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

Product Name
(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
Formula Weight
310.39
MOL File
110567-22-1.mol
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(1S,2R,3S,5R)-3-(Phenymethyloxy)-2-(phenylmethoxy)methyl-6-oxabicyclo[3.1.0]hexane Property

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)
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Safety

Safety Statements 
24/25
HS Code 
29329990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

TRC
Product number
P335720
Product name
[1S-(1α,2α,3β,5α)]-3-(Phenylmethoxy)-2-[(phenylmethoxy)methyl]-6-oxabicyclo[3.1.0]hexane
Packaging
1g
Price
$990
Updated
2021/12/16
AK Scientific
Product number
X8951
Product name
(1S,2R,3S,5R)-3-(Benzyloxy)-2-((benzyloxy)methyl)-6-oxabicyclo[3.1.0]hexane
Packaging
5g
Price
$1009
Updated
2021/12/16
Matrix Scientific
Product number
090533
Product name
(1S,2R,3S,5R)-3-(Benzyloxy)-2-((benzyloxy)-methyl)-6-oxabicyclo[3.1.0]hexane
Purity
95+%
Packaging
5g
Price
$756
Updated
2021/12/16
Matrix Scientific
Product number
090533
Product name
(1S,2R,3S,5R)-3-(Benzyloxy)-2-((benzyloxy)-methyl)-6-oxabicyclo[3.1.0]hexane
Purity
95+%
Packaging
1g
Price
$284
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
APN0001718
Product name
(1S,2R,3S,5R)-3-(PHENYLMETHOXY)-2-[(PHENYLMETHOXY)METHYL]-6-OXABICYCLO[3.1.0]HEXANE
Purity
95.00%
Packaging
1G
Price
$525
Updated
2021/12/16
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(1S,2R,3S,5R)-3-(Phenymethyloxy)-2-(phenylmethoxy)methyl-6-oxabicyclo[3.1.0]hexane Chemical Properties,Usage,Production

Chemical Properties

Colorless Oil

Uses

Entecavir intermediate.

Synthesis

100-39-0

117641-39-1

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

(1S,2R,3S,5R)-3-(Phenymethyloxy)-2-(phenylmethoxy)methyl-6-oxabicyclo[3.1.0]hexane Preparation Products And Raw materials

Raw materials

Preparation Products

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

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View Lastest Price from (1S,2R,3S,5R)-3-(Phenymethyloxy)-2-(phenylmethoxy)methyl-6-oxabicyclo[3.1.0]hexane manufacturers

Handan Tongyi New Material Technology Co., Ltd
Product
(1S,2R,3S,5R)-3-(Phenymethyloxy)-2-(phenylmethoxy)methyl-6-oxabicyclo[3.1.0]hexane 110567-22-1
Price
US $10.00/Kg
Min. Order
1KG
Purity
99.9%
Supply Ability
800kgs/month
Release date
2021-03-01
Shaanxi Dideu Medichem Co. Ltd
Product
(1S,2R,3S,5R)-3-(Phenylmethoxy)-2-[(phenylmethoxy)methyl]-6-oxabicyclo[3.1.0]hexane 110567-22-1
Price
US $0.00-0.00/KG
Min. Order
10g
Purity
99.0%+
Supply Ability
100 tons
Release date
2019-12-25
Career Henan Chemical Co
Product
(1S,2R,3S,5R)-3-(Phenymethyloxy)-2-(phenylmethoxy)methyl-6-oxabicyclo[3.1.0]hexane 110567-22-1
Price
US $100.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
Customized
Release date
2018-08-01

110567-22-1, (1S,2R,3S,5R)-3-(Phenymethyloxy)-2-(phenylmethoxy)methyl-6-oxabicyclo[3.1.0]hexaneRelated Search:

2-Amino-1,9-dihydro-9-[(1S,3R,4S)-4-(benzyloxy)-3-(benzyloxymethyl)-2-methylenecyclopentyl]-6H-purin-6-one (1s-trans)-2-[(phenylmethoxy)methyl]-3-cyclopenten-1-ol ((2R,3R,4R)-3-(benzoyloxy)-4-fluoro-4-methyl-5-oxotetrahydrofuran-2-yl)methyl benzoate (R)-(+)-1-(1-Naphthyl)ethylamine Pregabalin 5-Fluoro-2-nitroanisole 5-Aminolevulinic acid hydrochloride Clopidogrel hydrogen sulfate Ethyl (3R)-piperidine-3-carboxylate 5-[(2R)-2-Aminopropyl]-1-[3-(benzoyloxy)propyl]-2,3-dihydro-1H-indole-7-carbonitrile (2R,3R)-2,3-dihydroxybutanedioate 4-Hydroxypiperidine (Z)-3-(3-chloropropyl)-7,8-diethyl-1H-benzo[d] azepin-2 (3H)-one 4,5-Dimethoxy-1-cyanobenzocyclobutane (1S)-4,5-Dimethoxy-1-[(methylamino)methyl]benzocyclobutane hydrochloride (2R,3S,5S)-3-(Benzyloxy)-5-[2-[[(4-methoxyphenyl)diphenylmethyl]amino]-6-(phenylmethoxy)-9H-purin-9-yl]-2-(benzyloxymethyl)cyclopentanol (1S,2S,3S,5S)-5-(2-Amino-6-(benzyloxy)-9H-purin-9-yl)-3-(benzyloxy)-2-(benzyloxymethyl)cyclopentanol 6-(Benzyloxy)-9-((1S,3S)-4-(benzyloxy)-3-((benzyloxy)methyl)-2-methylenecyclopentyl)-N-((4-methoxyphenyl)diphenylmethyl)-9H-purin-2-amine (1S,2R,3S,5R)-2-(Benzyloxymethyl)-6-oxabicyclo[3.1.0]hexan-3-ol

  • (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
  • (1S,2R,3S,5R)-3-(Benzyloxy)-2-((benzyloxy)Methyl)-6-oxabicyclo[3.1.0]hexane
  • Entecavir-3
  • (1S,2R,3S,5R)-3-(PhenylMethoxy)-2-[(phenylMethoxy)Methyl]-6-oxabicyclo[3.1.]hexane
  • Entecavir E3
  • (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...
  • Entecavir Impurity 48
  • 110567-22-1
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