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ChemicalBook >> CAS DataBase List >>(1S,2R,3S,5R)-3-(Phenymethyloxy)-2-(phenylmethoxy)methyl-6-oxabicyclo[3.1.0]hexane

(1S,2R,3S,5R)-3-(Phenymethyloxy)-2-(phenylmethoxy)methyl-6-oxabicyclo[3.1.0]hexane

CAS No.
110567-22-1
Chemical Name:
(1S,2R,3S,5R)-3-(Phenymethyloxy)-2-(phenylmethoxy)methyl-6-oxabicyclo[3.1.0]hexane
Synonyms
Entecavir E3;(1S,2R,3S,5R)-3-(Benzyloxy)-2-((benzyloxy)Methyl)-6-oxabicyclo[3.1.0]hexane;Entecavir-3;)-6-oxabicycL;oxy)-2-((benzyL;Entecavir Impurity N3;Entecavir Impurity 48;Entecavir Impurity 110;(1S,2R,3S,5R)-3-(BenzyL;Entecavir Intermediate N7
CBNumber:
CB91450645
Molecular Formula:
C20H22O3
Molecular Weight:
310.39
MDL Number:
MFCD09750952
MOL File:
110567-22-1.mol
MSDS File:
SDS
Last updated:2026-05-28 03:57:23
Product description Number Pack Size Price
[1S-(1Alpha,2Alpha,3Beta,5Alpha)]-3-(Phenylmethoxy)-2-[(phenylmethoxy)methyl]-6-oxabicyclo[3.1.0]hexane TRC-P335720-50MG 50mg $109
[1S-(1Alpha,2Alpha,3Beta,5Alpha)]-3-(Phenylmethoxy)-2-[(phenylmethoxy)methyl]-6-oxabicyclo[3.1.0]hexane TRC-P335720-250MG 250mg $396
[1S-(1Alpha,2Alpha,3Beta,5Alpha)]-3-(Phenylmethoxy)-2-[(phenylmethoxy)methyl]-6-oxabicyclo[3.1.0]hexane TRC-P335720-100MG 100mg $179
(1S,2R,3S,5R)-3-(Benzyloxy)-2-((benzyloxy)methyl)-6-oxabicyclo[3.1.0]hexane 95% AA0083KS 100mg $28
(1S,2R,3S,5R)-3-(Benzyloxy)-2-((benzyloxy)methyl)-6-oxabicyclo[3.1.0]hexane 95% AA0083KS 250mg $34
More product size

(1S,2R,3S,5R)-3-(Phenymethyloxy)-2-(phenylmethoxy)methyl-6-oxabicyclo[3.1.0]hexane Properties

Boiling point 427.9±40.0 °C(Predicted)
Density 1.17
storage temp. Sealed in dry,2-8°C
solubility Benzene, Chloroform, DMSO, Methanol
form Oil
color Colorless to Pale Yellow
InChI InChI=1S/C20H22O3/c1-3-7-15(8-4-1)12-21-14-17-18(11-19-20(17)23-19)22-13-16-9-5-2-6-10-16/h1-10,17-20H,11-14H2/t17-,18+,19-,20+/m1/s1
InChIKey YPDRJNPIGFCETD-WCIQWLHISA-N
SMILES [C@]12([H])[C@]([H])(O1)C[C@H](OCC1=CC=CC=C1)[C@H]2COCC1=CC=CC=C1
CAS DataBase Reference 110567-22-1(CAS DataBase Reference)

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P305+P351+P338
Safety Statements  24/25
HS Code  29329990

(1S,2R,3S,5R)-3-(Phenymethyloxy)-2-(phenylmethoxy)methyl-6-oxabicyclo[3.1.0]hexane price More Price(36)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TRC TRC-P335720-50MG [1S-(1Alpha,2Alpha,3Beta,5Alpha)]-3-(Phenylmethoxy)-2-[(phenylmethoxy)methyl]-6-oxabicyclo[3.1.0]hexane 110567-22-1 50mg $109 2026-06-03 Buy
TRC TRC-P335720-250MG [1S-(1Alpha,2Alpha,3Beta,5Alpha)]-3-(Phenylmethoxy)-2-[(phenylmethoxy)methyl]-6-oxabicyclo[3.1.0]hexane 110567-22-1 250mg $396 2026-06-03 Buy
TRC TRC-P335720-100MG [1S-(1Alpha,2Alpha,3Beta,5Alpha)]-3-(Phenylmethoxy)-2-[(phenylmethoxy)methyl]-6-oxabicyclo[3.1.0]hexane 110567-22-1 100mg $179 2026-06-03 Buy
aablocks AA0083KS (1S,2R,3S,5R)-3-(Benzyloxy)-2-((benzyloxy)methyl)-6-oxabicyclo[3.1.0]hexane 95% 110567-22-1 100mg $28 2026-05-28 Buy
aablocks AA0083KS (1S,2R,3S,5R)-3-(Benzyloxy)-2-((benzyloxy)methyl)-6-oxabicyclo[3.1.0]hexane 95% 110567-22-1 250mg $34 2026-05-28 Buy
Product number Packaging Price Buy
TRC-P335720-50MG 50mg $109 Buy
TRC-P335720-250MG 250mg $396 Buy
TRC-P335720-100MG 100mg $179 Buy
AA0083KS 100mg $28 Buy
AA0083KS 250mg $34 Buy

(1S,2R,3S,5R)-3-(Phenymethyloxy)-2-(phenylmethoxy)methyl-6-oxabicyclo[3.1.0]hexane Chemical Properties,Uses,Production

Chemical Properties

Colorless Oil

Uses

Entecavir intermediate.

Synthesis

Benzyl bromide

100-39-0

(1S,2R,3S,5R)-2-(Benzyloxymethyl)-6-oxabicyclo[3.1.0]hexan-3-ol

117641-39-1

(1S,2R,3S,5R)-3-(Phenymethyloxy)-2-(phenylmethoxy)methyl-6-oxabicyclo[3.1.0]hexane

110567-22-1

General procedure: sodium hydride (55-65%, 0.93 kg, 21.3-25.2 mol) was suspended in anhydrous tetrahydrofuran (25 kg) and stirred for 10 min at room temperature. A solution of (1S,2R,3S,5R)-2-((benzyloxy)methyl)-6-oxabicyclo[3.1.0]hexan-3-ol (2.99 kg, 12.3 mol) in tetrahydrofuran was added slowly and dropwise at 20-30 °C. Subsequently, benzyl bromide (3.14 kg, 18.3 mol) was added dropwise over 2-3 hours at room temperature. After completion of the reaction, the reaction was quenched by the addition of anhydrous ethanol (1.5 kg) and stirred at 10 °C. The solvent was removed by distillation under reduced pressure and the residue was dissolved in ethyl acetate. The resulting solution was washed with saturated saline (10 kg, 3 times) and the organic phase was dried over anhydrous sodium sulfate and concentrated under reduced pressure to give (1S,2R,3S,5R)-3-(phenylmethoxy)-2-[(phenylmethoxy)methyl]-6-oxabicyclo[3.1.0]hexane (4.4 kg) as a reddish brown oil.1H NMR (400 MHz, DMSO-d6). δ 1.923-1.960 (1H, m), 2.026-2.087 (1H, m), 2.448-2.436 (1H, m), 3.324-3.520 (3H, m), 3.520 (1H, s), 3.865-3.884 (1H, m), 4.322-4.391 (2H, m), 4.480 (2H, s), 7.251-7.373 (10H, m). HRMS (ESI): m/z calcd for C20H22O3Na [M+Na]+ 333.1467, found 333.1463.

References

[1] Synthesis, 2003, # 13, p. 2101 - 2109
[2] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1988, p. 549 - 554
[3] Bioorganic and Medicinal Chemistry Letters, 1997, vol. 7, # 2, p. 127 - 132
[4] Journal of Labelled Compounds and Radiopharmaceuticals, 2009, vol. 52, # 11, p. 485 - 489
[5] Organic Preparations and Procedures International, 2017, vol. 49, # 6, p. 568 - 574

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(1S,2R,3S,5R)-3-(Phenymethyloxy)-2-(phenylmethoxy)methyl-6-oxabicyclo[3.1.0]hexane  pictures 2025-11-18 (1S,2R,3S,5R)-3-(Phenymethyloxy)-2-(phenylmethoxy)methyl-6-oxabicyclo[3.1.0]hexane
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 (1S,2R,3S,5R)-3-(Phenymethyloxy)-2-(phenylmethoxy)methyl-6-oxabicyclo[3.1.0]hexane pictures 2021-12-10 (1S,2R,3S,5R)-3-(Phenymethyloxy)-2-(phenylmethoxy)methyl-6-oxabicyclo[3.1.0]hexane
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(1S,2R,3S,5R)-3-(Phenylmethoxy)-2-[(phenylmethoxy)methyl]-6-oxabicyclo[3.1.0]hexane  pictures 2020-02-26 (1S,2R,3S,5R)-3-(Phenylmethoxy)-2-[(phenylmethoxy)methyl]-6-oxabicyclo[3.1.0]hexane
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(1S,2R,3S,5R)-3-(Phenymethyloxy)-2-(phenylmethoxy)methyl-6-oxabicyclo[3.1.0]hexane (1S,2R,3S,5R)-3-(Phenylmethoxy)-2-[(phenylmethoxy)methyl]-6-oxabicyclo[3.1.0]hexane [1S-(1a,2a,3,5a)]-3-(Phenylmethoxy)-2-[(phenylmethoxy)methyl]-6-oxabicyclo[3.1.0]hexane 6-Oxabicyclo[3.1.0]hexane, 3-(phenylmethoxy)-2-[(phenylmethoxy)methyl]-, (1S, 2R, 3S, 5R) (1S,2R,3S,5R)-3-(Benzyloxymethyl)-6-oxabicyclo[3.1.0]hexane (1S,2R,3S,5R)-3-(Phenylmethoxy)-2-[(phenylmethoxy)methyl]-6-oxabicyclo[3.1.0]hexane ,90% 1R,2R-2-[(Phenylmethoxy)methyl]-3-cyclo penten-1-ol [1S-(1α,2α,3β,5α)]-3-(Phenylmethoxy)-2-[(phenylmethoxy)methyl]-6-oxabicyclo[3.1.0]hexane Entecavir InterMediate III (1R,5S)-3-[(benzyloxy)Methyl]-6-oxabicyclo[3.1.0]hexane Entecavir-3 (1S,2R,3S,5R)-3-(PhenylMethoxy)-2-[(phenylMethoxy)Methyl]-6-oxabicyclo[3.1.]hexane (1S,2R,3S,5R)-3-(Phenymethyloxy)-2-(phenylmethoxy)methyl-6-oxabicyclo[3.1.0]hexane###110567-22-1 Entecavir Intermediate N7 (1S,2R,3S,5R)-3-(BenzyL )-6-oxabicycL oxy)-2-((benzyL 1S-(1α,2α,3β,5α)]-3-(Phenylmethoxy)-2-[(phenylmethoxy)methyl]-6-oxabicyclo[3.1.0]hexane (1S,2R,3S,5R)-3-(Benzyloxy)-2-[(benzyloxy)methyl]-6-oxabicyclo[3.1.0]hexan (1S,2R,3S,5R)-3-(Phenymethyloxy)-2-(phenylmethoxy)methyl-6-oxabicyclo[3.1.0]hexane ISO 9001:2015 REACH Entecavir Impurity N3 Entecavir Impurity 110 (1S,2R,3S,5R)-3-(Phenymethyloxy)-2-(phenylmethoxy)methyl-6-o... (1S,2R,3S,5R)-3-(Benzyloxy)-2-((benzyloxy)Methyl)-6-oxabicyclo[3.1.0]hexane Entecavir E3 Entecavir Impurity 48 (1S,2R,3S,5R)-3-(Benzyloxy)-2-((benzyloxy)methyl)-6-oxabicyclo[3.1.0]hexane (Entecavir Impurity) 110567-22-1 Intermediates Intermediates & Fine Chemicals Pharmaceuticals
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