl-3(S)-amino-1,2(S)epoxy-4-phenylbutane

cyclohexylmethylamine

(S)-benzyl (4-chloro-3-oxo-1-phenylbutan-2-yl)carbamate

N-benzyloxycarbonyl-3(S)-amino-1-chloro-4-phenyl-2(S)-butanol

Downstream raw materials:

1-((2R,3S)-3-Amino-2-hydroxy-4-phenyl-butyl)-3-tert-butyl-1-cyclohexylmethyl-urea

(S)-2-Amino-N¹-[(1S,2R)-1-benzyl-3-(3-tert-butyl-1-cyclohexylmethyl-ureido)-2-hydroxy-propyl]-succinamide

{(S)-1-[(1S,2R)-1-Benzyl-3-(3-tert-butyl-1-cyclohexylmethyl-ureido)-2-hydroxy-propylcarbamoyl]-2-carbamoyl-ethyl}-carbamic acid benzyl ester

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