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3-O-Benzyl-4-(hydroxymethyl-1,2-O-isopropylidene)-alpha-D-erythropentofuranose

CAS No.
63593-03-3
Chemical Name:
3-O-Benzyl-4-(hydroxymethyl-1,2-O-isopropylidene)-alpha-D-erythropentofuranose
Synonyms
((3aR,6S,6aR)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxole-5,5-diyl)dimethanol;((3aR,6S,6aR);-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxole-5,5-diyl);Furo[2,3-d]-1,3-dio xole,a-D-erythro-pentofuranose deriv.;3-O-Benzyl-4-hydroxymethyl-1,2-O-isopropylidene-D-furanose;a-D-erythro-Pentofuranose,4-C-(hydroxymethyl)-1,2-O-(1-methy...;1,2-O-Isopropylidene-3-O-benzyl-4-hydroxymethyl-α-D-ribofuranose;3-O-Benzyl-4-(hydroxymethyl)-1,2-O-isopropylidene-a-D-ribofuranose;3-O-benzyl-4-C-hydroxyMethyl-1,2-O-isopropylidene-α-D-ribofuranose;3-O-Benzyl-4-(hydroxymethyl)-1,2-O-isopropylidene-α-D-ribofuranose
CBNumber:
CB8839343
Molecular Formula:
C16H22O6
Molecular Weight:
310.34
MDL Number:
MFCD08704144
MOL File:
63593-03-3.mol
Last updated:2025-07-24 18:13:53
Product description Number Pack Size Price
3-O-Benzyl-4-(hydroxymethyl)-1,2-O-isopropylidene-a-D-ribofuranose B297060 25mg $45
3-O-Benzyl-4-(hydroxymethyl)-1,2-O-isopropylidene-a-D-ribofuranose B297060 250mg $75
3-O-Benzyl-4-(hydroxymethyl)-1,2-O-isopropylidene-a-D-ribofuranose MB05163 2g $50
3-O-Benzyl-4-(hydroxymethyl-1,2-O-isopropylidene)-alpha-D-erythropentofuranose 97% OR927884 1g $66
3-O-Benzyl-4-(hydroxymethyl)-1,2-O-isopropylidene-a-D-ribofuranose MB05163 5G $100
More product size

3-O-Benzyl-4-(hydroxymethyl-1,2-O-isopropylidene)-alpha-D-erythropentofuranose Properties

Boiling point 442.5±45.0 °C(Predicted)
Density 1.29
storage temp. 2-8°C
pka 13.95±0.10(Predicted)
Appearance White to off-white Solid
optical activity Consistent with structure
InChI InChI=1/C16H22O6/c1-15(2)20-12-13(19-8-11-6-4-3-5-7-11)16(9-17,10-18)22-14(12)21-15/h3-7,12-14,17-18H,8-10H2,1-2H3/t12-,13+,14+/s3
InChIKey QVXXTLFHRGMIHD-AEMUBKJBNA-N
SMILES [C@]12([H])OC(C)(C)O[C@@]1([H])OC(CO)(CO)[C@H]2OCC1C=CC=CC=1 |&1:0,7,15,r|

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H332-H335
Precautionary statements  P261-P280-P305+P351+P338
HS Code  2932990090

3-O-Benzyl-4-(hydroxymethyl-1,2-O-isopropylidene)-alpha-D-erythropentofuranose price More Price(28)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TRC B297060 3-O-Benzyl-4-(hydroxymethyl)-1,2-O-isopropylidene-a-D-ribofuranose 63593-03-3 25mg $45 2021-12-16 Buy
TRC B297060 3-O-Benzyl-4-(hydroxymethyl)-1,2-O-isopropylidene-a-D-ribofuranose 63593-03-3 250mg $75 2021-12-16 Buy
Biosynth Carbosynth MB05163 3-O-Benzyl-4-(hydroxymethyl)-1,2-O-isopropylidene-a-D-ribofuranose 63593-03-3 2g $50 2021-12-16 Buy
Apolloscientific OR927884 3-O-Benzyl-4-(hydroxymethyl-1,2-O-isopropylidene)-alpha-D-erythropentofuranose 97% 63593-03-3 1g $66 2021-12-16 Buy
Biosynth Carbosynth MB05163 3-O-Benzyl-4-(hydroxymethyl)-1,2-O-isopropylidene-a-D-ribofuranose 63593-03-3 5G $100 2021-12-16 Buy
Product number Packaging Price Buy
B297060 25mg $45 Buy
B297060 250mg $75 Buy
MB05163 2g $50 Buy
OR927884 1g $66 Buy
MB05163 5G $100 Buy

3-O-Benzyl-4-(hydroxymethyl-1,2-O-isopropylidene)-alpha-D-erythropentofuranose Chemical Properties,Uses,Production

Chemical Properties

White powder

Synthesis

Formaldehyde

50-00-0

3-o-benzyl-1,2-o-isopropylidene-a-d-ribo-pentadialdo-1,4-furanose

63593-02-2

3-O-Benzyl-4-(hydroxymethyl-1,2-O-isopropylidene)-alpha-D-erythropentofuranose

63593-03-3

The general procedure for the synthesis of ((3aR,6S,6aR)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxazole-5,5-diyl)dimethanol from formaldehyde and the compound (CAS: 63593-02-2) was as follows: to a 3000 mL round-bottomed flask at room temperature was added compound 269-4 (100 g 359.32 mmol, 1.00 equiv) to a solution of tetrahydrofuran (500 mL). Water (500 mL) was then added. After the mixture was cooled to 0 °C, sodium hydroxide solution (600 mL, 2N aqueous solution) was slowly added, followed by aqueous formaldehyde solution (240 mL, 37%). The reaction mixture was stirred at room temperature overnight. After the reaction was completed, the mixture was diluted with ethyl acetate (1500 mL) and washed with saturated aqueous sodium bicarbonate solution. Finally, the mixture was washed with aqueous sodium chloride solution (3 x 500 mL).

References

[1] Tetrahedron, 2002, vol. 58, # 26, p. 5335 - 5345
[2] Patent: US2015/366888, 2015, A1. Location in patent: Paragraph 1083; 1087
[3] Patent: US2015/366887, 2015, A1. Location in patent: Paragraph 1015; 1019
[4] Patent: US2015/105341, 2015, A1. Location in patent: Paragraph 1148

50-00-0
63593-02-2
63593-03-3
Synthesis of 3-O-Benzyl-4-(hydroxymethyl-1,2-O-isopropylidene)-alpha-D-erythropentofuranose from Formaldehyde and 3-o-benzyl-1,2-o-isopropylidene-a-d-ribo-pentadialdo-1,4-furanose
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3-O-Benzyl-4-(hydroxymethyl-1,2-O-isopropylidene)-alpha-D-erythropentofuranose Spectrum

((3aR,6S,6aR) -2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxole-5,5-diyl) 3-O-benzyl-4-C-(hydroxymethyl)-1,2-O-isopropylidene-a-D-ribofuranose 3-O-BENZYL-4-(HYDROXYMETHYL-1,2-O-ISOPROPYLIDENE)-ALPHA-D-ERYTHROPENTOFURANOSE 3-O-Benzyl-4-(hydroxymethyl)-1,2-O-isopropylidene-a-D-ribofuranose 3-O-Benzyl-4-C-hydroxymethyl-1,2-O-isopropylidene-alpha-D-ribofuranose 3-O-Benzyl-4-(hydroxyMethyl)-1,2-O-isopropylidene-alfa-D-ribofuranose ((3aR,6S,6aR)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxole-5,5-diyl)dimethanol 3-O-benzyl-4-C-hydroxymethyl-1,2-O-isopropylidene-α-D-erythro-pentofuranose 4-C-(hydroxymethyl)-1,2-O-(1-methylethylidene)-3-O-(phenylmethyl)-alpha-D-erythro-pentofuranose [(3aR,6S,6aR)-6-(benzyloxy)-5-(hydroxymethyl)-2,2-dimethyl-tetrahydro-2H-furo[2,3-d][1,3]dioxol-5-yl]methanol a-D-erythro-Pentofuranose,4-C-(hydroxyMethyl)-1,2-O -(1-Methylethylidene)-3-O-(phenylMethyl)- Furo[2,3-d]-1,3-dio xole,a-D-erythro-pentofuranose deriv. 3-O-benzyl-4-C-hydroxyMethyl-1,2-O-isopropylidene-α-D-ribofuranose α-D-erythro-Pentofuranose, 4-C-(hydroxymethyl)-1,2-O-(1-methylethylidene)-3-O-(phenylmethyl)- 3-O-BENZYL-4-(HYDROXYMETHYL-1,2-O-ISOPROPYLIDENE)-ALPHA-D-ERYTHROPENTOFURANOSE USP/EP/BP [(3aR,6S,6aR)-5-(hydroxymethyl)-2,2-dimethyl-6-phenylmethoxy-6,6a-dihydro-3aH-furo[2,3-d][1,3]dioxol-5-yl]methanol 3-O-Benzyl-4-hydroxymethyl-1,2-O-isopropylidene-D-furanose a-D-erythro-Pentofuranose,4-C-(hydroxymethyl)-1,2-O-(1-methy... TIANFU-CHEM 3-O-BENZYL-4-(HYDROXYMETHYL-1,2-O-ISOPROPYLIDENE)-ALPHA-D-ERYTHROPENTOFURANOSE 1,2-O-Isopropylidene-3-O-benzyl-4-hydroxymethyl-α-D-ribofuranose 4-C-(Hydroxymethyl)-1,2-O-(1-methylethylidene)-3-O-(phenylmethyl)-α-D-erythro-pentofuranose 3-O-BENZYL-4-(HYDROXYMETHYL-1,2-O-ISOPROPYLIDENE)-α-D-ERYTHROPENTOFURANOSE α-?D-?erythro-?Pentofuranose,4-?C-?(hydroxymethyl)?-?1,?2-?O-?(1-?methylethylidene)?-?3-?O-?(phenylmethyl)?- 3-O-Benzyl-4-(hydroxymethyl)-1,2-O-isopropylidene-ALPHA-D-ribofuranose 3-O-Benzyl-4-(hydroxymethyl)-1,2-O-isopropylidene-α-D-ribofuranose [(3aR,6S,6aR)-6-(benzyloxy)-5-(hydroxymethyl)-2,2-dimethyl-tetrahydro-2H-furo[2,3-d][1,3]dioxol-5-yl]methanol - [B87137] 63593-03-3