Propanoic acid,2-(phenylmethoxy)-, (2R)- supplier

: 1,2:4,5-di-O-isopropylidene-β-D-fructopyranos-3-yl 2-(benzyloxy)propionate

: 100836-85-9
(R)-2-benzyloxypropionic acid

Conditions

Conditions	Yield
With lithium hydroxide; water In tetrahydrofuran	98%

: 115458-99-6
(R)-2-(benzyloxy) methyl propionate

: 100836-85-9
(R)-2-benzyloxypropionic acid

Conditions

Conditions	Yield
With potassium hydroxide In methanol; water at 20℃; for 0.5h;	94%
With sodium hydroxide In methanol	89%
With methanol; lithium hydroxide at 20℃; for 5h;	78%

: C16H28O3Si2

: 100836-85-9
(R)-2-benzyloxypropionic acid

Conditions

Conditions	Yield
With 2,6-di-tert-butyl-pyridine; 2.6-dimethylphenol; C32H12BF24(1-)*C44H30N2O2P(1+) In toluene at -40℃; for 24h; Inert atmosphere; enantioselective reaction;	86%

: 29617-66-1
(S)-2-chloropropanoic acid

: 100-51-6
benzyl alcohol

: 100836-85-9
(R)-2-benzyloxypropionic acid

Conditions

Conditions	Yield
Stage #1: benzyl alcohol With sodium at 80 - 90℃; for 2h; Stage #2: (S)-2-chloropropanoic acid at 55℃; for 3h; Stage #3: With hydrogenchloride In tert-butyl methyl ether; water pH=1.5 - 6.5;	84%

: 1220352-28-2
(2S,4R)-3-[(R)-2-benzyloxypropanoyl]-2-trifluoromethyl-4-phenyl-1,3-oxazolidine

A: 100836-85-9
(R)-2-benzyloxypropionic acid

B: 203176-56-1
(2S,4R)-2-trifluoromethyl-4-phenyl-1,3-oxazolidine

Conditions

Conditions	Yield
Stage #1: (2S,4R)-3-[(R)-2-benzyloxypropanoyl]-2-trifluoromethyl-4-phenyl-1,3-oxazolidine With lithium aluminium tetrahydride In diethyl ether at -10℃; for 2h; Inert atmosphere; Stage #2: With water; sodium hydroxide In diethyl ether Inert atmosphere; Further stages;	A 82% B 57%

: C24H28N2O3

: trans-3-benzyl-3,7-diazabicyclo[4.3.0]nonan-8-one

B: 2-(1-benzyl-4-(2-(benzyloxy)propanamido)piperidin-3-yl)acetic acid hydrochloride

C: 100836-85-9
(R)-2-benzyloxypropionic acid

Conditions

Conditions	Yield
With water; dihydrogen peroxide; lithium hydroxide In tetrahydrofuran at 0℃; for 1.5h;	A 7% B n/a C n/a

...Expand

: 33106-32-0, 74431-49-5, 100836-85-9, 6625-78-1
2-(benzyloxy)propanoic acid

A: 33106-26-2, 33106-64-8, 70448-03-2, 87037-69-2
2-benzyloxypropanol

B: 100836-85-9
(R)-2-benzyloxypropionic acid

Conditions

Conditions	Yield
Yield given. Yields of byproduct given;

: 105544-95-4
[(4R,5S)-5-((R)-1-Benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxolan-4-ylmethoxy]-tert-butyl-diphenyl-silane

: 100836-85-9
(R)-2-benzyloxypropionic acid

Conditions

Conditions	Yield
Multistep reaction;
Multi-step reaction with 4 steps 1: tetrabutylammonium fluoride / tetrahydrofuran / 2 h / 0 °C 2: acetic acid / H2O / 10 h / 80 °C 3: NaIO4 / acetone; H2O / 3 h / 24 °C 4: CrO3 / acetic acid; pyridine / 3 h / 23 °C View Scheme

: 87604-62-4
(2S,3R)-3-Benzyloxy-butane-1,2-diol

: 100836-85-9
(R)-2-benzyloxypropionic acid

Conditions

Conditions	Yield
With ruthenium trichloride; sodium periodate In tetrachloromethane; water; acetonitrile for 2h; Ambient temperature; Yield given;

: 82939-03-5
N-<(R)-α-benzyloxypropionyl>-cyclo-(β-alanylprolyl)

: 100836-85-9
(R)-2-benzyloxypropionic acid

Conditions

Conditions	Yield
With hydrogenchloride In methanol for 5h; Ambient temperature;

: 56-41-7
L-alanin

: 100-51-6
benzyl alcohol

A: 100836-85-9
(R)-2-benzyloxypropionic acid

B: 33106-32-0
(S)-2-(benzyloxy)propanoic acid

Conditions

Conditions	Yield
With magnesium sulfate; isopentyl nitrite for 2h; Heating; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

...Expand

: 338-69-2
D-Alanine

: 100-51-6
benzyl alcohol

A: 100836-85-9
(R)-2-benzyloxypropionic acid

B: 33106-32-0
(S)-2-(benzyloxy)propanoic acid

Conditions

Conditions	Yield
With magnesium sulfate; isopentyl nitrite for 2h; Heating; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

...Expand

: N-(benzyloxyacetyl)-trans-2,5-bis(methoxymethoxymethyl)-pyrrolidine

: 74-88-4
methyl iodide

A: 100836-85-9
(R)-2-benzyloxypropionic acid

B: 33106-32-0
(S)-2-(benzyloxy)propanoic acid

Conditions

Conditions	Yield
Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts;

...Expand

: 53346-05-7, 41954-96-5, 81445-44-5, 81445-45-6
(R)-2-benzyloxypropanal

: 100836-85-9
(R)-2-benzyloxypropionic acid

Conditions

Conditions	Yield
With chromium(VI) oxide In pyridine; acetic acid at 23℃; for 3h; Yield given;

: 191982-83-9
(2R,4aR,7R,8aR)-2-((R)-1-Benzyloxy-ethyl)-4,4,7-trimethyl-hexahydro-1-oxa-3-thia-naphthalene

A: 100836-85-9
(R)-2-benzyloxypropionic acid

B: 79563-63-6
(3aR,6R,7aR)-3,3,6-Trimethyl-hexahydro-benzo[d][1,2]oxathiole 2-oxide

Conditions

Conditions	Yield
With sodium chlorite; sodium dihydrogenphosphate; N-chloro-succinimide; 2-methyl-but-2-ene; silver nitrate 1) aq. CH3CN, -4 deg C, 10 min, 2) tBuOH, r.t., 20 h; Yield given. Multistep reaction;

: (S)-3-(2-Benzyloxy-propionyl)-4-isopropyl-1-phenyl-imidazolidin-2-one

A: 100836-85-9
(R)-2-benzyloxypropionic acid

B: 33106-32-0
(S)-2-(benzyloxy)propanoic acid

Conditions

Conditions	Yield
With sodium hydroxide In 1,4-dioxane; water Title compound not separated from byproducts;

: 30379-55-6
benzyloxyacetic acid

: 100836-85-9
(R)-2-benzyloxypropionic acid

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: 78 percent / DCC; DMAP 2.1: LiHMDS / tetrahydrofuran; hexamethylphosphoric acid triamide / -78 °C 2.2: 80 percent / tetrahydrofuran; hexamethylphosphoric acid triamide / -78 °C 3.1: 98 percent / LiOH; H2O / tetrahydrofuran View Scheme

: 341489-97-2
1,2:4,5-di-O-isopropylidene-β-D-fructopyranos-3-yl benzyloxyacetate

: 100836-85-9
(R)-2-benzyloxypropionic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: LiHMDS / tetrahydrofuran; hexamethylphosphoric acid triamide / -78 °C 1.2: 80 percent / tetrahydrofuran; hexamethylphosphoric acid triamide / -78 °C 2.1: 98 percent / LiOH; H2O / tetrahydrofuran View Scheme

: 100-39-0
benzyl bromide

potassium-compound of propionic acid-<1-methyl-2-oxo-propylidenehydrazide>: potassium-compound of propionic acid-<1-methyl-2-oxo-propylidenehydrazide>

: 100836-85-9
(R)-2-benzyloxypropionic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 80 percent / NaH / 1,2-dimethoxy-ethane 2: 89 percent / 2N NaOH / methanol View Scheme
Multi-step reaction with 2 steps 1: 95 percent / NaH, Bu4NSO4H / tetrahydrofuran / 0.67 h / Heating 2: 1) NCS, AgNO3, 2) 2-methyl-2-butene, NaClO2, 1.6 M NaH2PO4*H2O / 1) aq. CH3CN, -4 deg C, 10 min, 2) tBuOH, r.t., 20 h View Scheme

: (2R,3R,4R)-4-Benzyloxy-pentane-1,2,3-triol

: 100836-85-9
(R)-2-benzyloxypropionic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: NaIO4 / acetone; H2O / 3 h / 24 °C 2: CrO3 / acetic acid; pyridine / 3 h / 23 °C View Scheme

: [(4R,5S)-5-((R)-1-Benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-methanol

: 100836-85-9
(R)-2-benzyloxypropionic acid

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: acetic acid / H2O / 10 h / 80 °C 2: NaIO4 / acetone; H2O / 3 h / 24 °C 3: CrO3 / acetic acid; pyridine / 3 h / 23 °C View Scheme

: 82977-93-3
(+)-R-2-benzyloxypropionic acid chloride

: 100836-85-9
(R)-2-benzyloxypropionic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 0.70 g / pyridine / dioxane / 15 h / 80 °C 2: aq. HCl / methanol / 5 h / Ambient temperature View Scheme

: 2040-44-0
ethyl 2-benzyloxypropionate

: 100836-85-9
(R)-2-benzyloxypropionic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 60 percent KOH / 2 h / Heating View Scheme

: 100-51-6
benzyl alcohol

BeCl2: BeCl2

: 100836-85-9
(R)-2-benzyloxypropionic acid

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 4.5 g / Na / 5 h / Heating 2: 60 percent KOH / 2 h / Heating View Scheme

: 65-85-0
benzoic acid

: 100836-85-9
(R)-2-benzyloxypropionic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: Ti(O-iPr)4 / CH2Cl2 / 0.5 h / Ambient temperature 2: 2percent RuCl3*5H2O, NaIO4 / acetonitrile; CCl4; H2O / 2 h / Ambient temperature View Scheme

: 33106-32-0, 74431-49-5, 100836-85-9, 6625-78-1
2-(benzyloxy)propanoic acid

: 100836-85-9
(R)-2-benzyloxypropionic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: n-butyllithium; diisopropylamine / tetrahydrofuran; hexane / 1 h / -78 - 20 °C 2: 2.6-dimethylphenol; C32H12BF24(1-)*C44H30N2O2P(1+); 2,6-di-tert-butyl-pyridine / toluene / 24 h / -40 °C / Inert atmosphere View Scheme

: 81927-55-1
O-benzyl 2,2,2-trichloroacetimidate

: 100836-85-9
(R)-2-benzyloxypropionic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: trifluorormethanesulfonic acid 2: lithium hydroxide / tetrahydrofuran View Scheme
Multi-step reaction with 2 steps 1: trifluorormethanesulfonic acid / dichloromethane; hexane / 20 °C 2: lithium hydroxide / tetrahydrofuran / 20 °C View Scheme

: 100-39-0
benzyl bromide

: 100836-85-9
(R)-2-benzyloxypropionic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: sodium hydride / tetrahydrofuran; N,N-dimethyl-formamide / 16 h / 75 °C 2: potassium hydroxide / water; methanol / 0.5 h / 20 °C View Scheme
Multi-step reaction with 2 steps 1: silver(l) oxide / dichloromethane / 48 h / 20 °C / Inert atmosphere 2: potassium hydroxide; water / ethanol / 0.5 h / 0 °C / Inert atmosphere View Scheme
Multi-step reaction with 2 steps 1: silver(l) oxide / tert-butyl methyl ether / 20 h / 20 °C 2: lithium hydroxide; methanol / 5 h / 20 °C View Scheme

: 100836-85-9
(R)-2-benzyloxypropionic acid

: 87037-69-2
(R)-2-(benzyloxy)propan-1-ol

Conditions

Conditions	Yield
With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 20℃; for 18h;	100%

: 3287-99-8, 39110-74-2
benzylamine hydrochloride

: 100836-85-9
(R)-2-benzyloxypropionic acid

: (R)-N-benzyl-2-(benzyloxy)propanamide

Conditions

Conditions	Yield
Stage #1: benzylamine hydrochloride; (R)-2-benzyloxypropionic acid With dmap; triethylamine In tetrahydrofuran for 0.5h; Inert atmosphere; Stage #2: With 9,9-dichloro-9-silafluorene In tetrahydrofuran at 20 - 60℃; Inert atmosphere;	99%

: 5497-76-7
L-proline tert-butyl ester hydrochloride

: 100836-85-9
(R)-2-benzyloxypropionic acid

: 203783-50-0
(S)-1-((R)-2-Benzyloxy-propionyl)-pyrrolidine-2-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
With benzotriazol-1-ol; dacarbazine In tetrahydrofuran	96%

: 100836-85-9
(R)-2-benzyloxypropionic acid

: 82977-93-3
(+)-R-2-benzyloxypropionic acid chloride

Conditions

Conditions	Yield
With oxalyl dichloride at 20 - 55℃; for 2.25h;	94.9%
With thionyl chloride In chloroform at 60℃; for 3h;
With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 1 - 15℃; for 0.5h;

: 100836-85-9
(R)-2-benzyloxypropionic acid

: 52568-28-2
2-(pyridin-2-yl)isopropyl amine

: C18H22N2O2

Conditions

Conditions	Yield
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 0 - 20℃; for 16h;	92%
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 0 - 20℃; for 16h;	92%

: 1126974-97-7
C20H38N2O5

: 100836-85-9
(R)-2-benzyloxypropionic acid

: 1126975-14-1
C30H48N2O7

Conditions

Conditions	Yield
With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane Cooling with ice; Inert atmosphere;	91%

: 1126975-03-8
C20H38N2O5

: 100836-85-9
(R)-2-benzyloxypropionic acid

: 1126975-09-4
C30H48N2O7

Conditions

Conditions	Yield
With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; Inert atmosphere; Cooling with ice;	87%

: 100836-85-9
(R)-2-benzyloxypropionic acid

: 159174-60-4
L-phenylalanyl-α-azaproline tert-butyl ester

: 159174-59-1
N-<(R)-2-benzyloxypropionyl>-L-phenylalanyl-α-azaproline tert-butyl ester

Conditions

Conditions	Yield
With dicyclohexyl-carbodiimide In tetrahydrofuran; methanol 1.) 0 deg C, 4 h, 2.) 5 deg C, 16 h;	86%

: 6638-79-5
N,O-dimethylhydroxylamine*hydrochloride

: 100836-85-9
(R)-2-benzyloxypropionic acid

: C17H19NO3

Conditions

Conditions	Yield
Stage #1: (R)-2-benzyloxypropionic acid With pivaloyl chloride; triethylamine at 0℃; for 0.5h; Inert atmosphere; Stage #2: N,O-dimethylhydroxylamine*hydrochloride at 20℃; for 16h; Inert atmosphere;	85%

: 100836-85-9
(R)-2-benzyloxypropionic acid

: 357263-39-9
1-benzoyl-3-(R)-methylpiperazine

: 845655-45-0
(2R)-1-[(2R)-4-Benzoyl-2-methyl-piperazin-1-yl]-2-benzyloxy-propan-1-one

Conditions

Conditions	Yield
With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane for 21h; Heating / reflux;	81%
With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane for 21h; Heating / reflux;	81%

: 1034414-82-8
4-(5-(4-chlorophenyl)-6-hydrazinyl-2-((2-methyl-6-(trifluoromethyl)-pyridin-3-yl)methyl)-3-oxo-2,3-dihydropyridazin-4-yl)-benzonitrile

: 100836-85-9
(R)-2-benzyloxypropionic acid

: 1034414-94-2
(R)-2-(benzyloxy)-N'-(4-(4-chlorophenyl)-5-(4-cyanophenyl)-1-((2-methyl-6-(trifluoromethyl)pyridin-3-yl)methyl)-6-oxo-1,6-dihydropyridazin-3-yl)propanehydrazide

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃; for 5h;	76%

: 22821-76-7
4-(methylsulfonyl)benzonitrile

: 100836-85-9
(R)-2-benzyloxypropionic acid

: 34097-57-9
(±)-2-(benzyloxy)propanenitrile

Conditions

Conditions	Yield
With riboflavin-2',3',4',5'-tetra-acetate In acetonitrile at 25℃; for 23h; Inert atmosphere; Irradiation; Sealed tube;	70%

: 100836-85-9
(R)-2-benzyloxypropionic acid

: 79-19-6
thiosemicarbazide

: 5-[1-(benzyloxy)ethyl]-1,3,4-thiadiazol-2-amine

Conditions

Conditions	Yield
With trichlorophosphate In 1,4-dioxane at 80℃; for 2h;	65%

: 100836-85-9
(R)-2-benzyloxypropionic acid

: 100-46-9
benzylamine

: (R)-N-benzyl-2-(benzyloxy)propanamide

Conditions

Conditions	Yield
With diphenylsilane In acetonitrile at 80℃; for 16h; Inert atmosphere; Sealed tube; Green chemistry;	65%

: 79-33-4
L-Lactic acid

: 100836-85-9
(R)-2-benzyloxypropionic acid

: 83905-01-5, 92470-27-4
Zithromax(R)

: (2S,3R,4S,6R)-4-(dimethylamino)-2-(((2R,3S,4R,5R,8R,10R,11R,12S,13S,14R)-2-ethyl-3,4,10-trihydroxy-13-(((2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyltetrahydro-2H-pyran-2-yl)oxy)-3,5,6,8,10,12,14-heptamethyl-15-oxo-1-oxa-6-azacyclopentadecan-11-yl)oxy)-6-metkyltetrahydro-2H-pyran-3-yl (S)-2-(((R)-2-(benzyloxy)propanoyl)oxy)propanoate

Conditions

Conditions	Yield
Stage #1: (R)-2-benzyloxypropionic acid With 1-[(1-(cyano-2-ethoxy-2-oxoethylidenaminooxy)dimethylamino-morpholino)]-uronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 0.0833333h; Stage #2: L-Lactic acid In dichloromethane at 20℃; for 0.5h; Stage #3: Zithromax(R) With 1-[(1-(cyano-2-ethoxy-2-oxoethylidenaminooxy)dimethylamino-morpholino)]-uronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 4h;	64%

Yield

Stage #1: (R)-2-benzyloxypropionic acid With 1-[(1-(cyano-2-ethoxy-2-oxoethylidenaminooxy)dimethylamino-morpholino)]-uronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 0.0833333h;
Stage #2: L-Lactic acid In dichloromethane at 20℃; for 0.5h;
Stage #3: Zithromax(R) With 1-[(1-(cyano-2-ethoxy-2-oxoethylidenaminooxy)dimethylamino-morpholino)]-uronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 4h;

64%

...Expand

: 1300582-07-3
1-(5-fluoro-2-hydroxyphenyl)-2-(3-fluorophenyl)ethanone

: 100836-85-9
(R)-2-benzyloxypropionic acid

: (R)-2-(1-(benzyloxy)ethyl)-6-fluoro-3-(3-fluorophenyl)-4H-chromen-4-one

Conditions

Conditions	Yield
Stage #1: 1-(5-fluoro-2-hydroxyphenyl)-2-(3-fluorophenyl)ethanone; (R)-2-benzyloxypropionic acid With HATU In dichloromethane for 0.166667h; Stage #2: With triethylamine In dichloromethane at 20℃; for 24h;	63%
Stage #1: 1-(5-fluoro-2-hydroxyphenyl)-2-(3-fluorophenyl)ethanone; (R)-2-benzyloxypropionic acid With HATU In dichloromethane for 0.166667h; Stage #2: With triethylamine In dichloromethane at 20℃; for 24h;	63%
With triethylamine; HATU In dichloromethane at 20℃; for 24h;	63%
Stage #1: 1-(5-fluoro-2-hydroxyphenyl)-2-(3-fluorophenyl)ethanone; (R)-2-benzyloxypropionic acid With HATU In dichloromethane for 0.166667h; Stage #2: With triethylamine In dichloromethane at 25 - 28℃; for 24h;	60%
Stage #1: 1-(5-fluoro-2-hydroxyphenyl)-2-(3-fluorophenyl)ethanone; (R)-2-benzyloxypropionic acid With N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In dichloromethane for 0.166667h; Stage #2: With triethylamine In dichloromethane at 25 - 28℃; for 24h;	60%

: benzyl 4-[(2R,3S)-2-{[(tert-butoxy)carbonyl]amino}-3-hydroxybutanamido]-5-phenylpentanoate

: 100836-85-9
(R)-2-benzyloxypropionic acid

: benzyl 4-(3-{[2-(benzyloxy)propanoyl]oxy}-2-{[(tert-butoxy)carbonyl]amino}butanamido)-5-phenylpentanoate

Conditions

Conditions	Yield
Stage #1: benzyl 4-[(2R,3S)-2-{[(tert-butoxy)carbonyl]amino}-3-hydroxybutanamido]-5-phenylpentanoate; (R)-2-benzyloxypropionic acid With N-ethyl-N,N-diisopropylamine In dichloromethane at -20℃; for 0.25h; Inert atmosphere; Stage #2: With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate In dichloromethane at 20℃; Inert atmosphere;	63%

: 13650-70-9
(+)-tert-butyl D-lactate

: 100836-85-9
(R)-2-benzyloxypropionic acid

: 2-{2-(benzyloxy)-propanoyloxy}propanoic acid tert-butyl ester

Conditions

Conditions	Yield
With 2-chloro-1-methyl-pyridinium iodide; triethylamine In dichloromethane for 48h; Reflux;	60%

: 68166-83-6
D-lactic acid t-butyl ester

: 100836-85-9
(R)-2-benzyloxypropionic acid

: 2-{2-(benzyloxy)-propanoyloxy}propanoic acid tert-butyl ester

Conditions

Conditions	Yield
With 2-chloro-1-methyl-pyridinium iodide; triethylamine In dichloromethane for 48h; Reflux;	60%

: benzyl 4-(2-{[(tert-butoxy)carbonyl]amino}-3-hydroxybutanamido)butanoate

: 100836-85-9
(R)-2-benzyloxypropionic acid

: benzyl 4-[(2S,3R)-3-{[(2R)-2-(benzyloxy)propanoyl]oxy}-2-{[(tert-butoxy)carbonyl]amino}butanamido]butanoate

Conditions

Conditions	Yield
Stage #1: benzyl 4-(2-{[(tert-butoxy)carbonyl]amino}-3-hydroxybutanamido)butanoate; (R)-2-benzyloxypropionic acid With N-ethyl-N,N-diisopropylamine In dichloromethane at -20℃; for 0.25h; Inert atmosphere; Stage #2: With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate In dichloromethane at 20℃; Inert atmosphere;	58%

: 1300581-93-4
2-(3-fluorophenyl)-1-(2-hydroxyphenyl)ethanone

: 100836-85-9
(R)-2-benzyloxypropionic acid

: (R)-2-(1-(benzyloxy)ethyl)-3-(3-fluorophenyl)-4H-chromen-4-one

Conditions

Conditions	Yield
Stage #1: 2-(3-fluorophenyl)-1-(2-hydroxyphenyl)ethanone; (R)-2-benzyloxypropionic acid With HATU In dichloromethane for 0.166667h; Stage #2: With triethylamine In dichloromethane at 20℃; for 24h;	55%
Stage #1: 2-(3-fluorophenyl)-1-(2-hydroxyphenyl)ethanone; (R)-2-benzyloxypropionic acid With HATU In dichloromethane for 0.166667h; Stage #2: With triethylamine In dichloromethane at 20℃; for 24h;	55%
Stage #1: 2-(3-fluorophenyl)-1-(2-hydroxyphenyl)ethanone; (R)-2-benzyloxypropionic acid With HATU In dichloromethane for 0.166667h; Stage #2: With triethylamine In dichloromethane at 20℃; for 24h;	55%
With triethylamine; HATU In dichloromethane at 20℃; for 24h;	55%

: 64345-00-2
2-(phenylsulfonyl)benzo[d]thiazole

: 100836-85-9
(R)-2-benzyloxypropionic acid

: 2-(1-(benzyloxy)ethyl)benzo[d]thiazole

Conditions

Conditions	Yield
With riboflavin tetraacetate In acetonitrile at 25℃; Sealed tube; Inert atmosphere; Irradiation;	40%

: butyl 2-((phenylsulfonyl)methyl)acrylate

: 100836-85-9
(R)-2-benzyloxypropionic acid

: butyl 4-(benzyloxy)-2-methylenepentanoate

Conditions

Conditions	Yield
With riboflavin tetraacetate In acetonitrile at 25℃; for 22h; Inert atmosphere; Irradiation; Sealed tube;	35%

: 100836-85-9
(R)-2-benzyloxypropionic acid

: 83905-01-5, 92470-27-4
Zithromax(R)

: (2S,3R,4S,6R)-4-(dimethylamino)-2-(((2R,3S,4R,5R,8R,10R,11R,12S,13S,14R)-2-ethyl-3,4,10-trihydroxy-13-(((2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyltetrahydro-2H-pyran-2-yl)oxy)-3,5,6,8,10,12,14-heptamethyl-15-oxo-1-oxa-6-azacyclopentadecan-11-yl)oxy)-6-methyltetrahydro-2H-pyran-3-yl (R)-2-(benzyloxy)propanoate

Conditions

Conditions	Yield
With 1-[(1-(cyano-2-ethoxy-2-oxoethylidenaminooxy)dimethylamino-morpholino)]-uronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 19h;	33%

: 343-59-9
1-(5-fluoro-2-hydroxyphenyl)-2-phenylethanone

: 100836-85-9
(R)-2-benzyloxypropionic acid

: (R)-2-(1-(benzyloxy)ethyl)-6-fluoro-3-phenyl-4H-chromen-4-one

Conditions

Conditions	Yield
Stage #1: 1-(5-fluoro-2-hydroxyphenyl)-2-phenylethanone; (R)-2-benzyloxypropionic acid With HATU In dichloromethane for 0.166667h; Stage #2: With triethylamine In dichloromethane at 20℃; for 24h;	19%
Stage #1: 1-(5-fluoro-2-hydroxyphenyl)-2-phenylethanone; (R)-2-benzyloxypropionic acid With HATU In dichloromethane for 0.166667h; Stage #2: With triethylamine In dichloromethane at 20℃; for 24h;	19%
With triethylamine; HATU In dichloromethane at 20℃; for 24h;	19%

Hazard Codes	Xi
Risk Statements	36/37/38-43
Safety Statements	26-36/37
WGK Germany	3

Product Name

(R)-(+)-2-BENZYLOXYPROPIONIC ACID

Synthetic route

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