(1S,2S,3S,5S)-5-(2-Amino-6-(benzyloxy)-9H-purin-9-yl)-3-(benzyloxy)-2-(benzyloxymethyl)cyclopentanol

Product Name: (1S,2S,3S,5S)-5-(2-Amino-6-(benzyloxy)-9H-purin-9-yl)-3-(benzyloxy)-2-(benzyloxymethyl)cyclopentanol
CAS No.: 142217-77-4
Chemical Name: (1S,2S,3S,5S)-5-(2-Amino-6-(benzyloxy)-9H-purin-9-yl)-3-(benzyloxy)-2-(benzyloxymethyl)cyclopentanol
Synonyms: Ente-4;ETD/ET4/N4;Entecavir-4;Entecavir E4;Entecavir intermediate N4;Entecavir InterMediate IV;Entecavir Tribenzyl Alcohol;(1S,2S,3S,5S)-5-(2-Amino-6-(benzyloxy)-9H-purin-9-yl)-3-(ben...;(1S,2S,3S,5S)-5-(2-Amino-6-(benzyloxy)-9H-purin-9-yl)-3-(benzyloxy)-2-(benzyloxymethyl)cyclope;(1S,2S,3S,5S)-5-(2-Amino-6-(benzyloxy)-9H-purin-9-yl)-3-(benzyloxy)-2-(benzyloxymethyl)cyclopenta
CBNumber: CB21450646
Molecular Formula: C32H33N5O4
Formula Weight: 551.64
MOL File: 142217-77-4.mol

More

Less

(1S,2S,3S,5S)-5-(2-Amino-6-(benzyloxy)-9H-purin-9-yl)-3-(benzyloxy)-2-(benzyloxymethyl)cyclopentanol Property

Boiling point:: 780.5±70.0 °C(Predicted)
Density: 1.33
storage temp.: Keep in dark place,Inert atmosphere,Room temperature
form: Oil
pka: 13.88±0.70(Predicted)
color: Clear
InChIKey: SYPCZZWUNIHLBU-COROXYKFSA-N
SMILES: [C@@H]1(O)[C@@H](N2C3C(N=C2)=C(OCC2=CC=CC=C2)N=C(N)N=3)C[C@H](OCC2=CC=CC=C2)[C@H]1COCC1=CC=CC=C1
CAS DataBase Reference: 142217-77-4(CAS DataBase Reference)

More

Less

Safety

HS Code: 29335990

More

Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H271May cause fire or explosion; strong oxidiser

H303May be harmfulif swallowed

H318Causes serious eye damage

H410Very toxic to aquatic life with long lasting effects

Precautionary statements

P221Take any precaution to avoid mixing with combustibles/…

P270Do not eat, drink or smoke when using this product.

P280Wear protective gloves/protective clothing/eye protection/face protection.

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

P306+P360IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes.

P310Immediately call a POISON CENTER or doctor/physician.

P371+P380+P375in case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion.

P403Store in a well-ventilated place.

More

Less

N-Bromosuccinimide Price

Biosynth Carbosynth

Product number: NA32025
Product name: (1S,2S,3S,5S)-5-(2-Amino-6-(benzyloxy)-9H-purin-9-yl)-3-(benzyloxy)-2-(benzyloxymethyl)cyclopentanol
Packaging: 500mg
Price: $60
Updated: 2021/12/16

Biosynth Carbosynth

Product number: NA32025
Product name: (1S,2S,3S,5S)-5-(2-Amino-6-(benzyloxy)-9H-purin-9-yl)-3-(benzyloxy)-2-(benzyloxymethyl)cyclopentanol
Packaging: 1g
Price: $100
Updated: 2021/12/16

Biosynth Carbosynth

Product number: NA32025
Product name: (1S,2S,3S,5S)-5-(2-Amino-6-(benzyloxy)-9H-purin-9-yl)-3-(benzyloxy)-2-(benzyloxymethyl)cyclopentanol
Packaging: 2g
Price: $160
Updated: 2021/12/16

AK Scientific

Product number: W3096
Product name: (1S,2S,3S,5S)-5-(2-Amino-6-(benzyloxy)-9H-purin-9-yl)-3-(benzyloxy)-2-(benzyloxymethyl)cyclopentanol
Packaging: 1g
Price: $185
Updated: 2021/12/16

Biosynth Carbosynth

Product number: NA32025
Product name: (1S,2S,3S,5S)-5-(2-Amino-6-(benzyloxy)-9H-purin-9-yl)-3-(benzyloxy)-2-(benzyloxymethyl)cyclopentanol
Packaging: 5G
Price: $300
Updated: 2021/12/16

More

Less

(1S,2S,3S,5S)-5-(2-Amino-6-(benzyloxy)-9H-purin-9-yl)-3-(benzyloxy)-2-(benzyloxymethyl)cyclopentanol Chemical Properties,Usage,Production

Uses

(2R,3R,5R)-5-[2-Amino-6-(phenylmethoxy)-9H-purin-9-yl]-3-(phenylmethoxy)-2-[(phenylmethoxy)methyl]-cyclopentanol is an intermediate in the preparation of ent-Entecavir (E558905).

Synthesis

110567-22-1

19916-73-5

142217-77-4

To the reaction flask was added 100 mL of toluene and 0.1 g of tetrabutylammonium bromide and stirred for 10 minutes. Subsequently, 50 g of 30% KOH aqueous solution and 10 g of (1S,2R,3S,5R)-3-(phenylmethoxy)-2-[(phenylmethoxy)methyl]-6-oxabicyclo[3.1.0]hexane were added and stirred until completely dissolved. The reaction mixture was warmed to 80 °C and stirred over heat for 6 hours. The reaction progress was monitored by TLC during the reaction (unfolding agent: ethyl acetate/n-heptane=1:1, (1S,2R,3S,5R)-3-(phenylmethoxy)-2-[(phenylmethoxy)methyl]-6-oxabicyclo[3.1.0]hexane had an Rf value of 0.7, and the target product (1S,2S,3S,5S)-5-(2-amino-6-benziloxy-9H- purin-9-yl)-3-benzyloxy-2-benzyloxymethylcyclopentanol had an Rf value of 0.3) to ensure that the residue of the raw material was less than 1%. After completion of the reaction, the heating was stopped and the reaction mixture was allowed to stand and stratify. The aqueous layer was separated and the organic layer was washed twice with potable water. The toluene solution was concentrated and the solvent was removed to give 12 g of crude product. After purification by column chromatography, the eluate was concentrated and dried to give 6 g of white solid target product with 99.9% purity by HPLC (target product retention time 6 min, raw material retention time 10 min).

References

[1] Bioorganic and Medicinal Chemistry Letters, 1997, vol. 7, # 2, p. 127 - 132
[2] Patent: US5206244, 1993, A
[3] Patent: CN107513065, 2017, A. Location in patent: Paragraph 0013-0014; 0015-0016; 0017-0018

(1S,2S,3S,5S)-5-(2-Amino-6-(benzyloxy)-9H-purin-9-yl)-3-(benzyloxy)-2-(benzyloxymethyl)cyclopentanol Preparation Products And Raw materials

Raw materials

Preparation Products

More

Less

(1S,2S,3S,5S)-5-(2-Amino-6-(benzyloxy)-9H-purin-9-yl)-3-(benzyloxy)-2-(benzyloxymethyl)cyclopentanol Suppliers

China 156 India 4 United Kingdom 1 United States 10 Global 171

Cangzhou Dafeng Chemical Co., Ltd

Tel: 18112498720
Email: dfhxchemical@163.com
Country: China
ProdList: 19
Advantage: 58

Shanghai Sinch Parmaceuticals Tech. Co. Ltd.

Tel: +86-21-54098501
Fax: +86-21-54096319
Email: sales@sinch.com.cn
Country: China
ProdList: 11598
Advantage: 64

Adamas Reagent, Ltd.

Tel: 400-6009262 16621234537
Fax: 021-64823266
Email: chenyj@titansci.com
Country: China
ProdList: 14101
Advantage: 59

Nanjing Chemlin Chemical Co., Ltd

Tel: 025-83697070
Fax: +86-25-83453306
Email: info@chemlin.com.cn
Country: China
ProdList: 15883
Advantage: 64

XiaoGan ShenYuan ChemPharm co,ltd

Tel: 15527768836
Email: 1791901229@qq.com
Country: China
ProdList: 6950
Advantage: 52

China Langchem Inc.

Tel: 0086-21-58956006
Fax: 0086-21-58956100
Country: China
ProdList: 7811
Advantage: 57

Hangzhou Yuhao Chemical Technology Co., Ltd

Tel: 0571-82693216
Fax: +86-571-82880190
Email: info@yuhaochemical.com
Country: China
ProdList: 6387
Advantage: 52

Beijing Zhongshuo Pharmaceutical Technology Development Co., Ltd

Tel: 13801208576
Fax: 010-64215766
Email: maggie@chinazhongshuo.com
Country: China
ProdList: 77
Advantage: 65

Xi'an Manareco New Materials Co., Ltd.

Tel: 029-68669089-8816
Fax: +86-29-68669073
Email: market@xarlm.com
Country: China
ProdList: 499
Advantage: 55

Tianjin Yao Technology Development Co., Ltd.

Tel: 022-18902014291 18902014291
Fax: 022-66211080
Email: byswxsb01@163.com
Country: China
ProdList: 101
Advantage: 58

More

Less

View Lastest Price from (1S,2S,3S,5S)-5-(2-Amino-6-(benzyloxy)-9H-purin-9-yl)-3-(benzyloxy)-2-(benzyloxymethyl)cyclopentanol manufacturers

Zibo Hangyu Biotechnology Development Co., Ltd

Product: (1S,2S,3S,5S)-5-(2-Amino-6-(benzyloxy)-9H-purin-9-yl)-3-(benzyloxy)-2-(benzyloxymethyl)cyclopentanol 142217-77-4
Price: US $100.00-450.00/g
Min. Order: 5g
Purity: 99%
Supply Ability: 50
Release date: 2024-07-15

Henan Fengda Chemical Co., Ltd

Product: (1S,2S,3S,5S)-5-(2-Amino-6-(benzyloxy)-9H-purin-9-yl)-3-(benzyloxy)-2-(benzyloxymethyl)cyclopentanol 142217-77-4
Price: US $30.00-0.90/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: g-kg-tons, free sample is available
Release date: 2024-04-26

Career Henan Chemical Co

Product: (1S,2S,3S,5S)-5-(2-Amino-6-(benzyloxy)-9H- purin-9-yl)-3-(benzyloxy)-2-(benzyloxymethy l)cyclopentanol 142217-77-4
Price: US $100.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: Customized
Release date: 2018-07-26

142217-77-4, (1S,2S,3S,5S)-5-(2-Amino-6-(benzyloxy)-9H-purin-9-yl)-3-(benzyloxy)-2-(benzyloxymethyl)cyclopentanolRelated Search:

Cyclopentanol ALTRENOGEST Glucosamine Acetaminophen 4-Amino-benzenesulfonic acid monosodium salt Aminopyrine Sulfamic acid EC 2.6.1.2 6-Aminocaproic acid Glycine Tris(hydroxymethyl)aminomethane 2-Amino-1,9-dihydro-9-[(1S,3R,4S)-4-(benzyloxy)-3-(benzyloxymethyl)-2-methylenecyclopentyl]-6H-purin-6-one 6-(Benzyloxy)-9-[(1S,3R,4S)-2-methylene-4-(phenylmethoxy)-3-[(phenylmethoxy)methyl]cyclopentyl]-9H-purine-2-amine Entecavir hydrate 6-(Benzyloxy)-9-((1S,3S)-4-(benzyloxy)-3-((benzyloxy)methyl)-2-methylenecyclopentyl)-N-((4-methoxyphenyl)diphenylmethyl)-9H-purin-2-amine 2-AMino-1,9-dihydro-9-[(1S,3R,4S)-4-(hydroxydiMethylsilyl)-3-(hydroxyMethyl)-2-Methylenecyclopentyl]-6H-purin-6-one Entecavir (1R,3R,4R)-Entecavir

(1S,2S,3S,5S)-5-(2-Amino-6-(benzyloxy)-9H-purin-9-yl)-3-(benzyloxy)-2-(benzyloxymethyl)cydopentanol

(1S,2S,3S,5S)-5-(2-Amino-6-(benzyloxy)-9H-purin-9-yl)-3-(benzyloxy)-2-(benzyloxymethyl)cyclopentanol

(1S,2S,3S,5S)-5-(2-Amino-6-(benzyloxy)-9H-purin-9-yl)-3-(benzyloxy)-2-(benzyloxymethyl)cyclopentanol ,98%

（1S,2R,3S,5S）-5-(2-amino-6-(benzyloxy)-9H-purin-9-yl)-3-(benzyloxy)-2-(benzyloxymethyl)cyclopentanol

ETD/ET4/N4

(1S,2S,3S,5S)-5-(2-amino-6-phenylmethoxy-9-purinyl)-3-phenylmethoxy-2-(phenylmethoxymethyl)-1-cyclopentanol

(1S,2S,3S,5S)-5-[2-amino-6-(benzyloxy)-9H-purin-9-yl]-3-(benzyloxy)-2-[(benzyloxy)methyl]cyclopentan-1-ol

(1S,2S,3S,5S)-5-(2-AMino-6-(benzyloxy)-9H-purin-9-yl)-3-(benzyloxy)-2-(benzyloxyMethyl)cyclopentanol (interMediate step 3)

Entecavir InterMediate IV

Entecavir-4

Entecavir intermediate N4

(1S,2S,3S,5S)-5-(2-Amino-6-(benzyloxy)-9H-purin-9-yl)-3-(benzyloxy)-2-(benzyloxymethyl)cyclopenta

Entecavir E4

(1S,2S,3S,5S)-5-(2-Amino-6-(benzyloxy)-9H-purin-9-yl)-3-(benzyloxy)-2-(benzyloxymethyl)cyclope

(1S,2S,3S,5S)-5-(2-Amino-6-(benzyloxy)-9H-purin-9-yl)-3-(benzyloxy)-2-(benzyloxymethyl) cyclopentano

Entecavir Tribenzyl Alcohol

Cyclopentanol, 5-[2-amino-6-(phenylmethoxy)-9H-purin-9-yl]-3-(phenylmethoxy)-2-[(phenylmethoxy)methyl]-, (1S,2S,3S,5S)-

(1S,2S,3S,5S)-5-(2-Amino-6-(benzyloxy)-9H-purin-9-yl)-3-(ben...

TIANFU-CHEM (1S,2S,3S,5S)-5-(2-Amino-6-(benzyloxy)-9H-purin-9-yl)-3-(benzyloxy)-2-(benzyloxymethyl)cyclopentanol

Ente-4

(1S,2S,3S,5S)-5-[2-Amino-6-(phenylmethoxy)-9H-purin-9-yl]-3-(phenylmethoxy)-2-[(phenylmethoxy)methyl]cyclopentanol

142217-77-4

C32H33N5O4