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Methyl 2,3,5-tri-O-benzyl-D-ribofuranoside

CAS No.
64363-77-5
Chemical Name:
Methyl 2,3,5-tri-O-benzyl-D-ribofuranoside
Synonyms
(2R,3R,4R)-3,4-Bis(benzyloxy)-2-((benzyloxy)methyl)-5-methoxytetrahydrofuran;Methyl-2,3,4-tri-O-benzyl-a/b-D-ribopyranoside;Methyl-2,3,4-tri-O-benzyl-α/β-D-ribopyranoside;Methyl 2,3,5-tris-O-(phenylmethyl)-D-Ribofuranoside;D-Ribofuranoside, Methyl 2,3,5-tris-O-(phenylMethyl)-;Methyl 2,3,5-tri-O-benzyl-D-ribofuranoside,Methyl 2,3,5-tris-O-(phenylmethyl)-D-Ribofuranoside
CBNumber:
CB12603552
Molecular Formula:
C27H30O5
Molecular Weight:
434.53
MDL Number:
MFCD23704947
MOL File:
64363-77-5.mol
MSDS File:
SDS
Last updated:2026-05-27 23:23:46

Methyl 2,3,5-tri-O-benzyl-D-ribofuranoside Properties

Boiling point 235 °C(Press: 0.3 Torr)
Density 1.17±0.1 g/cm3(Predicted)
storage temp. Sealed in dry,Room Temperature

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H302
Precautionary statements  P280-P305+P351+P338
REACH Registrations Active

Methyl 2,3,5-tri-O-benzyl-D-ribofuranoside price More Price(27)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Biosynth MM31847 Methyl 2,3,5-tri-O-benzyl-D-ribofuranoside 64363-77-5 500mg $155 2026-06-04 Buy
Biosynth MM31847 Methyl 2,3,5-tri-O-benzyl-D-ribofuranoside 64363-77-5 1000mg $300 2026-06-04 Buy
Biosynth MM31847 Methyl 2,3,5-tri-O-benzyl-D-ribofuranoside 64363-77-5 2000mg $560 2026-06-04 Buy
Biosynth MM31847 Methyl 2,3,5-tri-O-benzyl-D-ribofuranoside 64363-77-5 5000mg $1050 2026-06-04 Buy
Biosynth MM31847 Methyl 2,3,5-tri-O-benzyl-D-ribofuranoside 64363-77-5 10000mg $1800 2026-06-04 Buy
Product number Packaging Price Buy
MM31847 500mg $155 Buy
MM31847 1000mg $300 Buy
MM31847 2000mg $560 Buy
MM31847 5000mg $1050 Buy
MM31847 10000mg $1800 Buy

Methyl 2,3,5-tri-O-benzyl-D-ribofuranoside Chemical Properties, Uses, Production

Uses

Methyl 2,3,5-tri-O-benzyl-D-ribofuranoside is a purine nucleoside analog. Purine nucleoside analogs have broad antitumor activity targeting indolent lymphoid malignancies. Anticancer mechanisms in this process rely on inhibition of DNA synthesis, induction of apoptosis, etc[1].

Synthesis

.alpha.-D-Xylofuranoside, methyl

1824-96-0

Benzyl bromide

100-39-0

Methyl 2,3,5-tri-O-benzyl-D-ribofuranoside

64363-77-5

12 g (73.1 mmol) of methyl ALPHA-D-xylofuranoside was placed in a 250 mL aubergine flask, 160 mL of analytically pure DMF was added, and 17 g of NaH (60% dispersed in mineral oil) was added in batches under ice bath cooling. Subsequently, 38 mL of benzyl bromide was slowly added dropwise, and after completion of the dropwise addition, the reaction was gradually warmed to room temperature and stirred overnight. The reaction was monitored by TLC. Upon completion of the reaction, the reaction was quenched by careful addition of methanol and then the reaction mixture was extracted with ethyl acetate (EA). The organic phase was washed three times with water, dried over anhydrous sodium sulfate, filtered and concentrated. The crude product was purified by column chromatography (eluent: petroleum ether/ethyl acetate = 15:1 to 9:1) to afford the target compound (2R,4S)-3,4-bis(benzyloxy)-2-((phenylmethoxy)methyl)-5-methoxytetrahydrofuran (28.6 g, 65.8 mmol, 90% yield).

References

[1] Robak T, Robak P. Purine nucleoside analogs in the treatment of rarer chronic lymphoid leukemias. Curr Pharm Des. 2012;18(23):3373-88. DOI:10.2174/138161212801227005

Methyl 2,3,5-tri-O-benzyl-D-ribofuranoside Preparation Products And Raw materials

Methyl 2,3,5-tri-O-benzyl-D-ribofuranoside Suppliers

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View Latest Price from Methyl 2,3,5-tri-O-benzyl-D-ribofuranoside manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Methyl ?2,3,5-tri-O-benzyl-D-ribofuranoside pictures 2026-04-21 Methyl ?2,3,5-tri-O-benzyl-D-ribofuranoside
64363-77-5
10g TargetMol Chemicals Inc.
D-Ribofuranoside, Methyl 2,3,5-tris-O-(phenylMethyl)- Methyl-2,3,4-tri-O-benzyl-α/β-D-ribopyranoside Methyl 2,3,5-tri-O-benzyl-D-ribofuranoside,Methyl 2,3,5-tris-O-(phenylmethyl)-D-Ribofuranoside Methyl-2,3,4-tri-O-benzyl-a/b-D-ribopyranoside Methyl 2,3,5-tris-O-(phenylmethyl)-D-Ribofuranoside (2R,3R,4R)-3,4-Bis(benzyloxy)-2-((benzyloxy)methyl)-5-methoxytetrahydrofuran 64363-77-5