D-Threonine supplier | CasNO.632-20-2

Name
D-Threonine
EINECS 211-171-8
CAS No. 632-20-2
Article Data106
CAS DataBase
Density 1.307 g/cm³
Solubility soluble in water
Melting Point 274 °C
Formula C₄H₉NO₃
Boiling Point 345.8 °C at 760 mmHg
Molecular Weight 119.12
Flash Point 162.9 °C
Transport Information
Appearance white crystalline powder or crystals
Safety 24/25-37/39-26
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms (R)-Threonine;Threonine, D-;
PSA 83.55000
LogP -0.52060

Synthetic route

: 134936-33-7, 137787-32-7, 137787-33-8
(2R,3R)-2-Benzyloxycarbonylamino-4,4,4-trichloro-3-hydroxy-butyric acid

: 632-20-2
D-Threonine

Conditions

Conditions	Yield
With hydrogen; palladium dihydroxide In methanol under 760 Torr; for 3h;	100%

: tert-butyl (2R,3S)-2-[N-(tert-butoxycarbonyl)amino]-3-(trichloroacetoxy)butanoate

: 632-20-2
D-Threonine

Conditions

Conditions	Yield
With hydrogenchloride; water at 90℃; for 24h;	98%

: 75-07-0
acetaldehyde

(R)-AFCMT-(GlyGly)Cu(II): (R)-AFCMT-(GlyGly)Cu(II)

A: 632-20-2
D-Threonine

B: 24830-94-2
D-allo-threonine

Conditions

Conditions	Yield
With sodium methylate at 25℃; for 4h; Yields of byproduct given;	A 96% B n/a
With sodium methylate at 25℃; for 1h; Yield given;	A 93% B n/a

...Expand

: 72-19-5, 80-68-2, 144-98-9, 632-20-2, 2676-21-3, 7004-04-8, 24830-94-2, 28954-12-3, 36676-50-3
DL-threonine

: 632-20-2
D-Threonine

Conditions

Conditions	Yield
With 3400 U whole cells In aq. phosphate buffer at 37℃; for 5h; pH=7; Enzymatic reaction;	90.7%
With L-threonine dehydratase Resolution of racemate; Enzymatic reaction;	n/a

: 197302-88-8
N-acetyl-D-threonine

: 632-20-2
D-Threonine

Conditions

Conditions	Yield
With hydrogenchloride In methanol	85%
With Agrobacterium tumefaciens C58 recombinant Atu3266 protein; water at 30℃; for 15h; pH=7.6; Enzymatic reaction;

: 205534-30-1
Acetic acid (1S,2R)-2-acetylamino-1-methyl-2-((S)-1-phenyl-ethylcarbamoyl)-ethyl ester

: 632-20-2
D-Threonine

Conditions

Conditions	Yield
With hydrogenchloride In methanol for 25h; Heating;	74%

: 7505-36-4
N-formyl-O-methyl-Ds-threonine

: 632-20-2
D-Threonine

Conditions

Conditions	Yield
With hydrogen bromide

: 153893-46-0
N-chloroacetyl-L-threonine

: 632-20-2
D-Threonine

Conditions

Conditions	Yield
Hydrolysis.mit Hilfe eines Enzym-Praeparats aus Nieren und Kochen des unveraendert zurueckbleibenden N-Chloracetyl-Ds-threonins mit 2n-HCl;

: 43188-50-7
N-(toluene-4-sulfonyl)-DS-threonine

: 632-20-2
D-Threonine

Conditions

Conditions	Yield
With hydrogenchloride

: 906324-06-9
N-benzoyl-Ds-threonine

: 632-20-2
D-Threonine

Conditions

Conditions	Yield
With hydrogenchloride

: 7402-25-7
N-(4-nitro-benzoyl)-Ds-threonine

: 632-20-2
D-Threonine

Conditions

Conditions	Yield
With hydrogen bromide

: 87068-79-9
N,N-phthaloyl-DL-threonine

: 632-20-2
D-Threonine

Conditions

Conditions	Yield
With brucine

: 80-68-2
DL-threonine

A: 632-20-2
D-Threonine

B: 72-19-5
L-threonine

: 98432-01-0
methyl 2-acetamido-3-oxobutanoate

A: 632-20-2
D-Threonine

B: 72-19-5
L-threonine

: 72-19-5, 80-68-2, 144-98-9, 632-20-2, 2676-21-3, 7004-04-8, 24830-94-2, 28954-12-3, 36676-50-3
rac-allo-threonine

Conditions

Conditions	Yield
With hydrogen; Chiraphos-Ru Yield given. Yields of byproduct given. Title compound not separated from byproducts;

...Expand

: 87378-29-8
(3R,6S,1'S)-3-(1-Hydroxyethyl)-6-isopropyl-2,5-dimethoxy-3,6-dihydropyrazine

A: 72-18-4
L-valine

B: 632-20-2
D-Threonine

Conditions

Conditions	Yield
Yield given. Multistep reaction. Yields of byproduct given;

: 111492-38-7
D-threo (2S,3S) Ethyl 2-acetamido-3-hydroxybutyrate

: 632-20-2
D-Threonine

Conditions

Conditions	Yield
With hydrogenchloride for 3h; Heating;

: nickelous 2-[(E)-[[2-[(2S)-1-benzylpyrrolidine-2-carbonyl]azanidylphenyl]-phenylmethylene]amino]acetate

: 75-07-0
acetaldehyde

A: 632-20-2
D-Threonine

B: 28954-12-3
(2S,3S)-2-amino-3-hydroxybutanoic acid

C: 72-19-5
L-threonine

Conditions

Conditions	Yield
With hydrogenchloride; sodium methylate; acetic acid 1) MeOH, rt, 2 h, 2) MeOH,reflux; Yield given. Multistep reaction. Yields of byproduct given;
With hydrogenchloride; triethylamine 1) MeOH, 2 months, rt, 2) MeOH, reflux; Yield given. Multistep reaction. Yields of byproduct given;

...Expand

: 75-07-0
acetaldehyde

: Nickel(II); {[1-(2-{[1-((S)-1-benzyl-pyrrolidin-2-yl)-1-hydroxy-meth-(Z)-ylidene]-amino}-phenyl)-meth-(Z)-ylidene]-amino}-acetate

A: 632-20-2
D-Threonine

B: 24830-94-2
D-allo-threonine

C: 28954-12-3
(2S,3S)-2-amino-3-hydroxybutanoic acid

D: 72-19-5
L-threonine

Conditions

Conditions	Yield
With hydrogenchloride; sodium methylate Product distribution; 1.) MeOH, 20 deg C, 1 h, 2.) H2O, reflux; other reagent;

...Expand

: 75-07-0
acetaldehyde

: 82704-15-2
(S)-2-<(N-benzylprolyl)amino>acetophenone

: 56-40-6
glycine

A: 632-20-2
D-Threonine

B: 24830-94-2
D-allo-threonine

C: 28954-12-3
(2S,3S)-2-amino-3-hydroxybutanoic acid

D: 72-19-5
L-threonine

Conditions

Conditions	Yield
With hydrogenchloride; hydrogen sulfide; copper(II) sulfate; triethylamine Product distribution; various reaction conditions, stereoselectivity;

...Expand

: 75-07-0
acetaldehyde

: 56-40-6
glycine

A: 632-20-2
D-Threonine

B: 24830-94-2
D-allo-threonine

C: 28954-12-3
(2S,3S)-2-amino-3-hydroxybutanoic acid

D: 72-19-5
L-threonine

Conditions

Conditions	Yield
With (S)-15-formyl-14-hydroxy-2,8-dithia<9>(2,5)pyridinophane; hydroxide; zinc Product distribution; or propionaldehyde;
With zinc(II) nitrate; (R)-15-hydroxy-3,9-dithia-12-azabicyclo<9.2.2>pentadeca-11,13,14-triene-14-carboxyaldehyde; N-2-hydroxyethylpiperazine-N'-2-ethanesulfonic acid In methanol; water at 35℃; pH 8.0; Title compound not separated from byproducts;
Yield given. Multistep reaction;
With zinc(II) nitrate; (S)-15-hydroxy-6,6-bis<<4'-<(dimethylamino)methyl>benzyl>thio>-3,9-dithia-12-azabicyclo<9.2.2>pentadeca-11,13,14-triene-14-carboxyaldehyde; sodium acetate In methanol; water at 35℃; pH 5.0; Title compound not separated from byproducts;
With 5-(4-Me2NCH2C6H4S-)-3-HO-5,6,7,8-H4-quinoline-4-carbaldehyde; copper dichloride In ethanol; water at 40℃; pH=4.0; Product distribution; Further Variations:; Reagents; pH-values;

...Expand

: 75-07-0
acetaldehyde

: C21H21N3O3(2-)*Cu(2+)

A: 632-20-2
D-Threonine

B: 24830-94-2
D-allo-threonine

C: 82704-14-1
(S)-2-{(N-benzyl-2-pyrrolidinyl)carbonylamino}benzaldehyde

Conditions

Conditions	Yield
Yield given. Multistep reaction. Yields of byproduct given;

...Expand

: 75-07-0
acetaldehyde

: C22H23N3O3(2-)*Cu(2+)

A: 632-20-2
D-Threonine

B: 24830-94-2
D-allo-threonine

C: 82704-15-2
(S)-2-<(N-benzylprolyl)amino>acetophenone

Conditions

Conditions	Yield
Yield given. Multistep reaction. Yields of byproduct given;

...Expand

: 75-07-0
acetaldehyde

: C23H25N3O3(2-)*Cu(2+)

A: 632-20-2
D-Threonine

B: 24830-94-2
D-allo-threonine

C: 82704-16-3
(S)-1-Benzyl-piperidine-2-carboxylic acid (2-acetyl-phenyl)-amide

Conditions

Conditions	Yield
Yield given. Multistep reaction. Yields of byproduct given;

...Expand

: 75-07-0
acetaldehyde

A: 632-20-2
D-Threonine

B: 24830-94-2
D-allo-threonine

C: 28954-12-3
(2S,3S)-2-amino-3-hydroxybutanoic acid

D: 72-19-5
L-threonine

Conditions

Conditions	Yield
With hydrogenchloride; triethylamine 1.) MeOH, 20 deg C, 1 h, 2.) H2O, reflux; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

...Expand

: 87378-29-8, 87421-18-9
1-((S)-5-Isopropyl-3,6-dimethoxy-2,5-dihydro-pyrazin-2-yl)-ethanol

A: 72-18-4
L-valine

B: 632-20-2
D-Threonine

C: 24830-94-2
D-allo-threonine

Conditions

Conditions	Yield
With hydrogenchloride 1) 2 h, r. t., 2) 1 h reflux; Yield given. Title compound not separated from byproducts;

...Expand

: 122871-70-9
(4R,5S)-5-methyl-2-oxooxazolidine-4-carboxylic acid

: 632-20-2
D-Threonine

Conditions

Conditions	Yield
With hydrogenchloride at 110℃; for 36h; Yield given;

: 75-07-0
acetaldehyde

: {[1-(15-Hydroxy-3,9-dithia-12-aza-bicyclo[9.2.2]pentadeca-1(14),11(15),12-trien-14-yl)-meth-(E)-ylidene]-amino}-acetic acid

A: 632-20-2
D-Threonine

B: 24830-94-2
D-allo-threonine

C: 28954-12-3
(2S,3S)-2-amino-3-hydroxybutanoic acid

D: 72-19-5
L-threonine

Conditions

Conditions	Yield
With sodium hydroxide; zinc(II) cation; sodium hydrogencarbonate 2) aq. MeOH, r.t., 24 h; Yield given. Multistep reaction. Further byproducts given. Yields of byproduct given. Title compound not separated from byproducts;

...Expand

: 75-07-0
acetaldehyde

: {[1-(15-Hydroxy-3,9-dithia-12-aza-bicyclo[9.2.2]pentadeca-1(14),11(15),12-trien-14-yl)-meth-(E)-ylidene]-amino}-acetic acid

A: 632-20-2
D-Threonine

B: 24830-94-2
D-allo-threonine

C: 28954-12-3
(2S,3S)-2-amino-3-hydroxybutanoic acid

D: 72-19-5
L-threonine

Conditions

Conditions	Yield
With sodium hydroxide; zinc(II) cation; sodium hydrogencarbonate 2) aq. MeOH, r.t., 24 h; Yield given. Multistep reaction. Further byproducts given. Yields of byproduct given. Title compound not separated from byproducts;

...Expand

: 75-07-0
acetaldehyde

: 56-40-6
glycine

A: 632-20-2
D-Threonine

B: 24830-94-2
D-allo-threonine

Conditions

Conditions	Yield
With D-threonine aldolase; pyridoxal 5'-phosphate; diothiothreitol In water at 14 - 37℃; Product distribution; Kinetics; effect of additives and reaction time, pH effect;
With recombinant D-threonine aldolase from the green alga Chlamydomonas reinhardtii In aq. buffer at 70℃; pH=8.4; Catalytic behavior; Kinetics; pH-value; Temperature; Enzymatic reaction;	A n/a B n/a
With 4-morpholineethanesulfonic acid; pyridoxal 5'-phosphate; D-threonine aldolase from Delftia sp. RIT313 cloned and expressed in Escherichia coli BL21; sodium hydroxide; manganese(ll) chloride In water at 25℃; for 0.5h; pH=6; Kinetics; Temperature; Time; pH-value; Aldol Addition; Enzymatic reaction; stereoselective reaction;

...Expand

: 96193-69-0
O-phospho-D-threonine

: 632-20-2
D-Threonine

Conditions

Conditions	Yield
With alkaline phosphatase In water at 37℃; for 24h;	8.0 % Chromat.

: 67-56-1
methanol

: 632-20-2
D-Threonine

: 82679-55-8
D-threonine methyl ester

Conditions

Conditions	Yield
With hydrogenchloride at 20℃; Heating / reflux;	100%
With thionyl chloride for 1h; Reflux;	100%
With thionyl chloride at 60℃; for 3h;	71%

: 632-20-2
D-Threonine

: 24424-99-5
di-tert-butyl dicarbonate

: 2592-18-9, 23082-29-3, 23082-30-6, 55674-67-4, 85979-33-5, 86748-77-8
(2R,3S)-2-tert-butoxycarbonylamino-3-hydroxybutyric acid

Conditions

Conditions	Yield
With sodium hydroxide In water; tert-butyl alcohol at 20℃; for 23h;	100%
With sodium hydrogencarbonate In methanol; water at 20℃; for 36h; Inert atmosphere;	95%
With sodium carbonate In tetrahydrofuran; water	87%

: 67-56-1
methanol

: 632-20-2
D-Threonine

: 60538-15-0
(2R,3S)-2-amino-3-hydroxy-butyric acid methyl ester hydrochloride

Conditions

Conditions	Yield
With hydrogenchloride Heating;	100%
With thionyl chloride at 25℃; for 48h; Esterification;	100%
With hydrogenchloride at 20℃; for 5h;	100%

: 632-20-2
D-Threonine

: 28920-43-6
(fluorenylmethoxy)carbonyl chloride

: 157355-81-2
(((9H-fluoren-9-yl)methoxy)carbonyl)-D-threonine

Conditions

Conditions	Yield
With sodium carbonate In 1,4-dioxane	100%

: 632-20-2
D-Threonine

: 104-15-4
toluene-4-sulfonic acid

: 107-18-6
allyl alcohol

: H-D-Thr-Oallyl p-tolunenesulfonate

Conditions

Conditions	Yield
In toluene at 140℃; for 24h; Dean-Stark; Schlenk technique; Inert atmosphere;	100%
In benzene for 42h; Heating;

...Expand

: 67-56-1
methanol

: 632-20-2
D-Threonine

: 24424-99-5
di-tert-butyl dicarbonate

: 18162-48-6
tert-butyldimethylsilyl chloride

: 914799-28-3
methyl (2R,3S)-2-(tert-butoxycarbonylamino)-3-(tert-butyldimethylsilyloxy)butanoate

Conditions

Conditions	Yield
Stage #1: methanol; D-Threonine With thionyl chloride for 2h; Heating; Stage #2: di-tert-butyl dicarbonate With sodium hydrogencarbonate In 1,4-dioxane; water at 20℃; for 2.5h; Stage #3: tert-butyldimethylsilyl chloride With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 10h;	100%

...Expand

: 457889-46-2
(4′-(trifluoromethyl)-[1,1′-biphenyl]-4-yl)methanol

: 1659-31-0
2,2'-dipyridyl carbonate

: 632-20-2
D-Threonine

: 1439368-11-2
(2R,3S)-3-hydroxy-2-[[4-[4-(trifluoromethyl)-phenyl]-phenyl]-methoxycarbonylamino]-butanoic acid

Conditions

Conditions	Yield
Stage #1: (4′-(trifluoromethyl)-[1,1′-biphenyl]-4-yl)methanol; 2,2'-dipyridyl carbonate With dmap In dichloromethane at 20℃; for 15h; Inert atmosphere; Stage #2: D-Threonine With sodium hydrogencarbonate In tetrahydrofuran; water at 20℃; for 15h;	100%
Stage #1: (4′-(trifluoromethyl)-[1,1′-biphenyl]-4-yl)methanol; 2,2'-dipyridyl carbonate With dmap In dichloromethane at 20℃; for 15h; Inert atmosphere; Stage #2: D-Threonine With sodium hydrogencarbonate In tetrahydrofuran; water at 20℃; for 15h;	100%
Stage #1: (4′-(trifluoromethyl)-[1,1′-biphenyl]-4-yl)methanol; 2,2'-dipyridyl carbonate With dmap In dichloromethane at 20℃; for 15h; Inert atmosphere; Stage #2: D-Threonine With sodium hydrogencarbonate In tetrahydrofuran; water at 20℃; for 15h;	0.21 g

...Expand

: 1659-31-0
2,2'-dipyridyl carbonate

: 632-20-2
D-Threonine

: 160278-20-6
3-(4-hydroxymethyl-phenyl)thiophene

: 1439368-16-7
(2R,3S)-3-hydroxy-2-[({[4-(thiophen-3-yl)phenyl]methoxy}carbonyl)amino]butanoic acid

Conditions

Conditions	Yield
Stage #1: 2,2'-dipyridyl carbonate; 3-(4-hydroxymethyl-phenyl)thiophene With dmap In dichloromethane at 20℃; for 15h; Inert atmosphere; Stage #2: D-Threonine With sodium hydrogencarbonate In tetrahydrofuran; water at 20℃; for 15h;	100%
Stage #1: 2,2'-dipyridyl carbonate; 3-(4-hydroxymethyl-phenyl)thiophene With dmap In dichloromethane at 20℃; for 15h; Inert atmosphere; Stage #2: D-Threonine With sodium hydrogencarbonate In tetrahydrofuran; water at 20℃; for 15h;	0.188 g
Stage #1: 2,2'-dipyridyl carbonate; 3-(4-hydroxymethyl-phenyl)thiophene With dmap In dichloromethane at 20℃; for 15h; Inert atmosphere; Stage #2: D-Threonine With sodium hydrogencarbonate In tetrahydrofuran; water at 20℃; for 15h;	0.188 g

...Expand

: 67-56-1
methanol

: 632-20-2
D-Threonine

: D-threonine methyl ester hydrochloride

Conditions

Conditions	Yield
With hydrogenchloride; thionyl chloride at 0℃; for 2h; Reflux;	99%
With thionyl chloride at 0 - 20℃; for 24h;

: 632-20-2
D-Threonine

: 18162-48-6
tert-butyldimethylsilyl chloride

: 1126450-23-4
(2R,3S)-2-(tert-butoxycarbonylamino)-3-(tert-butyldimethylsilyloxy)butanoic acid

Conditions

Conditions	Yield
With 1H-imidazole In N,N-dimethyl-formamide at 0 - 20℃; Inert atmosphere;	98%

: 632-20-2
D-Threonine

: 1182369-29-4
3-(2-bromoethyl)-2-chloro-4-fluorobenzonitrile

: 1182369-30-7
(2R,3S)-2-(3-chloro-4-cyano-2-vinyl-phenylamino)-3-hydroxy-butyric acid

Conditions

Conditions	Yield
With potassium carbonate In dimethyl sulfoxide at 20 - 85℃;	97%

: 1659-31-0
2,2'-dipyridyl carbonate

: 632-20-2
D-Threonine

: 108-93-0
cyclohexanol

: 1439367-66-4
(2R,3S)-2-(((cyclohexyloxy)carbonyl)amino)-3-hydroxybutanoic acid

Conditions

Conditions	Yield
Stage #1: 2,2'-dipyridyl carbonate; cyclohexanol With dmap In dichloromethane at 20℃; for 15h; Inert atmosphere; Stage #2: D-Threonine With sodium hydrogencarbonate In tetrahydrofuran; water at 20℃; for 15h;	97%
Stage #1: 2,2'-dipyridyl carbonate; cyclohexanol With dmap In dichloromethane at 20℃; for 15h; Inert atmosphere; Stage #2: D-Threonine With sodium hydrogencarbonate In tetrahydrofuran; dichloromethane; water at 20℃; for 15h; Inert atmosphere;	0.3 g
Stage #1: 2,2'-dipyridyl carbonate; cyclohexanol With dmap In dichloromethane at 20℃; for 15h; Inert atmosphere; Stage #2: D-Threonine With sodium hydrogencarbonate In tetrahydrofuran; water at 20℃; for 15h;	0.3 g

...Expand

: 1659-31-0
2,2'-dipyridyl carbonate

: 632-20-2
D-Threonine

: 208259-47-6
4-cyclohexylphenylmethyl alcohol

: 1439368-01-0
(2R,3S)-2-[{[(4-cyclohexylphenyl)methoxy]carbonyl}amino]-3-hydroxybutanoic acid

Conditions

Conditions	Yield
Stage #1: 2,2'-dipyridyl carbonate; 4-cyclohexylphenylmethyl alcohol With dmap In dichloromethane at 20℃; for 15h; Inert atmosphere; Stage #2: D-Threonine With sodium hydrogencarbonate In tetrahydrofuran; water at 20℃; for 15h;	96%
Stage #1: 2,2'-dipyridyl carbonate; 4-cyclohexylphenylmethyl alcohol With dmap In dichloromethane at 20℃; for 15h; Inert atmosphere; Stage #2: D-Threonine With sodium hydrogencarbonate In tetrahydrofuran; water at 20℃; for 15h;	0.32 g
Stage #1: 2,2'-dipyridyl carbonate; 4-cyclohexylphenylmethyl alcohol With dmap In dichloromethane at 20℃; for 15h; Inert atmosphere; Stage #2: D-Threonine With sodium hydrogencarbonate In tetrahydrofuran; water at 20℃; for 15h;	0.32 g

...Expand

: 632-20-2
D-Threonine

(4-phenylphenyl)methyl pyridyl carbonate: (4-phenylphenyl)methyl pyridyl carbonate

: 1598377-15-1
(2R,3S)-3-hydroxy-2-[(4-phenylphenyl)methoxycarbonylamino]butanoic acid

Conditions

Conditions	Yield
With sodium hydrogencarbonate In tetrahydrofuran; water at 20℃; for 15h;	96%

: 1659-31-0
2,2'-dipyridyl carbonate

: 632-20-2
D-Threonine

: 4117-14-0
2-decyn-1-ol

: (2R,3S)-2-(dec-2-ynoxycarbonylamino)-3-hydroxybutanoic acid

Conditions

Conditions	Yield
Stage #1: 2,2'-dipyridyl carbonate; 2-decyn-1-ol With dmap In dichloromethane at 20℃; for 15h; Inert atmosphere; Stage #2: D-Threonine With sodium hydrogencarbonate In tetrahydrofuran; water at 20℃; for 15h;	96%

...Expand

: 1659-31-0
2,2'-dipyridyl carbonate

: 632-20-2
D-Threonine

: 60834-63-1
p-butylbenzyl alcohol

: (2R,3S)-2-({[(4-butylphenyl)methoxy]carbonyl}amino)-3-hydroxybutanoic acid

Conditions

Conditions	Yield
Stage #1: 2,2'-dipyridyl carbonate; p-butylbenzyl alcohol With dmap In dichloromethane at 20℃; for 15h; Inert atmosphere; Stage #2: D-Threonine With sodium hydrogencarbonate In tetrahydrofuran; water at 20℃; for 15h;	94%

...Expand

: 495-76-1
piperonol

: 1659-31-0
2,2'-dipyridyl carbonate

: 632-20-2
D-Threonine

: 1439368-05-4
(2R,3S)-2-{[(2H-1,3-benzodioxol-5-ylmethoxy)carbonyl]amino}-3-hydroxybutanoic acid

Conditions

Conditions	Yield
Stage #1: piperonol; 2,2'-dipyridyl carbonate With dmap In dichloromethane at 20℃; for 15h; Inert atmosphere; Stage #2: D-Threonine With sodium hydrogencarbonate In tetrahydrofuran; water at 20℃; for 15h;	92%
Stage #1: piperonol; 2,2'-dipyridyl carbonate With dmap In dichloromethane at 20℃; for 15h; Inert atmosphere; Stage #2: D-Threonine With sodium hydrogencarbonate In tetrahydrofuran; water at 20℃; for 15h;	0.337 g
Stage #1: piperonol; 2,2'-dipyridyl carbonate With dmap In dichloromethane at 20℃; for 15h; Inert atmosphere; Stage #2: D-Threonine With sodium hydrogencarbonate In tetrahydrofuran; water at 20℃; for 15h;	0.337 g

...Expand

: 1659-31-0
2,2'-dipyridyl carbonate

: 632-20-2
D-Threonine

: 13485-84-2
[4-(cyclohexoxy)-phenyl]-methanol

: 1439368-20-3
(2R,3S)-2-[({[4-(cyclohexyloxy)phenyl]methoxy}carbonyl)amino]-3-hydroxybutanoic acid

Conditions

Conditions	Yield
Stage #1: 2,2'-dipyridyl carbonate; [4-(cyclohexyloxy)phenyl]methanol With dmap In dichloromethane at 20℃; for 15h; Inert atmosphere; Stage #2: D-Threonine With sodium hydrogencarbonate In tetrahydrofuran; water at 20℃; for 15h;	91%
Stage #1: 2,2'-dipyridyl carbonate; [4-(cyclohexyloxy)phenyl]methanol With dmap In dichloromethane at 20℃; for 15h; Inert atmosphere; Stage #2: D-Threonine With sodium hydrogencarbonate In tetrahydrofuran; water at 20℃; for 15h;	0.214 g
Stage #1: 2,2'-dipyridyl carbonate; [4-(cyclohexyloxy)phenyl]methanol With dmap In dichloromethane at 20℃; for 15h; Inert atmosphere; Stage #2: D-Threonine With sodium hydrogencarbonate In tetrahydrofuran; water at 20℃; for 15h;	0.214 g

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: 632-20-2
D-Threonine

: 59703-00-3
4-ethyl-2,3-dioxopiperazine-1-carbonyl chloride

: C11H17N3O6

Conditions

Conditions	Yield
With sodium carbonate In water at 20℃; for 11h; Reagent/catalyst; Solvent; Large scale;	90.2%

: 632-20-2
D-Threonine

: 638-41-5
pentyl chloroformate

: 1439367-11-9
(2R,3S)-3-hydroxy-2-{[(pentyloxy)carbonyl]amino}butanoic acid

Conditions

Conditions	Yield
With tetrabutylammomium bromide; sodium hydrogencarbonate In tetrahydrofuran; water at 20℃; for 18h;	90%
With tetrabutylammomium bromide; sodium hydrogencarbonate In tetrahydrofuran; water at 20℃; for 18h;	90%
With tetrabutylammomium bromide; sodium hydrogencarbonate In tetrahydrofuran; water at 20℃; for 18h;	90%

: 632-20-2
D-Threonine

: 188346-51-2
(1S,3E)-5-<(2,5-dioxo-1-pyrrolidinyl)oxy>-1-<(1R,2E)-1-methyl-3-phenyl-2-propenyl>-5-oxo-3-pentenyl-(2S)-<3-<<(1,1-dimethylethoxy)carbonyl>amino>-2,2-dimethyl-1-oxopropoxy>-4-methylpentanoate

: 240428-50-6
N-<(1,1-dimethylethoxy)carbonyl>-2,2-dimethyl-β-alanyl-(2S)-2-hydroxy-4-(methylpentanoyl)-(2E,5S,6R,7E)-5-hydroxy-6-methyl-8-phenyl-2,7-octadienoyl-D-threonine

Conditions

Conditions	Yield
With N,O-bis-(trimethylsilyl)-acetamide In N,N-dimethyl-formamide at 55 - 60℃;	89%

: 632-20-2
D-Threonine

: 458560-24-2
2-phenylethyl pyridin-2-yl carbonate

: 1439367-76-6
2-phenylethyl 2-oxopyridine-1-carboxylate

: 1439367-77-7
(2R,3S)-3-hydroxy-2-(phenethyloxycarbonylamino)-butanoic acid

Conditions

Conditions	Yield
With sodium hydrogencarbonate In tetrahydrofuran; water	89%

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: 632-20-2
D-Threonine

: 22509-74-6
N-ethoxycarbonylphthalimide

: 103239-32-3
(2R,3S)-N-Phthaloylthreonin

Conditions

Conditions	Yield
With sodium carbonate In water	88%

: 632-20-2
D-Threonine

: 501-53-1
benzyl chloroformate

: 5618-95-1, 19728-63-3, 41151-16-0, 85995-53-5, 119221-16-8, 80384-27-6
(2R,3S)-2-{[(benzyloxy)carbonyl]amino}-3-hydroxybutanoic acid

Conditions

Conditions	Yield
With sodium hydrogencarbonate In tetrahydrofuran; water at 0℃; for 1.5h;	85%
With sodium hydrogencarbonate In tetrahydrofuran; water at 20℃; for 1h;	76%
With sodium hydrogencarbonate In tetrahydrofuran; water for 18h; Ambient temperature;

: 1659-31-0
2,2'-dipyridyl carbonate

: 632-20-2
D-Threonine

: [4-(3-bromo-2-thienyl)phenyl]methanol

: (2R,3S)-2-[({[4-(3-bromothiophen-2-yl)phenyl]methoxy}carbonyl)amino]-3-hydroxybutanoic acid

Conditions

Conditions	Yield
Stage #1: 2,2'-dipyridyl carbonate; [4-(3-bromo-2-thienyl)phenyl]methanol With dmap In dichloromethane at 20℃; for 15h; Inert atmosphere; Stage #2: D-Threonine With sodium hydrogencarbonate In tetrahydrofuran; water at 20℃; for 15h;	85%

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D-Threonine Specification

The IUPAC name of D-Threonine is (2R,3S)-2-amino-3-hydroxybutanoic acid. With the CAS registry number 632-20-2, it is also named as (R)-Threonine. The product's categories are Amino Acids Series; Miscellaneous; Protected Amino Acid & Peptides; Threonine [Thr, T]; Amino Acids and Derivatives; alpha-Amino Acids; Amino Acids; Biochemistry; Amino Acids, and the other registry number is 6350-52-3. Besides, it is white crystalline powder or crystals, which should be stored in sealed containers in a cool, dry place away from oxidizing agents. In addition, its molecular formula is C₄H₉NO₃ and molecular weight is 119.12.

The other characteristics of this product can be summarized as: (1)EINECS: 211-171-8; (2)ACD/LogP: -1.23; (3)# of Rule of 5 Violations: 0; (4)ACD/LogD (pH 5.5): -3.73; (5)ACD/LogD (pH 7.4): -3.73; (6)ACD/BCF (pH 5.5): 1; (7)ACD/BCF (pH 7.4): 1; (8)ACD/KOC (pH 5.5): 1; (9)ACD/KOC (pH 7.4): 1; (10)#H bond acceptors: 4; (11)#H bond donors: 4; (12)#Freely Rotating Bonds: 4; (13)Index of Refraction: 1.507; (14)Molar Refractivity: 27.13 cm³; (15)Molar Volume: 91.1 cm³; (16)Surface Tension: 60 dyne/cm; (17)Density: 1.307 g/cm³; (18)Flash Point: 162.9 °C; (19)Melting Point: 274 °C; (20)alpha: 28 °(c=6, water); (21)Enthalpy of Vaporization: 68.32 kJ/mol; (22)Boiling Point: 345.8 °C at 760 mmHg; (23)Vapour Pressure: 3.77E-06 mmHg at 25 °C.

Preparation and Uses of D-Threonine: frist of all, you can use DL-Threonine to react with Chloroacetyl chloride. After concentrated in vacuo, please extract it by the use of Acetone. At last, you would obtain this chemical by resolution with acylase. Additionally, this chemical is used for biochemical research.

When you are using this chemical, please be cautious about it as the following: it is irritating to eyes, respiratory system and skin. In case of contact with eyes, please rinse immediately with plenty of water and seek medical advice. And you should wear suitable gloves and eye/face protection to avoid contact with skin and eyes.

People can use the following data to convert to the molecule structure.
(1)SMILES: O=C(O)[C@H](N)[C@@H](O)C
(2)InChI: InChI=1/C4H9NO3/c1-2(6)3(5)4(7)8/h2-3,6H,5H2,1H3,(H,7,8)/t2-,3+/m0/s1
(3)InChIKey: AYFVYJQAPQTCCC-STHAYSLIBE

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
rat	LD50	intraperitoneal	5361mg/kg (5361mg/kg)	BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY) LUNGS, THORAX, OR RESPIRATION: DYSPNEA	Archives of Biochemistry and Biophysics. Vol. 64, Pg. 319, 1956.

Product Name

D-Threonine

Synthetic route

D-Threonine Specification

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