(3S,4S)-4-formyl-5-hydroxy-5-methyl-3-phenylmethyloxycarbonylamino hexanoic acid methyl ester

Base Information

Chemical Name:(3S,4S)-4-formyl-5-hydroxy-5-methyl-3-phenylmethyloxycarbonylamino hexanoic acid methyl ester
CAS No.:269409-18-9
Molecular Formula:C₁₇H₂₃NO₆
Molecular Weight:337.373
Hs Code.:

Synonyms:(3S,4S)-4-formyl-5-hydroxy-5-methyl-3-phenylmethyloxycarbonylamino hexanoic acid methyl ester

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Chemical Property of (3S,4S)-4-formyl-5-hydroxy-5-methyl-3-phenylmethyloxycarbonylamino hexanoic acid methyl ester

Chemical Property:

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Technology Process of (3S,4S)-4-formyl-5-hydroxy-5-methyl-3-phenylmethyloxycarbonylamino hexanoic acid methyl ester

There total 6 articles about (3S,4S)-4-formyl-5-hydroxy-5-methyl-3-phenylmethyloxycarbonylamino hexanoic acid methyl 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:

: 269409-17-8
(3S,4S)-3-Benzyloxycarbonylamino-5-hydroxy-5-methyl-4-((1S,2R,6S,7R)-1,10,10-trimethyl-5-oxy-3-oxa-5-aza-tricyclo[5.2.1.0^2,6]dec-4-en-4-yl)-hexanoic acid methyl ester

: 19427-85-1
(+)-2β-hydroxybornan-3-one

: 269409-18-9
(3S,4S)-4-formyl-5-hydroxy-5-methyl-3-phenylmethyloxycarbonylamino hexanoic acid methyl ester

Guidance literature:: With hydrogenchloride; In tetrahydrofuran; water; at 20 ℃; for 0.25h;
DOI:10.1021/ol005596+

Reference yield:

: 4786-24-7
3,3-dimethylacrylonitrile

: 269409-18-9
(3S,4S)-4-formyl-5-hydroxy-5-methyl-3-phenylmethyloxycarbonylamino hexanoic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 5.95 g / tetrahydrofuran

2: 4.3 g / hydrochloride (from early step) / CH₂Cl₂ / 2 h / Heating

3: 3.22 percent / sodium cyanoborohydride; 2N HCl; bromocresol / CH₂Cl₂; methanol; tetrahydrofuran / -90 - -20 °C

4: 3.63 g / sodium hydrogen carbonate / CH₂Cl₂; H₂O / 1 h / 20 °C

5: meta-chloroperoxybenzoic acid / diethyl ether / 0.25 h / 20 °C

6: 960 mg / hydrochloric acid / tetrahydrofuran; H₂O / 0.25 h / 20 °C

With hydrogenchloride; 2-bromo-6-methylphenol; sodium cyanoborohydride; sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; 1: Condensation / 2: Cycloaddition / 3: Reduction / 4: Substitution / 5: Oxidation / 6: Hydrolysis;
DOI:10.1021/ol005596+

Reference yield:

: 269409-12-3
(2Z)-3-amino-5-methyl-2,4-hexadienoic acid methyl ester

: 269409-18-9
(3S,4S)-4-formyl-5-hydroxy-5-methyl-3-phenylmethyloxycarbonylamino hexanoic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 4.3 g / hydrochloride (from early step) / CH₂Cl₂ / 2 h / Heating

2: 3.22 percent / sodium cyanoborohydride; 2N HCl; bromocresol / CH₂Cl₂; methanol; tetrahydrofuran / -90 - -20 °C

3: 3.63 g / sodium hydrogen carbonate / CH₂Cl₂; H₂O / 1 h / 20 °C

4: meta-chloroperoxybenzoic acid / diethyl ether / 0.25 h / 20 °C

5: 960 mg / hydrochloric acid / tetrahydrofuran; H₂O / 0.25 h / 20 °C

With hydrogenchloride; 2-bromo-6-methylphenol; sodium cyanoborohydride; sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; 1: Cycloaddition / 2: Reduction / 3: Substitution / 4: Oxidation / 5: Hydrolysis;
DOI:10.1021/ol005596+