Your Location：Home >Products >Pharmaceutical intermediates >533-67-5
Product Details
|
Purification Methods |
Dissolve 2-deoxy--D-ribose in a little H2O, evaporate to a syrup (in a vacuum), and seed to crystallise. Triturate the crystals with a little EtOAc containing 5% MeOH, decant and dry in vacuum over P2O5. It is best purified via the anilide which separates from a mixture of the ribose (100-125g) in MeOH (100mL) and redistilled aniline (40mL) in a few minutes. After standing for 20hours at room temperature, it is cooled to 0o, filtered, washed with 50% aqueous MeOH and Et2O followed by recrystallisation from ethylene glycol monomethyl ether. The anilide has m 172-173o, [ ] D 25 +46o (equilibrium in pyridine). The anilide (5g), benzaldehyde (5mL) and benzoic acid (0.5g) in H2O (150mL) are shaken mechanically for 2024hours. The aqueous phase is extracted with Et2O (3x), decolourised with a little charcoal and evaporated in a vacuum to a syrup. This is dried over P2O5 in high vacuum. The syrupy sugar weighs 3.1g and crystallises in a few days, but more rapidly on seeding. Triturate it with a little EtOAc containing 5% MeOH, decant and dry it over P2O5. At this stage it has m 78-82o, [ ] D 25 -57o (c 1, H2O final). This is a mixture of and anomers. Pure -anomer is obtained by recrystallisation from EtOAc The -anomer when recrystallised from EtOAc and isoPrOH has m 96-98o, [ ] D 25 -55o (c 0.5, H2O final). [Sowden Biochemical Preparations 5 75 1957.] The mutarotation is as follows: [] D 20.5 +96.3o(0minutes), -76o(33minutes), -56o (24hours) (c 5.8 MeOH). It is moderately hygroscopic and should be kept in a well stoppered bottle. It also crystallises from diethyl ether. [Deriaz et al. J Chem Soc 1879 1949, Beilstein 1 IV 4181, Hauske & Rapoport J Org Chem 4 4 2472 1979.] |
|
Definition |
ChEBI: 2-deoxy-D-ribose is a deoxypentose that is D-ribose in which the hydroxy group at position C-2 is replaced by hydrogen. It has a role as a human metabolite, a Saccharomyces cerevisiae metabolite and a mouse metabolite. It is functionally related to a D-ribose. |
InChI:InChI=1/C5H10O4/c6-2-4-3(7)1-5(8)9-4/h3-8H,1-2H2/t3-,4+,5-/m0/s1
-
Understanding the prebiotic genesis of 2...
The invention provides a method for prep...
This work describes the application of t...
The absolute configuration of 1,2,3-prim...
sodium 3-deoxy-D-mannonate
2-Deoxy-D-ribose
| Conditions | Yield |
|---|---|
|
sodium 3-deoxy-D-mannonate;
With
hydrogenchloride;
In
water;
pH=5;
With
sodium hypochlorite; acetic acid;
In
water;
at 40 - 45 ℃;
for 2h;
pH=5 - 6;
|
95% |
|
sodium 3-deoxy-D-mannonate;
With
hydrogenchloride;
In
water;
pH=5;
With
hydrogenchloride; sodium hypochlorite; acetaldehyde;
In
water;
at 40 - 45 ℃;
for 2h;
pH=5 - 6;
|
94% |
|
sodium 3-deoxy-D-mannonate;
With
hydrogenchloride;
In
water;
pH=5;
With
hydrogenchloride; sodium hypochlorite; formaldehyd;
In
water;
at 40 - 45 ℃;
for 2h;
pH=5 - 6;
|
94% |
|
sodium 3-deoxy-D-mannonate;
With
hydrogenchloride;
In
water;
pH=5;
With
sodium hypochlorite; acetaldehyde; acetic acid;
In
water;
at 40 - 45 ℃;
for 2h;
pH=5 - 6;
|
94% |
|
sodium 3-deoxy-D-mannonate;
With
sodium hypochlorite;
In
water;
for 1 - 4h;
pH=4.5 - 5.0;
With
sodium sulfite;
In
water;
|
93% |
|
sodium 3-deoxy-D-mannonate;
With
hydrogenchloride;
In
water;
pH=5;
With
sodium hypochlorite; formic acid;
In
water;
at 40 - 45 ℃;
for 2h;
pH=5 - 6;
|
93% |
potassium 2-dehydro-3-deoxy-D-gluconate
2-Deoxy-D-ribose
| Conditions | Yield |
|---|---|
|
potassium 2-dehydro-3-deoxy-D-gluconate;
With
sulfuric acid; hydrogen;
palladium 10% on activated carbon;
In
water;
at 50 ℃;
With
calcium carbonate;
In
water;
With
calcium hydroxide; carbon dioxide; dihydrogen peroxide; copper diacetate; iron(II) sulfate;
more than 3 stages;
|
47% |
3-deoxy-D-glucose
D-glucose
3-O-methyl-D-glucose
O3-(toluene-4-sulfonyl)-D-glucose
2-deoxy-D-ribonic acid
1-O-methyl-2-deoxy-D-ribofuranoside
1,3,5-tri-O-benzoyl-2-deoxy-β-D-ribopyranosa
tri-O-benzoyl-α-D-erythro-2-deoxy-pentopyranose
CAS：936015-60-0
CAS：59-30-3
CAS：99685-96-8
