Product Name

  • Name

    (1R,2R)-(-)-2-Amino-1-phenyl-1,3-propanediol

  • EINECS 256-250-8
  • CAS No. 46032-98-8
  • Article Data45
  • CAS DataBase
  • Density 1.206 g/cm3
  • Solubility
  • Melting Point 112 - 115 C
  • Formula C9H13 N O2
  • Boiling Point 360.6 °C at 760 mmHg
  • Molecular Weight 167.208
  • Flash Point 171.9 °C
  • Transport Information UN 3259
  • Appearance light yellow powder
  • Safety 26-36-37/39
  • Risk Codes R36/37/38   
  • Molecular Structure Molecular Structure of 46032-98-8 ((1R,2R)-(-)-2-Amino-1-phenyl-1,3-propanediol)
  • Hazard Symbols
  • Synonyms 1,3-Propanediol,2-amino-1-phenyl-, [R-(R*,R*)]-; (1R,2R)-(-)-2-Amino-1-phenyl-1,3-propanediol;(1R,2R)-2-Amino-1-phenylpropane-1,3-diol;D-threo-1-Phenyl-2-amino-1,3-propanediol;D-threo-3-Phenyl-2-amino-1,3-propanediol
  • PSA 66.48000
  • LogP 0.73990

Synthetic route

syn-(2R,3R)-[2-azido-3-hydroxy-3-phenyl-1-propanol]
912296-87-8

syn-(2R,3R)-[2-azido-3-hydroxy-3-phenyl-1-propanol]

(1R,2R)-2-amino-1-phenylpropane-1,3-diol
46032-98-8

(1R,2R)-2-amino-1-phenylpropane-1,3-diol

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In methanol at 20℃; under 760 Torr; for 12h;99%
(2S,3R)-2-Azido-3-nitrosooxy-3-phenyl-propionic acid methyl ester
849357-84-2

(2S,3R)-2-Azido-3-nitrosooxy-3-phenyl-propionic acid methyl ester

(1R,2R)-2-amino-1-phenylpropane-1,3-diol
46032-98-8

(1R,2R)-2-amino-1-phenylpropane-1,3-diol

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In methanol at 20℃; under 760 Torr; for 12h;97%
(+/-)-threo-2-amino-1-phenyl-1,3-propanediol
3306-06-7, 5285-86-9, 28143-91-1, 36391-67-0, 36391-68-1, 46032-98-8, 55057-81-3, 105452-39-9, 119364-52-2

(+/-)-threo-2-amino-1-phenyl-1,3-propanediol

(1R,2R)-2-amino-1-phenylpropane-1,3-diol
46032-98-8

(1R,2R)-2-amino-1-phenylpropane-1,3-diol

Conditions
ConditionsYield
With L-Tartaric acid
With L-(-)-O,O'-dibenzoyltartaric acid
With (1S)-(+)-3-bromocamphor-10-sulfonic acid
With D-Glutamic acid
(2S,3R)-2-amino-3-hydroxy-3-phenyl-propionic acid cyclohexyl ester
114530-99-3

(2S,3R)-2-amino-3-hydroxy-3-phenyl-propionic acid cyclohexyl ester

(1R,2R)-2-amino-1-phenylpropane-1,3-diol
46032-98-8

(1R,2R)-2-amino-1-phenylpropane-1,3-diol

Conditions
ConditionsYield
With lithium aluminium tetrahydride; diethyl ether
1-Phenyl-2-acetamido-1,3-propandiol
91247-54-0

1-Phenyl-2-acetamido-1,3-propandiol

A

(1S,2S)-2-amino-1-phenyl-1,3-diol
28143-91-1

(1S,2S)-2-amino-1-phenyl-1,3-diol

B

(1R,2R)-2-amino-1-phenylpropane-1,3-diol
46032-98-8

(1R,2R)-2-amino-1-phenylpropane-1,3-diol

C

(1R,2S)-(+)-2-amino-1-phenyl-1,3-propanediol
105452-39-9

(1R,2S)-(+)-2-amino-1-phenyl-1,3-propanediol

D

(1S,2R)-2-amino-1-phenylpropane-1,3-diol
119364-52-2

(1S,2R)-2-amino-1-phenylpropane-1,3-diol

Conditions
ConditionsYield
hydrolysis;
...Expand
(2S,3R)-methyl 2-amino-3-hydroxy-3-phenylpropanoate hydrochloride salt

(2S,3R)-methyl 2-amino-3-hydroxy-3-phenylpropanoate hydrochloride salt

(1R,2R)-2-amino-1-phenylpropane-1,3-diol
46032-98-8

(1R,2R)-2-amino-1-phenylpropane-1,3-diol

Conditions
ConditionsYield
With lithium aluminium tetrahydride In tetrahydrofuran for 4h; Heating;
(1R,2R)-2-amino-(N-benzyloxycarbonyl)-1-phenylpropane-1,3-diol
285567-86-4

(1R,2R)-2-amino-(N-benzyloxycarbonyl)-1-phenylpropane-1,3-diol

(1R,2R)-2-amino-1-phenylpropane-1,3-diol
46032-98-8

(1R,2R)-2-amino-1-phenylpropane-1,3-diol

Conditions
ConditionsYield
With hydrogen
(+-)-2,2-dimethyl-4c-phenyl-<1,3>dioxan-5r-ylamine

(+-)-2,2-dimethyl-4c-phenyl-<1,3>dioxan-5r-ylamine

A

(1S,2S)-2-amino-1-phenyl-1,3-diol
28143-91-1

(1S,2S)-2-amino-1-phenyl-1,3-diol

B

(1R,2R)-2-amino-1-phenylpropane-1,3-diol
46032-98-8

(1R,2R)-2-amino-1-phenylpropane-1,3-diol

Conditions
ConditionsYield
With (1S)-(+)-3-bromocamphor-10-sulfonic acid; ethyl acetate
(+-)-2,2-dimethyl-4c-phenyl-<1,3>dioxan-5r-ylamine

(+-)-2,2-dimethyl-4c-phenyl-<1,3>dioxan-5r-ylamine

(1R,2R)-2-amino-1-phenylpropane-1,3-diol
46032-98-8

(1R,2R)-2-amino-1-phenylpropane-1,3-diol

Conditions
ConditionsYield
With (1S)-(+)-3-bromocamphor-10-sulfonic acid; ethyl acetate
(2S,3R)-3-acetoxy-2-acetylamino-3-phenyl-propionyl chloride

(2S,3R)-3-acetoxy-2-acetylamino-3-phenyl-propionyl chloride

(1R,2R)-2-amino-1-phenylpropane-1,3-diol
46032-98-8

(1R,2R)-2-amino-1-phenylpropane-1,3-diol

Conditions
ConditionsYield
With 1,4-dioxane; sodium tetrahydroborate und Erwaermen des Reaktionsprodukts mit wss.HCl;
(5R)-2,2-dimethyl-4c-phenyl-<1,3>dioxan-5r-ylamine

(5R)-2,2-dimethyl-4c-phenyl-<1,3>dioxan-5r-ylamine

(1R,2R)-2-amino-1-phenylpropane-1,3-diol
46032-98-8

(1R,2R)-2-amino-1-phenylpropane-1,3-diol

Conditions
ConditionsYield
With diethyl ether; nitric acid; acetic acid
anti-(4S,2'S,3'S)-3-(3'-Hydroxy-3'-phenyl-2'-bromo-1'-oxopropyl)-4-(1-methylethyl)-2-oxazolidinone
127181-72-0

anti-(4S,2'S,3'S)-3-(3'-Hydroxy-3'-phenyl-2'-bromo-1'-oxopropyl)-4-(1-methylethyl)-2-oxazolidinone

(1R,2R)-2-amino-1-phenylpropane-1,3-diol
46032-98-8

(1R,2R)-2-amino-1-phenylpropane-1,3-diol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 89 percent / NaN3 / dimethylformamide / 6 h / 25 °C
2: 90 percent / LiBH4 / tetrahydrofuran; methanol / 1 h / 0 °C
3: 99 percent / H2 / Pd/C / methanol / 12 h / 20 °C / 760 Torr
View Scheme
(4S)-4-isopropyl-3-[(2E)-3-phenylprop-2-enoyl]-1,3-oxazolidin-2-one
112459-60-6

(4S)-4-isopropyl-3-[(2E)-3-phenylprop-2-enoyl]-1,3-oxazolidin-2-one

(1R,2R)-2-amino-1-phenylpropane-1,3-diol
46032-98-8

(1R,2R)-2-amino-1-phenylpropane-1,3-diol

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: Ag2O; Br2 / acetone / -10 °C
2: 89 percent / NaN3 / dimethylformamide / 6 h / 25 °C
3: 90 percent / LiBH4 / tetrahydrofuran; methanol / 1 h / 0 °C
4: 99 percent / H2 / Pd/C / methanol / 12 h / 20 °C / 760 Torr
View Scheme
syn-(4S,2'S,3'R)-3-(2'-azido-3'-hydroxy-3'-phenyl-propionyl)-4-(1-methylethyl)-2-oxazolidinone
151003-65-5

syn-(4S,2'S,3'R)-3-(2'-azido-3'-hydroxy-3'-phenyl-propionyl)-4-(1-methylethyl)-2-oxazolidinone

(1R,2R)-2-amino-1-phenylpropane-1,3-diol
46032-98-8

(1R,2R)-2-amino-1-phenylpropane-1,3-diol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 90 percent / LiBH4 / tetrahydrofuran; methanol / 1 h / 0 °C
2: 99 percent / H2 / Pd/C / methanol / 12 h / 20 °C / 760 Torr
View Scheme
methyl (2R,3S)-3-phenylglycidate
115794-67-7

methyl (2R,3S)-3-phenylglycidate

(1R,2R)-2-amino-1-phenylpropane-1,3-diol
46032-98-8

(1R,2R)-2-amino-1-phenylpropane-1,3-diol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 89 percent / NaNO2; AcOH / H2O / 2 h / 0 - 20 °C
2: 82 percent / diphenyl phosphoryl azide; DEAD; PPh3 / tetrahydrofuran / 12 h / 0 - 20 °C
3: 97 percent / H2 / Pd/C / methanol / 12 h / 20 °C / 760 Torr
View Scheme
(2R,3R)-2-Hydroxy-3-nitrosooxy-3-phenyl-propionic acid methyl ester
849357-83-1

(2R,3R)-2-Hydroxy-3-nitrosooxy-3-phenyl-propionic acid methyl ester

(1R,2R)-2-amino-1-phenylpropane-1,3-diol
46032-98-8

(1R,2R)-2-amino-1-phenylpropane-1,3-diol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 82 percent / diphenyl phosphoryl azide; DEAD; PPh3 / tetrahydrofuran / 12 h / 0 - 20 °C
2: 97 percent / H2 / Pd/C / methanol / 12 h / 20 °C / 760 Torr
View Scheme
methyl (4S,5R)-5-phenyl-4,5-dihydro-1,3-oxazole-4-carboxylate
104320-68-5

methyl (4S,5R)-5-phenyl-4,5-dihydro-1,3-oxazole-4-carboxylate

(1R,2R)-2-amino-1-phenylpropane-1,3-diol
46032-98-8

(1R,2R)-2-amino-1-phenylpropane-1,3-diol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: conc. HCl / methanol / 3 h / 50 °C
2: LiAlH4 / tetrahydrofuran / 4 h / Heating
View Scheme
benzaldehyde
100-52-7

benzaldehyde

oxygen

oxygen

(1R,2R)-2-amino-1-phenylpropane-1,3-diol
46032-98-8

(1R,2R)-2-amino-1-phenylpropane-1,3-diol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: chiral ferrocenylphosphine-gold(I) complex / CH2Cl2 / 20 h / 25 °C
2: conc. HCl / methanol / 3 h / 50 °C
3: LiAlH4 / tetrahydrofuran / 4 h / Heating
View Scheme
dl-threo-phenylserine
69-96-5, 1078-17-7, 2584-74-9, 2584-75-0, 6254-48-4, 7352-06-9, 7687-36-7, 7695-56-9, 32946-42-2, 50897-27-3, 68296-26-4, 109120-55-0

dl-threo-phenylserine

(1R,2R)-2-amino-1-phenylpropane-1,3-diol
46032-98-8

(1R,2R)-2-amino-1-phenylpropane-1,3-diol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: HCl
2: (S)-5-oxo-pyrrolidine-2-carboxylic acid
3: LiAlH4; diethyl ether
View Scheme
(2RS,3SR)-2-amino-3-hydroxy-3-phenyl-propionic acid cyclohexyl ester
64153-18-0, 102207-94-3, 114530-99-3

(2RS,3SR)-2-amino-3-hydroxy-3-phenyl-propionic acid cyclohexyl ester

(1R,2R)-2-amino-1-phenylpropane-1,3-diol
46032-98-8

(1R,2R)-2-amino-1-phenylpropane-1,3-diol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: (S)-5-oxo-pyrrolidine-2-carboxylic acid
2: LiAlH4; diethyl ether
View Scheme
(1R,2R)-2-amino-1-phenylpropane-1,3-diol
46032-98-8

(1R,2R)-2-amino-1-phenylpropane-1,3-diol

acetic anhydride
108-24-7

acetic anhydride

(1R,2R)-2-acetamido-1-phenylpropane-1,3-diyl diacetate
111136-67-5

(1R,2R)-2-acetamido-1-phenylpropane-1,3-diyl diacetate

Conditions
ConditionsYield
With pyridine; dmap100%
With pyridine
(1R,2R)-2-amino-1-phenylpropane-1,3-diol
46032-98-8

(1R,2R)-2-amino-1-phenylpropane-1,3-diol

benzyl chloroformate
501-53-1

benzyl chloroformate

(1R,2R)-2-amino-(N-benzyloxycarbonyl)-1-phenylpropane-1,3-diol
285567-86-4

(1R,2R)-2-amino-(N-benzyloxycarbonyl)-1-phenylpropane-1,3-diol

Conditions
ConditionsYield
With sodium carbonate In 1,4-dioxane; water at 30℃; for 2h;99%
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

(1R,2R)-2-amino-1-phenylpropane-1,3-diol
46032-98-8

(1R,2R)-2-amino-1-phenylpropane-1,3-diol

acetone
67-64-1

acetone

tert-butyl (4R,5R)-4-(hydroxymethyl)-2,2-dimethyl-5-phenyl-1,3-oxazolidine-3-carboxylate
1009092-91-4

tert-butyl (4R,5R)-4-(hydroxymethyl)-2,2-dimethyl-5-phenyl-1,3-oxazolidine-3-carboxylate

Conditions
ConditionsYield
Stage #1: (1R,2R)-2-amino-1-phenylpropane-1,3-diol; acetone In toluene for 5h; Reflux;
Stage #2: di-tert-butyl dicarbonate In tetrahydrofuran at 20℃; for 5h;		98%
Stage #1: (1R,2R)-2-amino-1-phenylpropane-1,3-diol; acetone In toluene Reflux;
Stage #2: di-tert-butyl dicarbonate In tetrahydrofuran at 20℃;		91%
Stage #1: (1R,2R)-2-amino-1-phenylpropane-1,3-diol; acetone In toluene for 22h; Dean-Stark; Reflux;
Stage #2: di-tert-butyl dicarbonate In toluene at 20℃;		78.5%
Stage #1: (1R,2R)-2-amino-1-phenylpropane-1,3-diol; acetone In dichloromethane at 50℃;
Stage #2: di-tert-butyl dicarbonate at 50℃;
...Expand
(1R,2R)-2-amino-1-phenylpropane-1,3-diol
46032-98-8

(1R,2R)-2-amino-1-phenylpropane-1,3-diol

benzyl bromide
100-39-0

benzyl bromide

(1R,2R)-2-(N,N-dibenzylamino)-1-phenyl-1,3-propanediol

(1R,2R)-2-(N,N-dibenzylamino)-1-phenyl-1,3-propanediol

Conditions
ConditionsYield
With tetra-(n-butyl)ammonium iodide; potassium carbonate In acetonitrile Heating;96%
With tetra-(n-butyl)ammonium iodide; potassium carbonate In acetonitrile Heating;96%
With tetra-(n-butyl)ammonium iodide; potassium carbonate In acetonitrile Heating;
With potassium carbonate In acetonitrile for 8h; Heating;
(1R,2R)-2-amino-1-phenylpropane-1,3-diol
46032-98-8

(1R,2R)-2-amino-1-phenylpropane-1,3-diol

benzoyl chloride
98-88-4

benzoyl chloride

benzoic acid (2R,3R)-2-benzoylamino-3-hydroxy-3-phenylpropyl ester
1005196-97-3

benzoic acid (2R,3R)-2-benzoylamino-3-hydroxy-3-phenylpropyl ester

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 20℃; for 24h;96%
(1R,2R)-2-amino-1-phenylpropane-1,3-diol
46032-98-8

(1R,2R)-2-amino-1-phenylpropane-1,3-diol

cholic acid N-succinimidyl ester
70090-26-5

cholic acid N-succinimidyl ester

(1R,2R)-1-phenyl-2-cholicacetamidopropane-1,3-diol

(1R,2R)-1-phenyl-2-cholicacetamidopropane-1,3-diol

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 25℃; for 1.5h;92%
(1R,2R)-2-amino-1-phenylpropane-1,3-diol
46032-98-8

(1R,2R)-2-amino-1-phenylpropane-1,3-diol

3α,12α-dihydroxy-5β-cholan-24-oic acid 2,5-dioxopyrrolidin-1-yl ester
174069-00-2

3α,12α-dihydroxy-5β-cholan-24-oic acid 2,5-dioxopyrrolidin-1-yl ester

(1R,2R)-1-phenyl-2-deoxycholicacetamidopropane-1,3-diol

(1R,2R)-1-phenyl-2-deoxycholicacetamidopropane-1,3-diol

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 25℃; for 1.5h;88%
N-Boc-L-methionine sulfone
60280-45-7

N-Boc-L-methionine sulfone

(1R,2R)-2-amino-1-phenylpropane-1,3-diol
46032-98-8

(1R,2R)-2-amino-1-phenylpropane-1,3-diol

(1R,2R)-1-phenyl-2-(Nα-Boc-L-methionylsulfone-amido)-1,3-propadiol
1258542-74-3

(1R,2R)-1-phenyl-2-(Nα-Boc-L-methionylsulfone-amido)-1,3-propadiol

Conditions
ConditionsYield
With 1-hydroxy-pyrrolidine-2,5-dione; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; for 24h;81%
C23H35NO4

C23H35NO4

(1R,2R)-2-amino-1-phenylpropane-1,3-diol
46032-98-8

(1R,2R)-2-amino-1-phenylpropane-1,3-diol

C32H46N2O5

C32H46N2O5

Conditions
ConditionsYield
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 4h;79%
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 4h;79%
(1R,2R)-2-amino-1-phenylpropane-1,3-diol
46032-98-8

(1R,2R)-2-amino-1-phenylpropane-1,3-diol

acetylacetone
123-54-6

acetylacetone

(Z)-4-(((1R,2R)-1,3-dihydroxy-1-phenylpropan-2-yl)amino)pent-3-en-2-one

(Z)-4-(((1R,2R)-1,3-dihydroxy-1-phenylpropan-2-yl)amino)pent-3-en-2-one

Conditions
ConditionsYield
With niobium oxide phosphate In neat (no solvent) at 50℃; for 0.5h;78%
(1R,2R)-2-amino-1-phenylpropane-1,3-diol
46032-98-8

(1R,2R)-2-amino-1-phenylpropane-1,3-diol

ethylene dibromide
106-93-4

ethylene dibromide

(1R,1'R,2R,2'R)-2,2'-[ethane-1,2-diylbis(azanediyl)]bis(1-phenylpropane-1,3-diol)

(1R,1'R,2R,2'R)-2,2'-[ethane-1,2-diylbis(azanediyl)]bis(1-phenylpropane-1,3-diol)

Conditions
ConditionsYield
Stage #1: (1R,2R)-2-amino-1-phenylpropane-1,3-diol; ethylene dibromide at 100℃; for 10h;
Stage #2: With sodium hydroxide In water		75%
but-3-enoic acid
625-38-7

but-3-enoic acid

carbon monoxide
201230-82-2

carbon monoxide

(1R,2R)-2-amino-1-phenylpropane-1,3-diol
46032-98-8

(1R,2R)-2-amino-1-phenylpropane-1,3-diol

A

(2R,3R,8aS)-3-(hydroxymethyl)-2-phenylhexahydrooxazolo[3,2-a]pyridin-5-one
1231260-20-0

(2R,3R,8aS)-3-(hydroxymethyl)-2-phenylhexahydrooxazolo[3,2-a]pyridin-5-one

B

(2R,3R,8aR)-3-(hydroxymethyl)-2-phenylhexahydrooxazolo[3,2-a]pyridin-5-one

(2R,3R,8aR)-3-(hydroxymethyl)-2-phenylhexahydrooxazolo[3,2-a]pyridin-5-one

Conditions
ConditionsYield
With acetylacetonatodicarbonylrhodium(l); hydrogen; pyridinium p-toluenesulfonate; 6,6′-[(3,3′-di-tert-butyl-5,5′-dimethoxy-1,1′-biphenyl-2,2′-diyl)bis(oxy)]bis(di-benzo[d,f][1,3,2]dioxaphosphepin) In tetrahydrofuran at 75℃; under 5168.02 Torr; for 1.5h; Inert atmosphere; Microwave irradiation; optical yield given as %de; regioselective reaction;A 70%
B n/a
...Expand
C19H33NO4

C19H33NO4

(1R,2R)-2-amino-1-phenylpropane-1,3-diol
46032-98-8

(1R,2R)-2-amino-1-phenylpropane-1,3-diol

C28H44N2O5

C28H44N2O5

Conditions
ConditionsYield
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 4h;70%
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 4h;70%
C19H27NO4

C19H27NO4

(1R,2R)-2-amino-1-phenylpropane-1,3-diol
46032-98-8

(1R,2R)-2-amino-1-phenylpropane-1,3-diol

C28H38N2O5

C28H38N2O5

Conditions
ConditionsYield
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 4h;65%
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 4h;65%
2,4-cis-1-(tert-butoxycarbonyl)-4-undecylpiperidine-2-carboxylic acid

2,4-cis-1-(tert-butoxycarbonyl)-4-undecylpiperidine-2-carboxylic acid

(1R,2R)-2-amino-1-phenylpropane-1,3-diol
46032-98-8

(1R,2R)-2-amino-1-phenylpropane-1,3-diol

C31H52N2O5

C31H52N2O5

Conditions
ConditionsYield
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 16h;62%
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 16h;62%
Ethyl 2-hydroxybenzimidate
26384-76-9

Ethyl 2-hydroxybenzimidate

(1R,2R)-2-amino-1-phenylpropane-1,3-diol
46032-98-8

(1R,2R)-2-amino-1-phenylpropane-1,3-diol

(4S,5S)-4,5-Dihydro-2-(2-hydroxyphenyl)-4-hydroxymethyl-5-phenyloxazol

(4S,5S)-4,5-Dihydro-2-(2-hydroxyphenyl)-4-hydroxymethyl-5-phenyloxazol

Conditions
ConditionsYield
In chlorobenzene at 80 - 110℃; for 25h;61%
2-Iodobenzoyl chloride
609-67-6

2-Iodobenzoyl chloride

(1R,2R)-2-amino-1-phenylpropane-1,3-diol
46032-98-8

(1R,2R)-2-amino-1-phenylpropane-1,3-diol

(R,R)-[2-(2-iodophenyl)-4,5-dihydrooxazol-4-yl]phenylmethanol
872052-36-3

(R,R)-[2-(2-iodophenyl)-4,5-dihydrooxazol-4-yl]phenylmethanol

Conditions
ConditionsYield
Stage #1: 2-Iodobenzoyl chloride; (1R,2R)-2-amino-1-phenylpropane-1,3-diol With triethylamine In dichloromethane at 0℃; for 0.5h;
Stage #2: With dmap; p-toluenesulfonyl chloride In dichloromethane for 16h; Heating;		59%
2-(2-chlorophenyl)-2-(6,7-dihydrothieno[3,2-c]pyridine-5(4H)-yl)acetic acid
90055-55-3

2-(2-chlorophenyl)-2-(6,7-dihydrothieno[3,2-c]pyridine-5(4H)-yl)acetic acid

(1R,2R)-2-amino-1-phenylpropane-1,3-diol
46032-98-8

(1R,2R)-2-amino-1-phenylpropane-1,3-diol

(S)-(+)-α-(2-chlorophenyl)-6,7-dihydro-4H-thieno[3,2-c]pyridine-5-acetic acid, (1R,2R)-(-)-2-amino-1-phenyl-1,3-propanediol salt
917613-69-5

(S)-(+)-α-(2-chlorophenyl)-6,7-dihydro-4H-thieno[3,2-c]pyridine-5-acetic acid, (1R,2R)-(-)-2-amino-1-phenyl-1,3-propanediol salt

Conditions
ConditionsYield
In isopropyl alcohol at 5℃; for 2h; Heating / reflux;57%
(1R,2R)-2-amino-1-phenylpropane-1,3-diol
46032-98-8

(1R,2R)-2-amino-1-phenylpropane-1,3-diol

3,3'-bis(3-bromopropoxy)-2,2'-dimethyl-1,1'-biphenyl

3,3'-bis(3-bromopropoxy)-2,2'-dimethyl-1,1'-biphenyl

(S)-3-amino-1,2-dihydroxypropane hydrochloride

(S)-3-amino-1,2-dihydroxypropane hydrochloride

A

(1R,1'R,2R,2'R)-2,2'-((((2,2'-dimethyl-[1,1'-biphenyl]-3,3'-diyl)bis(oxy))bis(propane-3,1-diyl))bis(azanediyl))bis(1-phenylpropane-1,3-diol)

(1R,1'R,2R,2'R)-2,2'-((((2,2'-dimethyl-[1,1'-biphenyl]-3,3'-diyl)bis(oxy))bis(propane-3,1-diyl))bis(azanediyl))bis(1-phenylpropane-1,3-diol)

B

(S)-3-((3-((3'-(3-(((1R,2R)-1,3-dihydroxy-1-phenylpropan-2-yl)amino)propoxy)-2,2'-dimethyl-[1,1'-biphenyl]-3-yl)oxy)propyl)amino)propane-1,2-diol

(S)-3-((3-((3'-(3-(((1R,2R)-1,3-dihydroxy-1-phenylpropan-2-yl)amino)propoxy)-2,2'-dimethyl-[1,1'-biphenyl]-3-yl)oxy)propyl)amino)propane-1,2-diol

Conditions
ConditionsYield
Stage #1: (1R,2R)-2-amino-1-phenylpropane-1,3-diol; 3,3'-bis(3-bromopropoxy)-2,2'-dimethyl-1,1'-biphenyl With N-ethyl-N,N-diisopropylamine In methanol at 65℃; for 24h; Inert atmosphere;
Stage #2: (S)-3-amino-1,2-dihydroxypropane hydrochloride With N-ethyl-N,N-diisopropylamine In methanol at 65℃; Inert atmosphere;		A 54%
B 17%
...Expand
(1R,2R)-2-amino-1-phenylpropane-1,3-diol
46032-98-8

(1R,2R)-2-amino-1-phenylpropane-1,3-diol

2-Hydroxy-5-nitro-benzimidic acid methyl ester

2-Hydroxy-5-nitro-benzimidic acid methyl ester

(4S,5S)-4,5-Dihydro-2-(2-hydroxy-5-nitrophenyl)-4-hydroxymethyl-5-phenyloxazol

(4S,5S)-4,5-Dihydro-2-(2-hydroxy-5-nitrophenyl)-4-hydroxymethyl-5-phenyloxazol

Conditions
ConditionsYield
In chlorobenzene at 80 - 110℃; for 25h;52%
2-iodobenzonitrile
4387-36-4

2-iodobenzonitrile

(1R,2R)-2-amino-1-phenylpropane-1,3-diol
46032-98-8

(1R,2R)-2-amino-1-phenylpropane-1,3-diol

[(R,R)-2-(2-iodophenyl)-5-phenyl-4,5-dihydrooxazol-4-yl]methanol
872052-32-9

[(R,R)-2-(2-iodophenyl)-5-phenyl-4,5-dihydrooxazol-4-yl]methanol

Conditions
ConditionsYield
With cadmium(II) acetate In chlorobenzene for 16h; Heating;40%
(1R,2R)-2-amino-1-phenylpropane-1,3-diol
46032-98-8

(1R,2R)-2-amino-1-phenylpropane-1,3-diol

methyl iodide
74-88-4

methyl iodide

(1R,2R)-2-amino-3-methoxy-1-phenylpropan-1-ol
51594-35-5

(1R,2R)-2-amino-3-methoxy-1-phenylpropan-1-ol

Conditions
ConditionsYield
Stage #1: (1R,2R)-2-amino-1-phenylpropane-1,3-diol With potassium hydride In tetrahydrofuran at 20℃; for 12h; Inert atmosphere;
Stage #2: methyl iodide In tetrahydrofuran at 20℃; for 4h; Inert atmosphere;		11%
formaldehyd
50-00-0

formaldehyd

(1R,2R)-2-amino-1-phenylpropane-1,3-diol
46032-98-8

(1R,2R)-2-amino-1-phenylpropane-1,3-diol

(7aR)-1c-phenyl-(7ar)-dihydro-oxazolo[3,4-c]oxazole
906331-30-4

(7aR)-1c-phenyl-(7ar)-dihydro-oxazolo[3,4-c]oxazole

Conditions
ConditionsYield
With benzene
heptanal
111-71-7

heptanal

(1R,2R)-2-amino-1-phenylpropane-1,3-diol
46032-98-8

(1R,2R)-2-amino-1-phenylpropane-1,3-diol

(7aR)-3ξ,5ξ-dihexyl-1c-phenyl-(7ar)-dihydro-oxazolo[3,4-c]oxazole
114947-26-1

(7aR)-3ξ,5ξ-dihexyl-1c-phenyl-(7ar)-dihydro-oxazolo[3,4-c]oxazole

Conditions
ConditionsYield
With benzene
dichloroacetic acid methyl ester
116-54-1

dichloroacetic acid methyl ester

(1R,2R)-2-amino-1-phenylpropane-1,3-diol
46032-98-8

(1R,2R)-2-amino-1-phenylpropane-1,3-diol

(1R,2R)-2-(2,2-dichloro-acetylamino)-1-phenyl-propane-1,3-diol
25126-19-6

(1R,2R)-2-(2,2-dichloro-acetylamino)-1-phenyl-propane-1,3-diol

Conditions
ConditionsYield
With methanol
dichloroacetyl-phosphorous acid diethyl ester
872302-03-9

dichloroacetyl-phosphorous acid diethyl ester

(1R,2R)-2-amino-1-phenylpropane-1,3-diol
46032-98-8

(1R,2R)-2-amino-1-phenylpropane-1,3-diol

(1R,2R)-2-(2,2-dichloro-acetylamino)-1-phenyl-propane-1,3-diol
25126-19-6

(1R,2R)-2-(2,2-dichloro-acetylamino)-1-phenyl-propane-1,3-diol

Conditions
ConditionsYield
With ethanol; triisoamylamine

(1R,2R)-(-)-2-Amino-1-phenyl-1,3-propanediol Chemical Properties

IUPAC Name: (1R,2R)-2-amino-1-phenylpropane-1,3-diol
The MF of (1R,2R)-(-)-2-Amino-1-phenyl-1,3-propanediol(46032-98-8): C9H13NO2
The MW of (1R,2R)-(-)-2-Amino-1-phenyl-1,3-propanediol(46032-98-8): 167.21
EINECS: 256-250-8
mp: 112-118 °C(lit.)
alpha: -39 °(c=1, 1N HCl)
refractive index: -26.5 ° (C=1, MeOH)
Molar Refractivity: 47 cm3 
Molar Volume: 138.5 cm3 
Polarizability: 18.63 10-24 cm3 
Surface Tension: 57.8 dyne/cm
Density: 1.206 g/cm3 
Flash Point: 171.9 °C 
Enthalpy of Vaporization: 63.98 kJ/mol 
Boiling Point: 360.6 °C at 760 mmHg 
Vapour Pressure: 7.87E-06 mmHg at 25°C
Categories: Amino Alcohols (Chiral);Asymmetric Synthesis;Chiral Building Blocks;Synthetic Organic Chemistry;Amino Alcohols;Chiral Building Blocks;Organic Building Blocks
Synonyms: (1R,2R)-(-)-2-AMINO-1-PHENYL-1,3-PROPANEDIOL;(1R,2R)-2-AMINO-1-PHENYLPROPANE-1,3-DIOL;(2R,3R)-3-PHENYLSERINOL;(2R,3S)-PHENYLSERINOL;[R(R*,R*)]-2-amino-1-phenylpropane-1,3-diol;(1R,2S)-3-Phenylserinol;1,3-Propanediol, 2-amino-1-phenyl-, [R-(R*,R*)]-;(1R,2R)-1-Phenyl-2-amino-1,3-propanediol
The Structure of (1R,2R)-(-)-2-Amino-1-phenyl-1,3-propanediol(46032-98-8):

(1R,2R)-(-)-2-Amino-1-phenyl-1,3-propanediol Safety Profile

Hazard Codes: Xi
Risk Statements: 36/37/38
36/37/38:  Irritating to eyes, respiratory system and skin 
Safety Statements: 26-36-37/39
26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 
36:  Wear suitable protective clothing 
37/39:  Wear suitable gloves and eye/face protection 
RIDADR: UN 3259 8/PG 3
WGK Germany: 3

(1R,2R)-(-)-2-Amino-1-phenyl-1,3-propanediol Specification

1. First Aid Measures
Ingestion:
Get medical aid. Wash mouth out with water.
Inhalation:
Remove from exposure to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
Skin:
Get medical aid. Flush skin with plenty of soap and water for at least 15 minutes while removing contaminated clothing and shoes.
Eyes:
Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
2. Handling and Storage
Storage:
Store in a cool, dry place. Store in a tightly closed container.
Handling:
Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes.

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