[(R)-2-hydroxy-2-(4-acetoxy-phenyl)-ethyl]-carbamic acid benzyl ester

Base Information

• Chemical Name: [(R)-2-hydroxy-2-(4-acetoxy-phenyl)-ethyl]-carbamic acid benzyl ester
• CAS No.: 851714-32-4
• Molecular Formula: C₁₈H₁₉NO₅
• Molecular Weight: 329.353
• Mol file: 851714-32-4.mol

Synonyms:[(R)-2-hydroxy-2-(4-acetoxy-phenyl)-ethyl]-carbamic acid benzyl ester

Chemical Property of [(R)-2-hydroxy-2-(4-acetoxy-phenyl)-ethyl]-carbamic acid benzyl ester

Chemical Property:

Purity/Quality:

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MSDS Files:

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Technology Process of [(R)-2-hydroxy-2-(4-acetoxy-phenyl)-ethyl]-carbamic acid benzyl ester

There total 2 articles about [(R)-2-hydroxy-2-(4-acetoxy-phenyl)-ethyl]-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: 73.0%

p-acetoxystyrene (2628-16-2) + O-benzyl carbamate (621-84-1) → [(R)-2-hydroxy-2-(4-acetoxy-phenyl)-ethyl]-carbamic acid benzyl ester (851714-32-4)

Guidance literature:

O-benzyl carbamate; With potassium hydroxide; tert-butylhypochlorite; In water; acetonitrile; at 0 - 4 ℃; for 0.166667h;

p-acetoxystyrene; With potassium osmate(VI); potassium phosphate buffer; hydroquinidine (anthraquinone-1,4-diyl) diether; In water; acetonitrile; at 21 - 23 ℃; for 0.833333h; pH=7.65;

Reference yield:

p-acetoxystyrene (2628-16-2) + O-benzyl carbamate (621-84-1) → 4-(1,2-dihydroxyethyl)phenyl acetate (439584-65-3) + Acetic acid 4-((S)-1-benzyloxycarbonylamino-2-hydroxy-ethyl)-phenyl ester + (S)-(+)-acetic acid 4-(2-benzyloxycarbonylamino-1-hydroxy-ethyl)phenyl ester (200405-33-0) + [(R)-2-hydroxy-2-(4-acetoxy-phenyl)-ethyl]-carbamic acid benzyl ester (851714-32-4)

Guidance literature:

With sodium hydroxide; potassium osmate(VI); tert-butylhypochlorite; phosphate buffer; (DHQ)2AQN; In water; acetonitrile; at 0 - 20 ℃; pH=7.63 - 7.67;

DOI:10.1021/ol027242j

Reference yield: 72.0%

methyl trifluoromethanesulfonate (333-27-7) + [(R)-2-hydroxy-2-(4-acetoxy-phenyl)-ethyl]-carbamic acid benzyl ester (851714-32-4) → acetic acid 4-(2-benzyloxycarbonylamino-1-(R)-methoxyethyl)phenyl ester (851714-35-7)

Guidance literature:

[(R)-2-hydroxy-2-(4-acetoxy-phenyl)-ethyl]-carbamic acid benzyl ester; With n-butyllithium; In tetrahydrofuran; hexane; at -74 ℃; for 0.0166667h;

methyl trifluoromethanesulfonate; In tetrahydrofuran; hexane; at -74 ℃; for 1.5h;

DOI:10.1021/ja038043d

upstream raw materials:

p-acetoxystyrene

O-benzyl carbamate

Downstream raw materials:

acetic acid 4-(2-benzyloxycarbonylamino-1-(R)-methoxyethyl)phenyl ester

(R)-octopamine

[2-(4-hydroxy-phenyl)-2-(R)-methoxy-ethyl]carbamic acid benzyl ester