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Wuhan Han Sheng New Material Technology Co.,Ltd

Our Advantage: high quality with competitive price High quality standard: BP/USP/EP Enterprise standard All purity customized Fast and safe delivery We have reliable forwarder who can help us deliver our goods more fast and safe. We

Shanghai Upbio Tech Co.,Ltd

1.No Less 8 years exporting experience. Clients can 100% received goods 2.Lower Price with higher quality 3,Free sample 4,We are sincerely responsible for the "product quality" and "After Service" Upbio is Specialized

Qingdao Beluga Import and Export Co., LTD

Phosphine oxide, [(2Z)-2-[(3R,4R,5R)-3,5-bis[[(1,1-diMethylethyl)diMethylsilyl]oxy]-4-[3-[[(1,1-diMethylethyl)diMethylsilyl]oxy]propoxy]-2-Methylenecyclohexylidene]ethyl]diphenyl- CAS: 200636-54-0 Qingdao Belugas Import and Export Co., Ltd. is a sci

Taizhou Crene Biotechnology co.ltd

Our company provides one-stop services of research - development - production for a variety of special prouducts. Not only do we make effective use of our strong technological strength, but also establish of cooperative relations with several well-

Eldecalcitol Intermediates A 200636-54-0

Cas:200636-54-0

Min.Order:100 Gram

Negotiable

Type:Lab/Research institutions

inquiry

Hangzhou Keyingchem Co.,Ltd

Hangzhou KeyingChem Co., Ltd. exported this product to many countries and regions at best price. If you are looking for the material’s manufacturer or supplier in China, KeyingChem is your best choice. Pls contact with us freely for getting det

Zibo Hangyu Biotechnology Development Co., Ltd

Zibo Hangyu Biotechnology Development Co., Ltd is a leading manufacturer and supplier of chemicals in China. We develop produce and distribute high quality pharmaceuticals, intermediates, special chemicals and OLED intermediates and other fine chemi

Zibo Dorne chemical technology co. LTD

Product Details Grade: pharmaceutical grade Purity:99%+ ProductionCapacity: 1000 Kilogram/Month Scope of use: For scientific research only(The product must be used legally) Our Advantage 1. Best quality with competitive price. 2. Quick shipping,

Eldecalcitol Intermediate A

Cas:200636-54-0

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

inquiry

Xiamen Jenny Chemical Technology Co., Ltd.

GMP standard, high purity, competitive price, in stock 1. Quick Response: within 6 hours after receiving your email. 2. Quality Guarantee: All products are strictly tested by our QC, confirmed by QA, and approved by a third-party lab in China, USA,

EAST CHEMSOURCES LIMITED

factory?direct?saleAppearance:White Powder Storage:Store In Dry, Cool And Ventilated Place Package:25kg/drum, also according to the clients requirement Application:It is widely used as a thickener, emulsifier and stabilizer Transportation:By Sea Or B

Shandong Mopai Biotechnology Co., LTD

Shandong Mopai Biotechnology Co., LTD is a leading manufacturer and supplier of chemicals in China. We develop produce and distribute high quality pharmaceuticals, intermediates, special chemicals and OLED intermediates and other fine chemicals. W

KAISA GROUP INC

1.Applied in food field.it can improve the immune system and prolong life. 2.Appliedin cosmetic field.it can improve the skin care. 3.Applied in pharmaceutical field.it can treat various dieases. 4.Our product quality assurance will make our customer

Chemvon Biotechnology Co. Ltd.

We have established ourselves as a renowned manufacturer, exporter and supplier of Eldecalcitol Intermediates A (cas no.:200636-54-0). Our skilled professionals formulate these compounds by making use of various ingredients and chemicals availabl

Eldecalcitol Intermediates A in stock

Cas:200636-54-0

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

inquiry

Bluecrystal chem-union

We are a Union of chemistry in China, consists of chemists,engineers, laboratories,factories in China. We organize surplus capacity of R&D and production as well as custom synthesis for chemical products and chemical business project. We are supp

Hangzhou Dingyan Chem Co., Ltd

R & D enterprises have their own stock in stockAppearance:To be subject to the object Package:Customized Application:pharmaceutical intermediates Transportation:Air Port:Shanghai;Guangzhou

Hubei Taiho Chemical Co.,LTD

TAIHO Unique Advantages:1.We're factory2.Free samples available3.Commodity inspection can be done4.ISO9001,Kosher certifications5.10 years experiences Storage:Store in cool &dry place Package:aluminium foil bag/fiber can/plastic drum Application:comp

Antimex Chemical Limied

factory?direct?sale Application:Fine chemical intermediates, used as the main raw material for the synthesis of various pesticides, medicines, surfactants, polymer monomers, and antifungal agents

Guangdong Juda Chemical Industrial Co.,Limited

Factory supply high purity low priceAppearance:solid or liquid Storage:sealed in cool and dry place Package:As customer's requested Application:Pharma Intermediate Transportation:by courier/air/sea Port:Any port in China

Hebei Quanhe Biotechnology Co. LTD

1. Timely and efficient service to ensure communication with customers2. Produce products of different specifications and sizes according to your requirements.3. Quality procedures and standards recognized by SGS. Advanced plant equipment ensures sta

HANGZHOU TIANYE CHEMICALS CO., LTD.

We product this chemical more than 10 years . We are very experience to export it to many countries, Our superior & stable quality , competitive price gain warm reception from our customers. Application:Pharm intermediate

Chemlyte Solutions

Stock products, own laboratory Package:Grams, Kilograms Application:For R&D Transportation:According to customer request Port:Shanghai

Saiwante (shanghai) New Material Technology Co., Ltd.

Stable supply of goods and provision of high-quality services Application:As raw materials in the field of medicine and biology

ZHEJIANG JIUZHOU CHEM CO.,LTD

factory?direct?saleAppearance:White powder Storage:Sealed and preserved Package:200/Kilograms Application:healing drugs Transportation:By sea Port:Shanghai/tianjin

suzhou BetterBioChem Co., Ltd.

Betterbiochem is specialized in APIs, pharmaceutical intermediates & fine chemicals. 1. The best quality, competitive price. 2. The best service before or after shipment. 3. Rich experience in export operation. 4. Rich experience in

hangzhou verychem science and technology co.ltd

Product name: ((Z)-((3S,4S,5R)-5-((tert-butyldimethylsilyl)oxy)-4-(4-((tert-butyldimethylsilyl)oxy)butyl)-3-methyl-2-methylenecyclohexylidene)methyl)diphenylphosphine oxide Cas No: 200636-54-0 Assay: 99%min

TaizhouTyloo Biopharm Co.,Ltd

Taizhou Tyloo Biopharm Co.,Ltd is located in Taizhou City which is famous as API production base in China. We are a medical high-tech enterprises, mainly engaged in anti-cancer inhibitor、complex molecules and new drug research,development and sales

Wuhan MoonZY Biological Technology Co.,Ltd

Superiority: 1. Quality: High purity, strict quality control, 10 years experience in chemical industry. 2. Price: Moderate price, more QTY more discount. 3. MOQ: Sample order is welcome to test quality. 4. Shipping time: In Stock, can be sh

Henan Wising Chem Co., Ltd

Henan Wising Chem Co., Ltd is a national high-tech enterprise with a passion for selling and an emphasis on customer care. We are committed to providing quality chemical products that help us become one of the most reputable, reliable and leading ch

Taizhou volsen chemical Co., Ltd

We are a trading company aiming at providing high-quality services to customers. Established for many years, with good reputation in the industry Storage:Sealed and preserved Application:Fine chemical intermediates, used as the main raw material for

GZ HONESTCHEM CO., LTD

R & D enterprises have their own stock in stockAppearance:To be subject to the object Package:Customized Application:pharmaceutical intermediates Transportation:Air Port:Shanghai;Guangzhou

Synthetic route

{2-[(3R,4R,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-4-[3-(tert-butyl-dimethyl-silanyloxy)-propoxy]-2-methylene-cyclohex-(Z)-ylidene]-ethyl}-diphenyl-phosphane

{2-[(3R,4R,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-4-[3-(tert-butyl-dimethyl-silanyloxy)-propoxy]-2-methylene-cyclohex-(Z)-ylidene]-ethyl}-diphenyl-phosphane

[3R-(1Z,3β,4α,5α)]-[2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-[3-[(1,1-dimethylethyl)dimethylsilyloxy]propoxy]-2-methylenecyclohexylidene]ethyl]diphenylphosphine oxide
200636-54-0

[3R-(1Z,3β,4α,5α)]-[2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-[3-[(1,1-dimethylethyl)dimethylsilyloxy]propoxy]-2-methylenecyclohexylidene]ethyl]diphenylphosphine oxide

Conditions
ConditionsYield
With dihydrogen peroxide
With dihydrogen peroxide In chloroform for 0.0166667h;86 mg
With dihydrogen peroxide In tetrahydrofuran; chloroform; water at 20℃; for 0.5h;33.8 mg
((Z)-2-((3R,4R,5R)-3,5-bis((tert-butyldimethylsilyl)oxy)-4-(3-((tert-butyldiphenylsilyl)oxy)propoxy)-2-methylenecyclohexylidene)ethyl)diphenylphosphine oxide
1254276-84-0

((Z)-2-((3R,4R,5R)-3,5-bis((tert-butyldimethylsilyl)oxy)-4-(3-((tert-butyldiphenylsilyl)oxy)propoxy)-2-methylenecyclohexylidene)ethyl)diphenylphosphine oxide

t-butyldimethylsiyl triflate
69739-34-0

t-butyldimethylsiyl triflate

[3R-(1Z,3β,4α,5α)]-[2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-[3-[(1,1-dimethylethyl)dimethylsilyloxy]propoxy]-2-methylenecyclohexylidene]ethyl]diphenylphosphine oxide
200636-54-0

[3R-(1Z,3β,4α,5α)]-[2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-[3-[(1,1-dimethylethyl)dimethylsilyloxy]propoxy]-2-methylenecyclohexylidene]ethyl]diphenylphosphine oxide

Conditions
ConditionsYield
Stage #1: (Z)-[2-{(3R,4R,5R)-3,5-bis(tert-butyldimethylsilanyloxy)-2-methylene-4-(3-(tert-butyldiphenylsilanyloxy)propoxy)cyclohexylidene}ethyl]diphenylphosphine oxide With tetrabutyl ammonium fluoride In tetrahydrofuran Inert atmosphere;
Stage #2: t-butyldimethylsiyl triflate With N-ethyl-N,N-diisopropylamine In dichloromethane Inert atmosphere;
70%
{2-[(3R,4R,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-4-[3-(tert-butyl-dimethyl-silanyloxy)-propoxy]-2-methylene-cyclohex-(Z)-ylidene]-ethyl}-diphenyl-phosphane

{2-[(3R,4R,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-4-[3-(tert-butyl-dimethyl-silanyloxy)-propoxy]-2-methylene-cyclohex-(Z)-ylidene]-ethyl}-diphenyl-phosphane

[3R-(1Z,3β,4α,5α)]-[2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-[3-[(1,1-dimethylethyl)dimethylsilyloxy]propoxy]-2-methylenecyclohexylidene]ethyl]diphenylphosphine oxide
200636-54-0

[3R-(1Z,3β,4α,5α)]-[2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-[3-[(1,1-dimethylethyl)dimethylsilyloxy]propoxy]-2-methylenecyclohexylidene]ethyl]diphenylphosphine oxide

Conditions
ConditionsYield
With dihydrogen peroxide
With dihydrogen peroxide In chloroform for 0.0166667h;86 mg
With dihydrogen peroxide In tetrahydrofuran; chloroform; water at 20℃; for 0.5h;33.8 mg
[3R-(1Z,3β,4α,5α)]-2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-(3-hydroxypropoxy)-2-methylenecyclohexylidene]ethanol
342644-91-1

[3R-(1Z,3β,4α,5α)]-2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-(3-hydroxypropoxy)-2-methylenecyclohexylidene]ethanol

[3R-(1Z,3β,4α,5α)]-[2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-[3-[(1,1-dimethylethyl)dimethylsilyloxy]propoxy]-2-methylenecyclohexylidene]ethyl]diphenylphosphine oxide
200636-54-0

[3R-(1Z,3β,4α,5α)]-[2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-[3-[(1,1-dimethylethyl)dimethylsilyloxy]propoxy]-2-methylenecyclohexylidene]ethyl]diphenylphosphine oxide

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 57 percent / NCS; Me2S / CH2Cl2 / 0.67 h
2: 92 percent / imidazole / dimethylformamide / 0.25 h / 20 °C
3: n-BuLi / hexane; tetrahydrofuran / 0.33 h / -50 °C
4: 86 mg / aq. H2O2 / CHCl3 / 0.02 h
View Scheme
[3R-(1Z,3β,4α,5α)]-2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-[3-[(1,1-dimethylethyl)dimethylsilyloxy]propoxy]-2-methylenecyclohexylidene]-1-chloroethane
200636-50-6

[3R-(1Z,3β,4α,5α)]-2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-[3-[(1,1-dimethylethyl)dimethylsilyloxy]propoxy]-2-methylenecyclohexylidene]-1-chloroethane

[3R-(1Z,3β,4α,5α)]-[2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-[3-[(1,1-dimethylethyl)dimethylsilyloxy]propoxy]-2-methylenecyclohexylidene]ethyl]diphenylphosphine oxide
200636-54-0

[3R-(1Z,3β,4α,5α)]-[2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-[3-[(1,1-dimethylethyl)dimethylsilyloxy]propoxy]-2-methylenecyclohexylidene]ethyl]diphenylphosphine oxide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: n-BuLi / hexane; tetrahydrofuran / 0.33 h / -50 °C
2: 86 mg / aq. H2O2 / CHCl3 / 0.02 h
View Scheme
Multi-step reaction with 2 steps
2: H2O2
View Scheme
[3R-(1Z,3β,4α,5α)]-2-[5-(1,1-dimethylethyl)dimethylsilyloxy-3,4-isopropylidenedioxy-2-methylenecyclohexylidene]ethanol
244278-87-3

[3R-(1Z,3β,4α,5α)]-2-[5-(1,1-dimethylethyl)dimethylsilyloxy-3,4-isopropylidenedioxy-2-methylenecyclohexylidene]ethanol

[3R-(1Z,3β,4α,5α)]-[2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-[3-[(1,1-dimethylethyl)dimethylsilyloxy]propoxy]-2-methylenecyclohexylidene]ethyl]diphenylphosphine oxide
200636-54-0

[3R-(1Z,3β,4α,5α)]-[2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-[3-[(1,1-dimethylethyl)dimethylsilyloxy]propoxy]-2-methylenecyclohexylidene]ethyl]diphenylphosphine oxide

Conditions
ConditionsYield
Multi-step reaction with 9 steps
1: 83 percent / pyridine; DMAP / CH2Cl2 / 1 h / 0 °C
2: 82 percent / CSA; (+)-10-camphorsulfonic acid / methanol / 3 h / 20 °C
3: 96 percent / imidazole / dimethylformamide / 3 h / 0 °C
4: 88 percent / Me4NOH; aq. NaOH / toluene / 72 h / 20 °C
5: 91 percent / LiAlH4 / tetrahydrofuran / 0.25 h / 0 °C
6: 57 percent / NCS; Me2S / CH2Cl2 / 0.67 h
7: 92 percent / imidazole / dimethylformamide / 0.25 h / 20 °C
8: n-BuLi / hexane; tetrahydrofuran / 0.33 h / -50 °C
9: 86 mg / aq. H2O2 / CHCl3 / 0.02 h
View Scheme
[3R-(1Z,3β,4α,5α)]-2-[3,4,5-trihydroxy-2-methylenecyclohexylidene]ethyl trimethylacetate
377091-68-4

[3R-(1Z,3β,4α,5α)]-2-[3,4,5-trihydroxy-2-methylenecyclohexylidene]ethyl trimethylacetate

[3R-(1Z,3β,4α,5α)]-[2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-[3-[(1,1-dimethylethyl)dimethylsilyloxy]propoxy]-2-methylenecyclohexylidene]ethyl]diphenylphosphine oxide
200636-54-0

[3R-(1Z,3β,4α,5α)]-[2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-[3-[(1,1-dimethylethyl)dimethylsilyloxy]propoxy]-2-methylenecyclohexylidene]ethyl]diphenylphosphine oxide

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: 96 percent / imidazole / dimethylformamide / 3 h / 0 °C
2: 88 percent / Me4NOH; aq. NaOH / toluene / 72 h / 20 °C
3: 91 percent / LiAlH4 / tetrahydrofuran / 0.25 h / 0 °C
4: 57 percent / NCS; Me2S / CH2Cl2 / 0.67 h
5: 92 percent / imidazole / dimethylformamide / 0.25 h / 20 °C
6: n-BuLi / hexane; tetrahydrofuran / 0.33 h / -50 °C
7: 86 mg / aq. H2O2 / CHCl3 / 0.02 h
View Scheme
[3R-(1Z,3β,4α,5α)]-2-[5-(1,1-dimethylethyl)dimethylsilyloxy-3,4-isopropylidenedioxy-2-methylenecyclohexylidene]ethyl trimethylacetate
342644-83-1

[3R-(1Z,3β,4α,5α)]-2-[5-(1,1-dimethylethyl)dimethylsilyloxy-3,4-isopropylidenedioxy-2-methylenecyclohexylidene]ethyl trimethylacetate

[3R-(1Z,3β,4α,5α)]-[2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-[3-[(1,1-dimethylethyl)dimethylsilyloxy]propoxy]-2-methylenecyclohexylidene]ethyl]diphenylphosphine oxide
200636-54-0

[3R-(1Z,3β,4α,5α)]-[2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-[3-[(1,1-dimethylethyl)dimethylsilyloxy]propoxy]-2-methylenecyclohexylidene]ethyl]diphenylphosphine oxide

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1: 82 percent / CSA; (+)-10-camphorsulfonic acid / methanol / 3 h / 20 °C
2: 96 percent / imidazole / dimethylformamide / 3 h / 0 °C
3: 88 percent / Me4NOH; aq. NaOH / toluene / 72 h / 20 °C
4: 91 percent / LiAlH4 / tetrahydrofuran / 0.25 h / 0 °C
5: 57 percent / NCS; Me2S / CH2Cl2 / 0.67 h
6: 92 percent / imidazole / dimethylformamide / 0.25 h / 20 °C
7: n-BuLi / hexane; tetrahydrofuran / 0.33 h / -50 °C
8: 86 mg / aq. H2O2 / CHCl3 / 0.02 h
View Scheme
[3R-(1Z,3β,4α,5α)]-2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-hydroxy-2-methylenecyclohexylidene]ethyl trimethylacetate
342644-90-0

[3R-(1Z,3β,4α,5α)]-2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-hydroxy-2-methylenecyclohexylidene]ethyl trimethylacetate

[3R-(1Z,3β,4α,5α)]-[2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-[3-[(1,1-dimethylethyl)dimethylsilyloxy]propoxy]-2-methylenecyclohexylidene]ethyl]diphenylphosphine oxide
200636-54-0

[3R-(1Z,3β,4α,5α)]-[2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-[3-[(1,1-dimethylethyl)dimethylsilyloxy]propoxy]-2-methylenecyclohexylidene]ethyl]diphenylphosphine oxide

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: 88 percent / Me4NOH; aq. NaOH / toluene / 72 h / 20 °C
2: 91 percent / LiAlH4 / tetrahydrofuran / 0.25 h / 0 °C
3: 57 percent / NCS; Me2S / CH2Cl2 / 0.67 h
4: 92 percent / imidazole / dimethylformamide / 0.25 h / 20 °C
5: n-BuLi / hexane; tetrahydrofuran / 0.33 h / -50 °C
6: 86 mg / aq. H2O2 / CHCl3 / 0.02 h
View Scheme
[3R-(1Z,3β,4α,5α)]-2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-(3-hydroxypropoxy)-2-methylenecyclohexylidene]-1-chloroethane
342645-82-3

[3R-(1Z,3β,4α,5α)]-2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-(3-hydroxypropoxy)-2-methylenecyclohexylidene]-1-chloroethane

[3R-(1Z,3β,4α,5α)]-[2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-[3-[(1,1-dimethylethyl)dimethylsilyloxy]propoxy]-2-methylenecyclohexylidene]ethyl]diphenylphosphine oxide
200636-54-0

[3R-(1Z,3β,4α,5α)]-[2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-[3-[(1,1-dimethylethyl)dimethylsilyloxy]propoxy]-2-methylenecyclohexylidene]ethyl]diphenylphosphine oxide

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 92 percent / imidazole / dimethylformamide / 0.25 h / 20 °C
2: n-BuLi / hexane; tetrahydrofuran / 0.33 h / -50 °C
3: 86 mg / aq. H2O2 / CHCl3 / 0.02 h
View Scheme
[3R-(1Z,3β,4α,5α)]-2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-[2-(ethoxycarbonyl)ethoxy]-2-methylenecyclohexylidene]ethyl trimethylacetate
342645-81-2

[3R-(1Z,3β,4α,5α)]-2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-[2-(ethoxycarbonyl)ethoxy]-2-methylenecyclohexylidene]ethyl trimethylacetate

[3R-(1Z,3β,4α,5α)]-[2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-[3-[(1,1-dimethylethyl)dimethylsilyloxy]propoxy]-2-methylenecyclohexylidene]ethyl]diphenylphosphine oxide
200636-54-0

[3R-(1Z,3β,4α,5α)]-[2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-[3-[(1,1-dimethylethyl)dimethylsilyloxy]propoxy]-2-methylenecyclohexylidene]ethyl]diphenylphosphine oxide

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 91 percent / LiAlH4 / tetrahydrofuran / 0.25 h / 0 °C
2: 57 percent / NCS; Me2S / CH2Cl2 / 0.67 h
3: 92 percent / imidazole / dimethylformamide / 0.25 h / 20 °C
4: n-BuLi / hexane; tetrahydrofuran / 0.33 h / -50 °C
5: 86 mg / aq. H2O2 / CHCl3 / 0.02 h
View Scheme
tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

[3R-(1Z,3β,4α,5α)]-[2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-[3-[(1,1-dimethylethyl)dimethylsilyloxy]propoxy]-2-methylenecyclohexylidene]ethyl]diphenylphosphine oxide
200636-54-0

[3R-(1Z,3β,4α,5α)]-[2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-[3-[(1,1-dimethylethyl)dimethylsilyloxy]propoxy]-2-methylenecyclohexylidene]ethyl]diphenylphosphine oxide

Conditions
ConditionsYield
Multi-step reaction with 7 steps
2: DDQ
3: 1.) Red-Al, 2.) I2
4: Pd(PPh3)4, Et3N
5: NCS, Me2SO / CH2Cl2
7: H2O2
View Scheme
lithium diphenylphosphide
65567-06-8, 4541-02-0

lithium diphenylphosphide

[3R-(1Z,3β,4α,5α)]-[2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-[3-[(1,1-dimethylethyl)dimethylsilyloxy]propoxy]-2-methylenecyclohexylidene]ethyl]diphenylphosphine oxide
200636-54-0

[3R-(1Z,3β,4α,5α)]-[2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-[3-[(1,1-dimethylethyl)dimethylsilyloxy]propoxy]-2-methylenecyclohexylidene]ethyl]diphenylphosphine oxide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
2: H2O2
View Scheme
(2R,3S,4RS)-4-pivaloyloxy-3-(3-pivaloyloxypropoxy)-5-hexene-1,2-diol
337970-24-8

(2R,3S,4RS)-4-pivaloyloxy-3-(3-pivaloyloxypropoxy)-5-hexene-1,2-diol

[3R-(1Z,3β,4α,5α)]-[2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-[3-[(1,1-dimethylethyl)dimethylsilyloxy]propoxy]-2-methylenecyclohexylidene]ethyl]diphenylphosphine oxide
200636-54-0

[3R-(1Z,3β,4α,5α)]-[2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-[3-[(1,1-dimethylethyl)dimethylsilyloxy]propoxy]-2-methylenecyclohexylidene]ethyl]diphenylphosphine oxide

Conditions
ConditionsYield
Multi-step reaction with 10 steps
1: PPh3, DEAd
2: 65 percent
3: NaOH / H2O
5: DDQ
6: 1.) Red-Al, 2.) I2
7: Pd(PPh3)4, Et3N
8: NCS, Me2SO / CH2Cl2
10: H2O2
View Scheme
(3RS,4R,5R)-4-(3-hydroxypropoxy)-9-(p-methoxyphenylmethoxy)non-1-en-7-yne-3,5-diol
933779-88-5

(3RS,4R,5R)-4-(3-hydroxypropoxy)-9-(p-methoxyphenylmethoxy)non-1-en-7-yne-3,5-diol

[3R-(1Z,3β,4α,5α)]-[2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-[3-[(1,1-dimethylethyl)dimethylsilyloxy]propoxy]-2-methylenecyclohexylidene]ethyl]diphenylphosphine oxide
200636-54-0

[3R-(1Z,3β,4α,5α)]-[2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-[3-[(1,1-dimethylethyl)dimethylsilyloxy]propoxy]-2-methylenecyclohexylidene]ethyl]diphenylphosphine oxide

Conditions
ConditionsYield
Multi-step reaction with 7 steps
2: DDQ
3: 1.) Red-Al, 2.) I2
4: Pd(PPh3)4, Et3N
5: NCS, Me2SO / CH2Cl2
7: H2O2
View Scheme
(2R,3S,4RS)-1,2-epoxy-4-pivaloyloxy-3-(3-pivaloyloxypropoxy)-5-hexene
200636-30-2

(2R,3S,4RS)-1,2-epoxy-4-pivaloyloxy-3-(3-pivaloyloxypropoxy)-5-hexene

[3R-(1Z,3β,4α,5α)]-[2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-[3-[(1,1-dimethylethyl)dimethylsilyloxy]propoxy]-2-methylenecyclohexylidene]ethyl]diphenylphosphine oxide
200636-54-0

[3R-(1Z,3β,4α,5α)]-[2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-[3-[(1,1-dimethylethyl)dimethylsilyloxy]propoxy]-2-methylenecyclohexylidene]ethyl]diphenylphosphine oxide

Conditions
ConditionsYield
Multi-step reaction with 9 steps
1: 65 percent
2: NaOH / H2O
4: DDQ
5: 1.) Red-Al, 2.) I2
6: Pd(PPh3)4, Et3N
7: NCS, Me2SO / CH2Cl2
9: H2O2
View Scheme
(2R,3S,4RS)-1,2-O-isopropylidene-4-pivaloyloxy-3-(3-pivaloyloxypropoxy)-5-hexene-1,2-diol
337970-23-7

(2R,3S,4RS)-1,2-O-isopropylidene-4-pivaloyloxy-3-(3-pivaloyloxypropoxy)-5-hexene-1,2-diol

[3R-(1Z,3β,4α,5α)]-[2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-[3-[(1,1-dimethylethyl)dimethylsilyloxy]propoxy]-2-methylenecyclohexylidene]ethyl]diphenylphosphine oxide
200636-54-0

[3R-(1Z,3β,4α,5α)]-[2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-[3-[(1,1-dimethylethyl)dimethylsilyloxy]propoxy]-2-methylenecyclohexylidene]ethyl]diphenylphosphine oxide

Conditions
ConditionsYield
Multi-step reaction with 11 steps
1: aq. HCl
2: PPh3, DEAd
3: 65 percent
4: NaOH / H2O
6: DDQ
7: 1.) Red-Al, 2.) I2
8: Pd(PPh3)4, Et3N
9: NCS, Me2SO / CH2Cl2
11: H2O2
View Scheme
(5R,6R,7RS)-5,7-bis(tert-butyldimethylsilyloxy)-6-(3-tert-butyldimethylsilyloxypropoxy)non-8-en-2-yn-1-ol
933779-90-9

(5R,6R,7RS)-5,7-bis(tert-butyldimethylsilyloxy)-6-(3-tert-butyldimethylsilyloxypropoxy)non-8-en-2-yn-1-ol

[3R-(1Z,3β,4α,5α)]-[2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-[3-[(1,1-dimethylethyl)dimethylsilyloxy]propoxy]-2-methylenecyclohexylidene]ethyl]diphenylphosphine oxide
200636-54-0

[3R-(1Z,3β,4α,5α)]-[2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-[3-[(1,1-dimethylethyl)dimethylsilyloxy]propoxy]-2-methylenecyclohexylidene]ethyl]diphenylphosphine oxide

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 1.) Red-Al, 2.) I2
2: Pd(PPh3)4, Et3N
3: NCS, Me2SO / CH2Cl2
5: H2O2
View Scheme
(Z,5R,6R,7RS)-5,7-bis(tert-butyldimethylsilyloxy)-6-(3-tert-butyldimethylsilyloxypropoxy)-3-iodonona-2,8-dien-1-ol
200636-38-0

(Z,5R,6R,7RS)-5,7-bis(tert-butyldimethylsilyloxy)-6-(3-tert-butyldimethylsilyloxypropoxy)-3-iodonona-2,8-dien-1-ol

[3R-(1Z,3β,4α,5α)]-[2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-[3-[(1,1-dimethylethyl)dimethylsilyloxy]propoxy]-2-methylenecyclohexylidene]ethyl]diphenylphosphine oxide
200636-54-0

[3R-(1Z,3β,4α,5α)]-[2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-[3-[(1,1-dimethylethyl)dimethylsilyloxy]propoxy]-2-methylenecyclohexylidene]ethyl]diphenylphosphine oxide

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: Pd(PPh3)4, Et3N
2: NCS, Me2SO / CH2Cl2
4: H2O2
View Scheme
2,2-Dimethyl-propionic acid (2R,3R)-2-[3-(2,2-dimethyl-propionyloxy)-propoxy]-3-hydroxy-7-(4-methoxy-benzyloxy)-1-vinyl-hept-5-ynyl ester
200636-33-5

2,2-Dimethyl-propionic acid (2R,3R)-2-[3-(2,2-dimethyl-propionyloxy)-propoxy]-3-hydroxy-7-(4-methoxy-benzyloxy)-1-vinyl-hept-5-ynyl ester

[3R-(1Z,3β,4α,5α)]-[2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-[3-[(1,1-dimethylethyl)dimethylsilyloxy]propoxy]-2-methylenecyclohexylidene]ethyl]diphenylphosphine oxide
200636-54-0

[3R-(1Z,3β,4α,5α)]-[2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-[3-[(1,1-dimethylethyl)dimethylsilyloxy]propoxy]-2-methylenecyclohexylidene]ethyl]diphenylphosphine oxide

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1: NaOH / H2O
3: DDQ
4: 1.) Red-Al, 2.) I2
5: Pd(PPh3)4, Et3N
6: NCS, Me2SO / CH2Cl2
8: H2O2
View Scheme
1-{(R)-5,7-Bis-(tert-butyl-dimethyl-silanyloxy)-6-[3-(tert-butyl-dimethyl-silanyloxy)-propoxy]-non-8-en-2-ynyloxymethyl}-4-methoxy-benzene

1-{(R)-5,7-Bis-(tert-butyl-dimethyl-silanyloxy)-6-[3-(tert-butyl-dimethyl-silanyloxy)-propoxy]-non-8-en-2-ynyloxymethyl}-4-methoxy-benzene

[3R-(1Z,3β,4α,5α)]-[2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-[3-[(1,1-dimethylethyl)dimethylsilyloxy]propoxy]-2-methylenecyclohexylidene]ethyl]diphenylphosphine oxide
200636-54-0

[3R-(1Z,3β,4α,5α)]-[2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-[3-[(1,1-dimethylethyl)dimethylsilyloxy]propoxy]-2-methylenecyclohexylidene]ethyl]diphenylphosphine oxide

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: DDQ
2: 1.) Red-Al, 2.) I2
3: Pd(PPh3)4, Et3N
4: NCS, Me2SO / CH2Cl2
6: H2O2
View Scheme
2,2-Dimethyl-propionic acid 3-[(S)-1-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-hydroxy-but-3-enyloxy]-propyl ester
200636-28-8

2,2-Dimethyl-propionic acid 3-[(S)-1-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-hydroxy-but-3-enyloxy]-propyl ester

[3R-(1Z,3β,4α,5α)]-[2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-[3-[(1,1-dimethylethyl)dimethylsilyloxy]propoxy]-2-methylenecyclohexylidene]ethyl]diphenylphosphine oxide
200636-54-0

[3R-(1Z,3β,4α,5α)]-[2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-[3-[(1,1-dimethylethyl)dimethylsilyloxy]propoxy]-2-methylenecyclohexylidene]ethyl]diphenylphosphine oxide

Conditions
ConditionsYield
Multi-step reaction with 12 steps
1: Et3N
2: aq. HCl
3: PPh3, DEAd
4: 65 percent
5: NaOH / H2O
7: DDQ
8: 1.) Red-Al, 2.) I2
9: Pd(PPh3)4, Et3N
10: NCS, Me2SO / CH2Cl2
12: H2O2
View Scheme
(Z)-2-[(3R,4R,5R)-3,5-bis(tert-butyldimethylsilyloxy)-4-(3-tert-butyldimethylsilyloxypropoxy)-2-methylenecyclohexylidene]ethanol
200636-42-6

(Z)-2-[(3R,4R,5R)-3,5-bis(tert-butyldimethylsilyloxy)-4-(3-tert-butyldimethylsilyloxypropoxy)-2-methylenecyclohexylidene]ethanol

[3R-(1Z,3β,4α,5α)]-[2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-[3-[(1,1-dimethylethyl)dimethylsilyloxy]propoxy]-2-methylenecyclohexylidene]ethyl]diphenylphosphine oxide
200636-54-0

[3R-(1Z,3β,4α,5α)]-[2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-[3-[(1,1-dimethylethyl)dimethylsilyloxy]propoxy]-2-methylenecyclohexylidene]ethyl]diphenylphosphine oxide

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: NCS, Me2SO / CH2Cl2
3: H2O2
View Scheme
[3R-(1Z,3β,4α,5α)]-[2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-[3-[(1,1-dimethylethyl)dimethylsilyloxy]propoxy]-2-methylenecyclohexylidene]ethyl]diphenylphosphine oxide
200636-54-0

[3R-(1Z,3β,4α,5α)]-[2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-[3-[(1,1-dimethylethyl)dimethylsilyloxy]propoxy]-2-methylenecyclohexylidene]ethyl]diphenylphosphine oxide

(S)-2-[(1R,3aR,7aR)-octahydro-7a-methyl-4-oxo-4H-inden-1-yl]propyl 4-methylbenzenesulfonate
342645-83-4

(S)-2-[(1R,3aR,7aR)-octahydro-7a-methyl-4-oxo-4H-inden-1-yl]propyl 4-methylbenzenesulfonate

(1α,2β,3β,5Z,7E,20S)-1,3-bis[(1,1-dimethylethyl)dimethyl-silyloxy]-2-[3-[(1,1-dimethylethyl)dimethylsilyloxy]propoxy]-9,10-secopregna-5,7,10(19)-triene-20-methyl 4-methylbenzenesulfonate
342645-07-2

(1α,2β,3β,5Z,7E,20S)-1,3-bis[(1,1-dimethylethyl)dimethyl-silyloxy]-2-[3-[(1,1-dimethylethyl)dimethylsilyloxy]propoxy]-9,10-secopregna-5,7,10(19)-triene-20-methyl 4-methylbenzenesulfonate

Conditions
ConditionsYield
With n-butyllithium In tetrahydrofuran; toluene at -50℃; for 0.5h;66%
25-[(triethylsilyl)oxy]de-A,B-cholestan-8-one
144848-24-8

25-[(triethylsilyl)oxy]de-A,B-cholestan-8-one

[3R-(1Z,3β,4α,5α)]-[2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-[3-[(1,1-dimethylethyl)dimethylsilyloxy]propoxy]-2-methylenecyclohexylidene]ethyl]diphenylphosphine oxide
200636-54-0

[3R-(1Z,3β,4α,5α)]-[2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-[3-[(1,1-dimethylethyl)dimethylsilyloxy]propoxy]-2-methylenecyclohexylidene]ethyl]diphenylphosphine oxide

(5Z,7E)-(1R,2R,3R)-1,3-bis(tert-butyldimethylsilyloxy)-2-(3-tert-butyldimethylsilyloxypropoxy)-25-triethylsilyloxy-9,10-secocholesta-5,7,10(19)-triene
933779-95-4

(5Z,7E)-(1R,2R,3R)-1,3-bis(tert-butyldimethylsilyloxy)-2-(3-tert-butyldimethylsilyloxypropoxy)-25-triethylsilyloxy-9,10-secocholesta-5,7,10(19)-triene

Conditions
ConditionsYield
Stage #1: [3R-(1Z,3β,4α,5α)]-[2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-[3-[(1,1-dimethylethyl)dimethylsilyloxy]propoxy]-2-methylenecyclohexylidene]ethyl]diphenylphosphine oxide With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.333333h; Lythgoe coupling;
Stage #2: 25-[(triethylsilyl)oxy]de-A,B-cholestan-8-one In tetrahydrofuran; hexane at -78℃; for 4h; Further stages.;
15%
25-[(triethylsilyl)oxy]de-A,B-cholestan-8-one
144848-24-8

25-[(triethylsilyl)oxy]de-A,B-cholestan-8-one

[3R-(1Z,3β,4α,5α)]-[2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-[3-[(1,1-dimethylethyl)dimethylsilyloxy]propoxy]-2-methylenecyclohexylidene]ethyl]diphenylphosphine oxide
200636-54-0

[3R-(1Z,3β,4α,5α)]-[2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-[3-[(1,1-dimethylethyl)dimethylsilyloxy]propoxy]-2-methylenecyclohexylidene]ethyl]diphenylphosphine oxide

Eldecalcitol
104121-92-8

Eldecalcitol

Conditions
ConditionsYield
Multistep reaction;
[3R-(1Z,3β,4α,5α)]-[2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-[3-[(1,1-dimethylethyl)dimethylsilyloxy]propoxy]-2-methylenecyclohexylidene]ethyl]diphenylphosphine oxide
200636-54-0

[3R-(1Z,3β,4α,5α)]-[2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-[3-[(1,1-dimethylethyl)dimethylsilyloxy]propoxy]-2-methylenecyclohexylidene]ethyl]diphenylphosphine oxide

(1β,2α,3α,5Z,7E)-1,3-bis[(1,1-dimethylethyl)dimethylsilyloxy]-2-[3-[(1,1-dimethylethyl)dimethylsilyloxy]propoxy]-25-trimethylsilyloxy-9,10-secocholesta-5,7,10(19)-triene
342645-84-5

(1β,2α,3α,5Z,7E)-1,3-bis[(1,1-dimethylethyl)dimethylsilyloxy]-2-[3-[(1,1-dimethylethyl)dimethylsilyloxy]propoxy]-25-trimethylsilyloxy-9,10-secocholesta-5,7,10(19)-triene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: 66 percent / n-butyllithium / tetrahydrofuran; toluene / 0.5 h / -50 °C
2.1: Mg / tetrahydrofuran / 0.5 h / 20 °C
2.2: 89 percent / CuBr*Me2S / tetrahydrofuran / 0.5 h / -10 °C
View Scheme
[3R-(1Z,3β,4α,5α)]-[2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-[3-[(1,1-dimethylethyl)dimethylsilyloxy]propoxy]-2-methylenecyclohexylidene]ethyl]diphenylphosphine oxide
200636-54-0

[3R-(1Z,3β,4α,5α)]-[2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-[3-[(1,1-dimethylethyl)dimethylsilyloxy]propoxy]-2-methylenecyclohexylidene]ethyl]diphenylphosphine oxide

Eldecalcitol
104121-92-8

Eldecalcitol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: 66 percent / n-butyllithium / tetrahydrofuran; toluene / 0.5 h / -50 °C
2.1: Mg / tetrahydrofuran / 0.5 h / 20 °C
2.2: 89 percent / CuBr*Me2S / tetrahydrofuran / 0.5 h / -10 °C
3.1: 96 percent / HF/pyridine / tetrahydrofuran / 20 °C
View Scheme

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