Product Name

  • Name

    2-Deoxy-D-ribonic-1,4-lactone

  • EINECS
  • CAS No. 34371-14-7
  • Article Data72
  • CAS DataBase
  • Density 1.439 g/cm3
  • Solubility
  • Melting Point
  • Formula C5H8O4
  • Boiling Point 395.281 °C at 760 mmHg
  • Molecular Weight 132.116
  • Flash Point 179.1 °C
  • Transport Information
  • Appearance
  • Safety
  • Risk Codes
  • Molecular Structure Molecular Structure of 34371-14-7 (2-Deoxy-D-ribonic-1,4-lactone)
  • Hazard Symbols
  • Synonyms (4S,5R)-4-Hydroxy-5-hydroxymethylfuran-2-one;2-Deoxy-D-erythro-pentono-g-lactone;2-Deoxy-D-ribono-1,4-lactone;2-Deoxy-D-ribonolactone;2'-Deoxyribolactone;
  • PSA 66.76000
  • LogP -1.34490

Synthetic route

1-(2'-Deoxy-β-D-erythro-pentafuranosyl)-7-nitroindole
201605-71-2

1-(2'-Deoxy-β-D-erythro-pentafuranosyl)-7-nitroindole

A

2-deoxy-D-ribonolactone
34371-14-7

2-deoxy-D-ribonolactone

B

7-nitrosoindole

7-nitrosoindole

Conditions
ConditionsYield
In methanol for 15h; Irradiation;A 97%
B 59%
Decomposition; Irradiation;
3,4-O-(R)-benzylidene-2-deoxy-D-erythro-ribono-1,5-lactone
146918-99-2

3,4-O-(R)-benzylidene-2-deoxy-D-erythro-ribono-1,5-lactone

2-deoxy-D-ribonolactone
34371-14-7

2-deoxy-D-ribonolactone

Conditions
ConditionsYield
With trifluoroacetic acid In chloroform; water at 70℃; for 10h;96%
With trifluoroacetic acid In chloroform Heating;
3-O-benzyl-2-deoxy-D-ribonolactone
91879-31-1

3-O-benzyl-2-deoxy-D-ribonolactone

2-deoxy-D-ribonolactone
34371-14-7

2-deoxy-D-ribonolactone

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In methanol at 20℃; for 24h;96%
Conditions
ConditionsYield
With rhodium hydrido (PEt3)3 complex; 1-Phenylbut-1-en-3-one In N,N-dimethyl-formamide at 40℃; for 4h;93%
With bromine In water at 20℃; for 24h; Sealed tube;76%
Conditions
ConditionsYield
With bromine In water at 20℃; for 120h; Inert atmosphere;90%
With bromine In water for 96h; Ambient temperature;86%
With bromine In water at 20℃; for 120h; Sealed tube;75%
3-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-3-trimethylsilanyloxy-propionic acid ethyl ester
138851-86-2

3-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-3-trimethylsilanyloxy-propionic acid ethyl ester

2-deoxy-D-ribonolactone
34371-14-7

2-deoxy-D-ribonolactone

Conditions
ConditionsYield
With trifluoroacetic acid In tetrahydrofuran90%
2-Deoxy-D-ribose
533-67-5

2-Deoxy-D-ribose

2-deoxy-D-ribonolactone
34371-14-7

2-deoxy-D-ribonolactone

Conditions
ConditionsYield
With bromine In water at 25℃; for 120h;88%
With bromine In water at 20℃; for 120h;78%
With bromine; potassium carbonate In water at 20℃; for 8h;70%
With bromine In water at 20℃; for 120h; Sealed tube;
With bromine In water at 20℃; for 120h; Sealed tube;
Ethyl (4''R)-(2,2-dimethyl-1,3-dioxolan-4-yl)-3-hydroxypropionate
274908-67-7

Ethyl (4''R)-(2,2-dimethyl-1,3-dioxolan-4-yl)-3-hydroxypropionate

2-deoxy-D-ribonolactone
34371-14-7

2-deoxy-D-ribonolactone

Conditions
ConditionsYield
With water; trifluoroacetic acid87%
(-)-(S)-3-((R)-2,2-dimethyl[1,3]dioxolan-4-yl)-3-hydroxypropanoic acid methyl ester
83159-90-4

(-)-(S)-3-((R)-2,2-dimethyl[1,3]dioxolan-4-yl)-3-hydroxypropanoic acid methyl ester

2-deoxy-D-ribonolactone
34371-14-7

2-deoxy-D-ribonolactone

Conditions
ConditionsYield
With trifluoroacetic acid In water for 2h; Ambient temperature;83.1%
With trifluoroacetic acid In water
With trifluoroacetic acid In water
With trifluoroacetic acid In water for 2h; Ambient temperature;
With water; trifluoroacetic acid In tetrahydrofuran at 20℃; for 4h;
3-O-p-Nitrophenyl-D-glucose
31285-04-8

3-O-p-Nitrophenyl-D-glucose

2-deoxy-D-ribonolactone
34371-14-7

2-deoxy-D-ribonolactone

Conditions
ConditionsYield
With 3-ethyl-4,5-dimethylthiazol-3-ium bromide; potassium carbonate; benzalacetophenone In acetonitrile at 130℃; for 0.25h; Microwave irradiation;53%
2-deoxy-D-ribonic acid sodium salt

2-deoxy-D-ribonic acid sodium salt

2-deoxy-D-ribonolactone
34371-14-7

2-deoxy-D-ribonolactone

Conditions
ConditionsYield
With chloro-trimethyl-silane at 20℃; for 4h;26%
2-deoxy-D-ribonolactone
34371-14-7

2-deoxy-D-ribonolactone

Conditions
ConditionsYield
With 2-mesityl-2,5,6,7-tetrahydropyrrolo[2,1-c][1,2,4]triazolium chloride; 1,8-diazabicyclo[5.4.0]undec-7-ene In toluene at 50℃; for 16h;13%
2'-Deoxyguanosine
961-07-9

2'-Deoxyguanosine

A

2,4-diamino-6-hydroxy-5-formylaminopyrimidine
51093-31-3

2,4-diamino-6-hydroxy-5-formylaminopyrimidine

B

9-(2-deoxy-β-D-erythropentopyranosyl)-2,4-diamino-5-formamidopyrimid-6-one
85888-50-2

9-(2-deoxy-β-D-erythropentopyranosyl)-2,4-diamino-5-formamidopyrimid-6-one

C

9-(2-deoxy-α-D-erythropentopyranosyl)-2,4-diamino-5-formamidopyrimid-6-one
85899-54-3

9-(2-deoxy-α-D-erythropentopyranosyl)-2,4-diamino-5-formamidopyrimid-6-one

D

2-deoxy-D-ribonolactone
34371-14-7

2-deoxy-D-ribonolactone

Conditions
ConditionsYield
With Nitrogen dioxide In water Irradiation; Further byproducts given;A 2.8%
B 3.1%
C 7.9%
D 2.1%
2'-Deoxyguanosine
961-07-9

2'-Deoxyguanosine

A

2-amino-1,9-dihydro-6H-purin-6-one
73-40-5

2-amino-1,9-dihydro-6H-purin-6-one

B

2,4-diamino-6-hydroxy-5-formylaminopyrimidine
51093-31-3

2,4-diamino-6-hydroxy-5-formylaminopyrimidine

C

(2S,3S,5R)-5-(2-amino-6-oxo-1H-purin-9(6H)-yl)-3-hydroxytetrahydrofuran-2-carbaldehyde
85888-51-3

(2S,3S,5R)-5-(2-amino-6-oxo-1H-purin-9(6H)-yl)-3-hydroxytetrahydrofuran-2-carbaldehyde

D

9-(2-deoxy-β-D-erythropentopyranosyl)-2,4-diamino-5-formamidopyrimid-6-one
85888-50-2

9-(2-deoxy-β-D-erythropentopyranosyl)-2,4-diamino-5-formamidopyrimid-6-one

E

9-(2-deoxy-α-D-erythropentopyranosyl)-2,4-diamino-5-formamidopyrimid-6-one
85899-54-3

9-(2-deoxy-α-D-erythropentopyranosyl)-2,4-diamino-5-formamidopyrimid-6-one

F

2-deoxy-D-ribonolactone
34371-14-7

2-deoxy-D-ribonolactone

G

9-(2-deoxy-α,β-D-erythropentopyranosyl)guanine; 9-(2-deoxy-α-D-erythropentofuranosyl)guanine ...

9-(2-deoxy-α,β-D-erythropentopyranosyl)guanine; 9-(2-deoxy-α-D-erythropentofuranosyl)guanine ...

Conditions
ConditionsYield
With Nitrogen dioxide In water Mechanism; Irradiation; gamma radio lysis;A n/a
B 2.8%
C 2.2%
D 3.1%
E 7.9%
F 2.1%
G n/a
D-Glucose
2280-44-6

D-Glucose

L-Lysine hydrochloride
657-27-2, 10098-89-2

L-Lysine hydrochloride

A

2-furanoic acid
88-14-2

2-furanoic acid

B

5-hydroxymethyl-furan-2-carboxylic acid
6338-41-6

5-hydroxymethyl-furan-2-carboxylic acid

C

5-(3,4,5,6-tetrahydropyrid-3-ylidenemethyl)-2-furanmethanol

5-(3,4,5,6-tetrahydropyrid-3-ylidenemethyl)-2-furanmethanol

D

1-deoxy-1-(N6-lysino)-D-fructose

1-deoxy-1-(N6-lysino)-D-fructose

E

(+/-)-2-formyl-5-(hydroxymethyl)pyrrole-1-norleucine

(+/-)-2-formyl-5-(hydroxymethyl)pyrrole-1-norleucine

F

2-deoxy-D-ribonolactone
34371-14-7

2-deoxy-D-ribonolactone

Conditions
ConditionsYield
In water for 30h; Product distribution; Heating; pH 4.5;
2-Bromo-2-deoxy-D-arabinono-γ-lactone
78138-89-3

2-Bromo-2-deoxy-D-arabinono-γ-lactone

2-deoxy-D-ribonolactone
34371-14-7

2-deoxy-D-ribonolactone

Conditions
ConditionsYield
With hydrogen; triethylamine; palladium on activated charcoal In ethyl acetate Yield given;
(S)-3-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-3-hydroxy-N,N-dimethyl-propionamide
132284-97-0

(S)-3-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-3-hydroxy-N,N-dimethyl-propionamide

2-deoxy-D-ribonolactone
34371-14-7

2-deoxy-D-ribonolactone

Conditions
ConditionsYield
With trifluoroacetic acid In water 1) 90 deg C, 2 h 2) benzene, heating; Yield given;
(S)-3-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-N,N-diethyl-3-hydroxy-propionamide
132284-98-1

(S)-3-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-N,N-diethyl-3-hydroxy-propionamide

2-deoxy-D-ribonolactone
34371-14-7

2-deoxy-D-ribonolactone

Conditions
ConditionsYield
With trifluoroacetic acid In water 1) 90 deg C, 2 h 2) benzene, heating; Yield given;
(S)-3-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-N-methoxy-N-methyl-3-trimethylsilanyloxy-propionamide
135388-61-3

(S)-3-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-N-methoxy-N-methyl-3-trimethylsilanyloxy-propionamide

2-deoxy-D-ribonolactone
34371-14-7

2-deoxy-D-ribonolactone

Conditions
ConditionsYield
With trifluoroacetic acid for 2h; Heating;
tert-butyl (4R)-4,5-O-isopropylidene-3,4,5-trihydroxypentanoate
106183-54-4, 106183-55-5

tert-butyl (4R)-4,5-O-isopropylidene-3,4,5-trihydroxypentanoate

A

(4R,5R)-4-hydroxy-5-hydroxymethyltetrahydrofuran-2-one
78185-08-7

(4R,5R)-4-hydroxy-5-hydroxymethyltetrahydrofuran-2-one

B

2-deoxy-D-ribonolactone
34371-14-7

2-deoxy-D-ribonolactone

Conditions
ConditionsYield
With trifluoroacetic acid at 90 - 95℃; for 2h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
3,5-O-Benzylidene-2-deoxy-D-ribonic Acid γ-Lactone
89448-50-0

3,5-O-Benzylidene-2-deoxy-D-ribonic Acid γ-Lactone

2-deoxy-D-ribonolactone
34371-14-7

2-deoxy-D-ribonolactone

Conditions
ConditionsYield
In chloroform; water; trifluoroacetic acid at 70℃; for 10h;
methyl (3S,4R)-3-(tert-butyldimethylsiloxy)-4,5-(isopropylidenedioxy)pentanoate
104578-83-8

methyl (3S,4R)-3-(tert-butyldimethylsiloxy)-4,5-(isopropylidenedioxy)pentanoate

2-deoxy-D-ribonolactone
34371-14-7

2-deoxy-D-ribonolactone

Conditions
ConditionsYield
With trifluoroacetic acid for 3h; Ambient temperature; Yield given;
2-deoxy-D-lyxonic acid
204388-60-3

2-deoxy-D-lyxonic acid

2-deoxy-D-ribonolactone
34371-14-7

2-deoxy-D-ribonolactone

Conditions
ConditionsYield
at 90℃; for 2h; Yield given;
(4R,5R)-3,3-dichloro-4-hydroxy-5-(hydroxymethyl)dihydrofuran-2(3H)-one

(4R,5R)-3,3-dichloro-4-hydroxy-5-(hydroxymethyl)dihydrofuran-2(3H)-one

2-deoxy-D-ribonolactone
34371-14-7

2-deoxy-D-ribonolactone

Conditions
ConditionsYield
With hydrogen; nickel; triethylamine In methanol for 3h;
1-(2-deoxy-2-iodo-β-D-ribofuranosyl)uracil
4753-03-1

1-(2-deoxy-2-iodo-β-D-ribofuranosyl)uracil

A

2,2'-Anhydrouridine
3736-77-4

2,2'-Anhydrouridine

B

(5S)-5-(hydroxymethyl)-5H-furan-2-one
78508-96-0

(5S)-5-(hydroxymethyl)-5H-furan-2-one

C

3'-keto-2'-deoxyuridine

3'-keto-2'-deoxyuridine

D

1-((2R,4S,5R)-3,4-Dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-1H-pyrimidine-2,4-dione

1-((2R,4S,5R)-3,4-Dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-1H-pyrimidine-2,4-dione

E

2'β-iodo-2'-deoxyuridine

2'β-iodo-2'-deoxyuridine

F

2-deoxy-D-ribonolactone
34371-14-7

2-deoxy-D-ribonolactone

Conditions
ConditionsYield
In water-d2 for 4h; Product distribution; Mechanism; Irradiation; var. solvents, in the presence of O2, also <1'-D>-2'α-iodo-2'-deoxyuridine, other deoxyoligonucleotides;A 2.0 % Spectr.
B 2.0 % Spectr.
C 1.0 % Spectr.
D 4.0 % Spectr.
E 13 % Spectr.
F 1.0 % Spectr.
1,6-anhydro-2,3-dideoxy-β-D-erythro-hexopyranos-2-ulose
58238-45-2

1,6-anhydro-2,3-dideoxy-β-D-erythro-hexopyranos-2-ulose

2-deoxy-D-ribonolactone
34371-14-7

2-deoxy-D-ribonolactone

Conditions
ConditionsYield
With hydrogenchloride; peracetic acid; dimethylsulfide; acetic acid Yield given. Multistep reaction;
1-[(2S,4S,5R)-2-(2,2-Dimethyl-propionyl)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl]-1H-pyrimidine-2,4-dione
173349-24-1

1-[(2S,4S,5R)-2-(2,2-Dimethyl-propionyl)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl]-1H-pyrimidine-2,4-dione

2-deoxy-D-ribonolactone
34371-14-7

2-deoxy-D-ribonolactone

Conditions
ConditionsYield
With air; water for 6h; Ambient temperature; Irradiation;
2'-Deoxyguanosine
961-07-9

2'-Deoxyguanosine

A

2-amino-1,9-dihydro-9-(tetrahydro-4-hydroxyfuran-2-yl)-(2R-trans)-6H-purin-6-one

2-amino-1,9-dihydro-9-(tetrahydro-4-hydroxyfuran-2-yl)-(2R-trans)-6H-purin-6-one

B

9-(2-deoxy-α-D-erythro-pentofuranosyl)-1,9-dihydro-6H-purin-6-one
19916-78-0

9-(2-deoxy-α-D-erythro-pentofuranosyl)-1,9-dihydro-6H-purin-6-one

C

2-amino-1,9-dihydro-6H-purin-6-one
73-40-5

2-amino-1,9-dihydro-6H-purin-6-one

D

2-deoxy-D-ribonolactone
34371-14-7

2-deoxy-D-ribonolactone

Conditions
ConditionsYield
at 20℃; Decomposition; Radiolysis; Further byproducts given;
2'-deoxyuridin-1'-yl radical
107672-28-6

2'-deoxyuridin-1'-yl radical

A

2-deoxy-D-ribonolactone
34371-14-7

2-deoxy-D-ribonolactone

B

1-((4S,5R)-2-Hydroperoxy-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-1H-pyrimidine-2,4-dione

1-((4S,5R)-2-Hydroperoxy-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-1H-pyrimidine-2,4-dione

Conditions
ConditionsYield
With tetranitromethane; oxygen In water at 20℃; Rate constant;
2'-Deoxycytidine
951-77-9

2'-Deoxycytidine

A

2-deoxy-D-ribonolactone
34371-14-7

2-deoxy-D-ribonolactone

B

N1-(2-deoxy-α-D-erythro-pentofuranosyl)biuret

N1-(2-deoxy-α-D-erythro-pentofuranosyl)biuret

C

N1-(2-deoxy-β-D-erythro-pyranosyl)biuret

N1-(2-deoxy-β-D-erythro-pyranosyl)biuret

D

(5'S,5S,6S)-5',6-cyclo-5-hydroxy-5,6-dihydro-2'-deoxyuridine

(5'S,5S,6S)-5',6-cyclo-5-hydroxy-5,6-dihydro-2'-deoxyuridine

Conditions
ConditionsYield
With menadione; water; oxygen at 10℃; Irradiation; Further byproducts given;A 9 mg
B 8 mg
C 6 mg
D 2 mg
tert-butyldimethylsilyl nitrate
146668-79-3

tert-butyldimethylsilyl nitrate

2-deoxy-D-ribonolactone
34371-14-7

2-deoxy-D-ribonolactone

3,5-di-O-(tert-butyldimethylsilyl)-2-deoxy-D-ribono-1,4-lactone
83159-91-5

3,5-di-O-(tert-butyldimethylsilyl)-2-deoxy-D-ribono-1,4-lactone

Conditions
ConditionsYield
With pyridine In tetrahydrofuran for 8h;99%
triisopropylsilyl chloride
13154-24-0

triisopropylsilyl chloride

2-deoxy-D-ribonolactone
34371-14-7

2-deoxy-D-ribonolactone

(4S,5R)-4-((triisopropylsilyl)oxy)-5-(((triisopropylsilyl)oxy)-methyl)dihydrofuran-2(3H)-one

(4S,5R)-4-((triisopropylsilyl)oxy)-5-(((triisopropylsilyl)oxy)-methyl)dihydrofuran-2(3H)-one

Conditions
ConditionsYield
With 1H-imidazole; dmap In acetonitrile at 20℃;98%
With 1H-imidazole; dmap In ethyl acetate; toluene; acetonitrile98%
With 1H-imidazole In N,N-dimethyl-formamide at 0 - 40℃; for 41h;94%
tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

2-deoxy-D-ribonolactone
34371-14-7

2-deoxy-D-ribonolactone

3,5-di-O-(tert-butyldimethylsilyl)-2-deoxy-D-ribono-1,4-lactone
83159-91-5

3,5-di-O-(tert-butyldimethylsilyl)-2-deoxy-D-ribono-1,4-lactone

Conditions
ConditionsYield
With 1H-imidazole In dichloromethane Ambient temperature;97.8%
With 1H-imidazole; dmap In N,N-dimethyl-formamide at 20℃; for 18h; Inert atmosphere;96%
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 24h; Inert atmosphere;80%
allyl bromide
106-95-6

allyl bromide

2-deoxy-D-ribonolactone
34371-14-7

2-deoxy-D-ribonolactone

C11H18O3
1595290-98-4

C11H18O3

Conditions
ConditionsYield
With chloro-trimethyl-silane; zinc In tetrahydrofuran at 20℃; for 4h; Barbier Coupling Reaction;86%
tert-butylchlorodiphenylsilane
58479-61-1

tert-butylchlorodiphenylsilane

2-deoxy-D-ribonolactone
34371-14-7

2-deoxy-D-ribonolactone

2-deoxy-3,5-di-O-(tert-butyldiphenylsilyl)-D-ribonolactone
175020-66-3

2-deoxy-3,5-di-O-(tert-butyldiphenylsilyl)-D-ribonolactone

Conditions
ConditionsYield
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 24h; Inert atmosphere;85%
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 24h;83%
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 24h;83%
With 1H-imidazole In N,N-dimethyl-formamide for 18h; Ambient temperature;
With 1H-imidazole In N,N-dimethyl-formamide for 12h;
2-deoxy-D-ribonolactone
34371-14-7

2-deoxy-D-ribonolactone

2-Deoxy-D-ribitol
13942-76-2

2-Deoxy-D-ribitol

Conditions
ConditionsYield
With hydrogen; Rh/C In water at 130℃; under 60006 Torr;85%
trityl chloride
76-83-5

trityl chloride

2-deoxy-D-ribonolactone
34371-14-7

2-deoxy-D-ribonolactone

5-O-trityl-2-deoxy-D-erythro-pentono-1,5-lactone
149142-33-6

5-O-trityl-2-deoxy-D-erythro-pentono-1,5-lactone

Conditions
ConditionsYield
In pyridine for 4h; Ambient temperature;84%
Conditions
ConditionsYield
With bis-(1,2-dimethylpropyl)borane for 24h; Ambient temperature;79%
With bis-(1,2-dimethylpropyl)borane In tetrahydrofuran for 22h; Ambient temperature;
With bis-(1,2-dimethylpropyl)borane In tetrahydrofuran
With sodium tetrahydroborate In acetic acid Yield given;
Multi-step reaction with 3 steps
1: imidazole / dimethylformamide / 3 h / Ambient temperature
2: 90.4 percent / DIBAL / toluene / 0.25 h / -78 °C
3: 62 percent / AcOH / tetrahydrofuran; H2O / 24 h / 60 - 70 °C
View Scheme
tetradecanoyl chloride
112-64-1

tetradecanoyl chloride

2-deoxy-D-ribonolactone
34371-14-7

2-deoxy-D-ribonolactone

5-O-tetradecanoyl-2-deoxy-D-ribonolactone
138433-87-1

5-O-tetradecanoyl-2-deoxy-D-ribonolactone

Conditions
ConditionsYield
With pyridine for 12h; Ambient temperature;78%
tert-butylchlorodiphenylsilane
58479-61-1

tert-butylchlorodiphenylsilane

2-deoxy-D-ribonolactone
34371-14-7

2-deoxy-D-ribonolactone

(4S,5R)-5-(((tert-butyldiphenylsilyl)oxy)methyl)-4-hydroxydihydrofuran-2(3H)-one
138433-75-7

(4S,5R)-5-(((tert-butyldiphenylsilyl)oxy)methyl)-4-hydroxydihydrofuran-2(3H)-one

Conditions
ConditionsYield
With pyridine for 12h; Ambient temperature;78%
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 16h; chemoselective reaction;5.1 g
4,4'-dimethoxytrityl chloride
40615-36-9

4,4'-dimethoxytrityl chloride

2-deoxy-D-ribonolactone
34371-14-7

2-deoxy-D-ribonolactone

5'-O-(4,4'-dimethoxytrityl)-2'-deoxy-D-ribonolactone
869494-51-9

5'-O-(4,4'-dimethoxytrityl)-2'-deoxy-D-ribonolactone

Conditions
ConditionsYield
With pyridine at 20℃; for 4h;78%
O-benzyl 2,2,2-trichloroacetimidate
81927-55-1

O-benzyl 2,2,2-trichloroacetimidate

2-deoxy-D-ribonolactone
34371-14-7

2-deoxy-D-ribonolactone

3O,5O-dibenzyl-2-deoxy-1,4-ribonolactone
78138-99-5

3O,5O-dibenzyl-2-deoxy-1,4-ribonolactone

Conditions
ConditionsYield
With trifluorormethanesulfonic acid In 1,4-dioxane pH 3;74%
1,3-Dichloro-1,1,3,3-tetraisopropyldisiloxane
69304-37-6

1,3-Dichloro-1,1,3,3-tetraisopropyldisiloxane

2-deoxy-D-ribonolactone
34371-14-7

2-deoxy-D-ribonolactone

(6aR,9aS)-2,2,4,4-tetraisopropyltetrahydro-8H-furo[3,2-f ][1,3,5,2,4]trioxadisilocin-8-one
169526-37-8

(6aR,9aS)-2,2,4,4-tetraisopropyltetrahydro-8H-furo[3,2-f ][1,3,5,2,4]trioxadisilocin-8-one

Conditions
ConditionsYield
With 1H-imidazole In N,N-dimethyl-formamide at 25℃; Schlenk technique; Inert atmosphere;73%
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 24h;72%
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; Inert atmosphere;28%
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 24h;
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 24h;2.42 g
tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

2-deoxy-D-ribonolactone
34371-14-7

2-deoxy-D-ribonolactone

5-tert-butyldimethylsilyl ether of (4S,5R)-4-hydroxy-5-hydroxymethyltetrahydrofuran-2-one
106183-57-7

5-tert-butyldimethylsilyl ether of (4S,5R)-4-hydroxy-5-hydroxymethyltetrahydrofuran-2-one

Conditions
ConditionsYield
With pyridine; silver nitrate In acetonitrile70%
With 1H-imidazole In N,N-dimethyl-formamide; acetonitrile for 16h;65%
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; Cooling with ice;58%
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 8h;56.4%
2-deoxy-D-ribonolactone
34371-14-7

2-deoxy-D-ribonolactone

2,5-dideoxy-5-iodo-D-ribonic acid-γ-lactone
82166-98-1

2,5-dideoxy-5-iodo-D-ribonic acid-γ-lactone

Conditions
ConditionsYield
With 1H-imidazole; carbon tetraiodide; triphenylphosphine In dichloromethane at 20℃; for 12h; Iodination;67%
With 1H-imidazole; carbon tetraiodide; triphenylphosphine In dichloromethane
p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

2-deoxy-D-ribonolactone
34371-14-7

2-deoxy-D-ribonolactone

(2S,3R)-(3-hydroxy-5-oxotetrahydrofuran-2-yl)methyl 4-methylbenzenesulfonate
91510-99-5

(2S,3R)-(3-hydroxy-5-oxotetrahydrofuran-2-yl)methyl 4-methylbenzenesulfonate

Conditions
ConditionsYield
In pyridine at -5℃; for 6h;57%
Stage #1: 2-deoxy-D-ribonolactone With pyridine at -15℃;
Stage #2: p-toluenesulfonyl chloride at -15 - 0℃; for 7h;
54%
acetic anhydride
108-24-7

acetic anhydride

2-deoxy-D-ribonolactone
34371-14-7

2-deoxy-D-ribonolactone

(-)-(4S,5R)-4-acetoxy-5-acetoxymethyl-4,5-dihydrofuran-2(3H)-one
84044-97-3

(-)-(4S,5R)-4-acetoxy-5-acetoxymethyl-4,5-dihydrofuran-2(3H)-one

Conditions
ConditionsYield
With pyridine; dmap55%
With 0,2,4-dichlorophenyl-0-methylisopropylamidothiophosphate In pyridine Ambient temperature; overnight;
With pyridine at 20℃; for 24h; Inert atmosphere;166 mg
benzaldehyde
100-52-7

benzaldehyde

2-deoxy-D-ribonolactone
34371-14-7

2-deoxy-D-ribonolactone

A

3,4-O-(R)-benzylidene-2-deoxy-D-erythro-ribono-1,5-lactone
146918-99-2

3,4-O-(R)-benzylidene-2-deoxy-D-erythro-ribono-1,5-lactone

B

3,4-O-(R)-benzylidene-2-deoxy-D-ribono-1,5-lactone

3,4-O-(R)-benzylidene-2-deoxy-D-ribono-1,5-lactone

Conditions
ConditionsYield
With hydrogenchloride for 20h; Ambient temperature;A 52%
B 8%
With hydrogenchloride for 20h; Ambient temperature;A 52%
B 8%
benzoyl chloride
98-88-4

benzoyl chloride

2-deoxy-D-ribonolactone
34371-14-7

2-deoxy-D-ribonolactone

3,5-di-O-benzoyl-2-deoxy-D-erythro-pentono-1,4-lactone

3,5-di-O-benzoyl-2-deoxy-D-erythro-pentono-1,4-lactone

Conditions
ConditionsYield
With pyridine43%
acetone
67-64-1

acetone

2-deoxy-D-ribonolactone
34371-14-7

2-deoxy-D-ribonolactone

3,4-O-isopropylidene-2-deoxy-D-ribono-1,5-lactone
146919-01-9

3,4-O-isopropylidene-2-deoxy-D-ribono-1,5-lactone

Conditions
ConditionsYield
With hydrogenchloride for 20h; Ambient temperature;36%

D-(+)-Ribonic acid-gamma-lactone Specification

The CAS register number of D-(+)-Ribonic acid-gamma-lactone is 34371-14-7. It also can be called as D-erythro-Pentonicacid, 2-deoxy-, g-lactone and the IUPAC name about this chemical is (4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-one.

Physical properties about D-(+)-Ribonic acid-gamma-lactone are: (1)ACD/BCF (pH 5.5): 1; (2)ACD/BCF (pH 7.4): 1; (3)ACD/KOC (pH 5.5): 1; (4)ACD/KOC (pH 7.4): 1; (5)#H bond acceptors: 4; (6)#H bond donors: 2; (7)#Freely Rotating Bonds: 3; (8)Polar Surface Area: 66.76Å2; (9)Index of Refraction: 1.522; (10)Molar Refractivity: 28.002 cm3; (11)Molar Volume: 91.815 cm3; (12)Polarizability: 11.101x10-24cm3; (13)Surface Tension: 60.509 dyne/cm; (14)Flash Point: 179.1 °C; (15)Enthalpy of Vaporization: 74.617 kJ/mol.

You can still convert the following datas into molecular structure:
(1)SMILES: C1[C@@H]([C@H](OC1=O)CO)O
(2)InChI: InChI=1/C5H8O4/c6-2-4-3(7)1-5(8)9-4/h3-4,6-7H,1-2H2/t3-,4+/m0/s1
(3)InChIKey: YIXDEYPPAGPYDP-IUYQGCFVBX
(4)Std. InChI: InChI=1S/C5H8O4/c6-2-4-3(7)1-5(8)9-4/h3-4,6-7H,1-2H2/t3-,4+/m0/s1
(5)Std. InChIKey: YIXDEYPPAGPYDP-IUYQGCFVSA-N

Post buying leads

About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia

Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog

©2008 LookChem.com,License: ICP

NO.:Zhejiang16009103

complaints:service@lookchem.com Desktop View