(S)-(4-nitrophenyl)methylcarbamic acid 3-hydroxy-3-methyl-5-oxopentyl ester

Base Information

Chemical Name:(S)-(4-nitrophenyl)methylcarbamic acid 3-hydroxy-3-methyl-5-oxopentyl ester
CAS No.:246237-14-9
Molecular Formula:C₁₄H₁₈N₂O₆
Molecular Weight:310.307
Hs Code.:

Synonyms:(S)-(4-nitrophenyl)methylcarbamic acid 3-hydroxy-3-methyl-5-oxopentyl ester

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Chemical Property of (S)-(4-nitrophenyl)methylcarbamic acid 3-hydroxy-3-methyl-5-oxopentyl ester

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Technology Process of (S)-(4-nitrophenyl)methylcarbamic acid 3-hydroxy-3-methyl-5-oxopentyl ester

There total 6 articles about (S)-(4-nitrophenyl)methylcarbamic acid 3-hydroxy-3-methyl-5-oxopentyl 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:

: 246236-98-6
(4-nitrophenyl)methylcarbamic acid 3-hydroxy-3-methyl-5-oxopentyl ester

: 75-07-0,9002-91-9
acetaldehyde

: methyl-(4-nitro-phenyl)-carbamic acid 3-oxo-butyl ester

: 246237-14-9
(S)-(4-nitrophenyl)methylcarbamic acid 3-hydroxy-3-methyl-5-oxopentyl ester

: Methyl-(4-nitro-phenyl)-carbamic acid (R)-3-hydroxy-3-methyl-5-oxo-pentyl ester

Guidance literature:: With aldolase antibody 38C₂; In phosphate buffer; pH=7.4; Enzyme kinetics;
DOI:10.1021/ja991507g

Reference yield:

: 53696-52-9
N-methyl-N-(4-nitrophenyl)carbamoyl chloride

: 246237-14-9
(S)-(4-nitrophenyl)methylcarbamic acid 3-hydroxy-3-methyl-5-oxopentyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: 285 mg / DMAP; NEt₃ / tetrahydrofuran; toluene / 90 h / 20 °C

2.1: 4-methylmorpholine N-oxide; OsO₄ / CH₂Cl₂; H₂O; 2-methyl-propan-2-ol / 0.75 h

3.1: Pb(OAc)4 / CH₂Cl₂; H₂O; 2-methyl-propan-2-ol / 0.17 h

3.2: aldolase antibody 38C₂ / aq. phosphate buffer / pH 7.4

With lead(IV) acetate; dmap; osmium(VIII) oxide; 4-methylmorpholine N-oxide; triethylamine; In tetrahydrofuran; dichloromethane; water; toluene; tert-butyl alcohol; 1.1: Acylation / 2.1: Dihydroxylation / 3.1: Oxidation / 3.2: Retro-aldolization; Resolution of racemate;
DOI:10.1021/ja991507g

Reference yield:

: 114580-75-5
(R/S)-3-methyl-5-hexene-1,3-diol

: 246237-14-9
(S)-(4-nitrophenyl)methylcarbamic acid 3-hydroxy-3-methyl-5-oxopentyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: 285 mg / DMAP; NEt₃ / tetrahydrofuran; toluene / 90 h / 20 °C

2.1: 4-methylmorpholine N-oxide; OsO₄ / CH₂Cl₂; H₂O; 2-methyl-propan-2-ol / 0.75 h

3.1: Pb(OAc)4 / CH₂Cl₂; H₂O; 2-methyl-propan-2-ol / 0.17 h

3.2: aldolase antibody 38C₂ / aq. phosphate buffer / pH 7.4

With lead(IV) acetate; dmap; osmium(VIII) oxide; 4-methylmorpholine N-oxide; triethylamine; In tetrahydrofuran; dichloromethane; water; toluene; tert-butyl alcohol; 1.1: Acylation / 2.1: Dihydroxylation / 3.1: Oxidation / 3.2: Retro-aldolization; Resolution of racemate;
DOI:10.1021/ja991507g