(2R,3S)-(para-bromophenyl)-2-benzylcarbamate-3-hydroxy-4-methylpentanoate

Base Information

• Chemical Name: (2R,3S)-(para-bromophenyl)-2-benzylcarbamate-3-hydroxy-4-methylpentanoate
• CAS No.: 227946-97-6
• Molecular Formula: C₂₀H₂₂BrNO₅
• Molecular Weight: 436.302

Synonyms:(2R,3S)-(para-bromophenyl)-2-benzylcarbamate-3-hydroxy-4-methylpentanoate

Chemical Property of (2R,3S)-(para-bromophenyl)-2-benzylcarbamate-3-hydroxy-4-methylpentanoate

Chemical Property:

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Technology Process of (2R,3S)-(para-bromophenyl)-2-benzylcarbamate-3-hydroxy-4-methylpentanoate

There total 2 articles about (2R,3S)-(para-bromophenyl)-2-benzylcarbamate-3-hydroxy-4-methylpentanoate 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:

O-benzyl carbamate (621-84-1) + (para-bromophenyl)-4-methyl-2-(E)-pentenoate (227946-96-5) → (2R,3S)-3-Benzyloxycarbonylamino-2-hydroxy-4-methyl-pentanoic acid 4-bromo-phenyl ester + (2R,3S)-(para-bromophenyl)-2-benzylcarbamate-3-hydroxy-4-methylpentanoate (227946-97-6) + (2S,3R)-(para-bromophenyl)-2-benzylcarbamate-3-hydroxy-4-methylpentanoate

Guidance literature:

With sodium hydroxide; tert-butylhypochlorite; potassium osmate(VI); In propan-1-ol; water; at 20 ℃; for 4h;

DOI:10.1021/ol9903032

Reference yield:

sodium [(benzyloxy)carbonyl]chloroamide (91174-01-5) + (para-bromophenyl)-4-methyl-2-(E)-pentenoate (227946-96-5) → (2R,3S)-3-Benzyloxycarbonylamino-2-hydroxy-4-methyl-pentanoic acid 4-bromo-phenyl ester + (2R,3S)-(para-bromophenyl)-2-benzylcarbamate-3-hydroxy-4-methylpentanoate (227946-97-6) + (2S,3R)-(para-bromophenyl)-2-benzylcarbamate-3-hydroxy-4-methylpentanoate

Guidance literature:

With 1,4-bis(dihydroquinidinyl)anthraquinone; K2; In propan-1-ol; water; at 20 ℃; Title compound not separated from byproducts;

DOI:10.1002/(SICI)1521-3773(19990419)38:8<1093::AID-ANIE1093>3.0.CO;2-U

Reference yield:

(2R,3S)-(para-bromophenyl)-2-benzylcarbamate-3-hydroxy-4-methylpentanoate (227946-97-6) → C12H16NO3Br

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 12h; under 760.051 Torr;

DOI:10.1021/ol9903032

upstream raw materials:

sodium [(benzyloxy)carbonyl]chloroamide

(para-bromophenyl)-4-methyl-2-(E)-pentenoate

O-benzyl carbamate

Downstream raw materials:

(2R,3S)-2-Benzyloxycarbonylamino-3-hydroxy-4-methyl-pentanoic acid methyl ester

(2R,3S)-2-amino-3-hydroxy-4-methylpentanoic acid

(2R)-2-Amino-3-hydroxy-4-methylpentansaeure-methylester

(3R,4S,5R,1'S)-4-hydroxy-5-(1'-hydroxy-2'-methylpropyl)-3-methylpyrrolidin-2-one-5-carboxylic acid

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