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Henan Allgreen Chemical Co.,Ltd

high quality Appearance:White or off-white Solid Storage:Sealed, dry, microtherm , avoid light and smell. Package:According to the demand of customer Application:Organic synthesis Transportation:by air or by sea Port:shanghai

Chemwill Asia Co., Ltd.

Our main production base is located in Xuzhou industry park. We are certified both to the ISO 9001 and ISO 14001 Standards, have a safety management system in place.Our R&D team masters core technology for process-design of target building block

(4R,12aS)-7-(Benzyloxy)-4-methyl-3,4,12,12a-tetrahydro-2H-pyrido[1',2':4,5]pyrazino[2,1-b][1,3]oxazine-6,8-dione

Cas:1206102-09-1

Min.Order:5 Kiloliter

FOB Price: $1.2 / 5.0

Type:Manufacturers

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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

1206102-09-1/High quality/Best price/In stock

Cas:1206102-09-1

Min.Order:1 Kilogram

Negotiable

Type:Trading Company

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Hubei Langyou International Trading Co., Ltd

Advantages: Hubei XinRunde Chemical Co., Ltd is a renowned pharmaceutical manufacturer. We can offer high quality products at competitive price in quick delivery with 100% custom pass guaranteed. Never stop striving to offer our best service is

Qingdao Beluga Import and Export Co., LTD

(4R,12aS)-7-(benzyloxy)-4-Methyl-3,4-dihydro-2H-[1,3]oxazino[3,2-d]pyrido[1,2-a]pyrazine-6,8(12H,12aH)-dione CAS:1206102-09-1 Qingdao Belugas Import and Export Co., Ltd. is a scientific and technological company integrating research and development,

Shandong Hanjiang Chemical Co., Ltd.

Hello, dear friend! I'm Hansen and Allen from China. Welcome to my lookchem mall! The following is a brief introduction of our company's products and services. If you are interested in our products, please contact us by emai

(4R,12aS)-7-(benzyloxy)-4-Methyl-3,4-dihydro-2H-[1,3]oxazino[3,2-d]pyrido[1,2-a]pyrazine-6,8(12H,12aH)-dione

Cas:1206102-09-1

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

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Henan Wentao Chemical Product Co., Ltd.

Henan Wentao Chemical Product Co.,Ltd is Located in Zhengzhou High-tech Development Zone with import and export license, We passed ISO 9001:2008 as well, Henan Wentao has developed more than 1000 compounds, which are widely used in the fields of prod

Triumph International Development Limilted

Appearance:White or off-white Solid Storage:Store in a cool,dry place and keep away from direct strong light Package:As customer request Application:Organic synthesis Transportation:Common products:Sea/Air/Courier Dangerous Che

(4R,12aS)-7-(Benzyloxy)-4-methyl-3,4,12,12a-tetrahydro-2H-pyrido[1',2':4,5]pyrazino[2,1-b][1,3]oxazine-6,8-dione

Cas:1206102-09-1

Min.Order:100 Metric Ton

Negotiable

Type:Lab/Research institutions

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Afine Chemicals Limited

Our Services 1. New Molecules R&D 2. Own test center HPLC NMR GC LC-MS 3. API and Intermediates from China reputed manufacturers 4. Documents support COA MOA MSDS DMF open part Our advantages 1. Government awarded company. Top 100 enter

Hangzhou J&H Chemical Co., Ltd.

J&H CHEM R&D center can offer custom synthesis according to the contract research and development services for the fine chemicals, pharmaceutical, biotechnique and some of the other chemicals. J&H CHEM has some Manufacturing base in Jia

Henan Kanbei Chemical Co.,LTD

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

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

(4R,12aS)-7-(benzyloxy)-4-methyl-3,4-dihydro-2H-[1,3]oxazino[3,2-d]pyrido[1,2-a]pyrazine-6,8(12H,12aH)-dione

Cas:1206102-09-1

Min.Order:10 Gram

FOB Price: $100.0

Type:Lab/Research institutions

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SHANGHAI SYSTEAM BIOCHEM CO., LTD

We are one of a few suppliers that can offer custom synthesis service of this product We are specialized in custom synthesis, chemical/pharmaceutical/ pesticides outsourcing and contract research. We are committed to prov

1206102-09-1/High quality/Best price/In stock

Cas:1206102-09-1

Min.Order:100 Gram

FOB Price: $100.0 / 2000.0

Type:Lab/Research institutions

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Henan Tianfu Chemical Co., Ltd.

Our company was built in 2009 with an ISO certificate.In the past 5 years, we have grown up as a famous fine chemicals supplier in China and we had established stable business relationships with Samsung,LG,Merck,Thermo Fisher Scientific and so on.O

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

1206102-09-1/High quality/Best price/In stock

Cas:1206102-09-1

Min.Order:1 Kilogram

FOB Price: $18.0 / 20.0

Type:Trading Company

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TAIZHOU ZHENYU BIOTECHNOLOGY CO., LTD

zhenyu biotech exported this product to many countries and regions at best price. if you are looking for the material's manufacturer or supplier in china, zhenyu biotech is your best choice. pls contact with us freely for getting detailed produc

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

1206102-09-1/High quality/Best price/In stock

Cas:1206102-09-1

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

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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

1206102-09-1/High quality/Best price/In stock

Cas:1206102-09-1

Min.Order:1 Metric Ton

FOB Price: $1.5

Type:Trading Company

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Suzhou Health Chemicals Co., Ltd.

High quality,stable supply chain.Appearance:white/off-white or light yellow Storage:Store in cool and dry place, keep away from strong light and heat. Package:aluminum bottle,glass bottle,PTFE bottle,cardboard drum Application:This product can be use

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

1206102-09-1/High quality/Best price/In stock

Cas:1206102-09-1

Min.Order:1 Metric Ton

FOB Price: $1.0

Type:Trading Company

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Win-Win chemical Co.Ltd

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

Cas no.1206102-09-1 98% Dolutegravir interMediate

Cas:1206102-09-1

Min.Order:0

Negotiable

Type:Lab/Research institutions

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Hebei Mojin Biotechnology Co.,Ltd

1, High quality with competitive price:2, Fast and safe delivery3.Excellent pre-sales and after-sales service4. Well-trained and professional technologist and sales with rich experience in the field for 5-10 yearsAppearance:see detailed specification

GIHI CHEMICALS CO.,LIMITED

Lower price, sample is available,SDS test documents are available,large stock in warehouseAppearance:White powder Storage:Sealed and preserved Package:200/Kilograms Application:Fine chemical intermediates, used as the main raw material for the synthe

Antimex Chemical Limied

factory?direct?sale Application:healing drugs

DB BIOTECH CO., LTD

best seller Application:API

Hangzhou ZeErRui Chemical Co., Ltd.

Hangzhou ZeErRui Chemical Co., Ltd. is focused on customization, research and development and production of APIs and advanced intermediates, which can effectively compensate for the deficiencies of traditional CRO and CMO. Priority of high-tech barri

Wuhan Newgreat Chemical Co., Ltd

Wuhan Xinweiye Chemical Co., Ltd. is mainly engaged in the process development and production of customized synthesis and pharmaceutical intermediates. We have professional researchers in organic synthesis, analytical chemistry and production process

1206102-09-1/High quality/Best price/In stock

Cas:1206102-09-1

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Hunan Longxianng Runhui Trading Co.,Ltd

1206102-09-1/High quality/Best price/In stockAppearance:crystal Storage:Keep in a cool & dry place Package:Neutral Application:intermediate Transportation:By express (Door to door) such as FEDEX, DHL, EMS for small amount. By air(airport to airport)

1206102-09-1/High quality/Best price/In stock

Cas:1206102-09-1

Min.Order:0

Negotiable

Type:Lab/Research institutions

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Chemlyte Solutions

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

Synthetic route

(R)-3-amino-1-butanol
61477-40-5

(R)-3-amino-1-butanol

methyl 1-(2,2-dihydroxyethyl)-4-oxo-3-[(phenylmethyl)oxy]-1,4-dihydro-2-pyridinecarboxylate
1206102-08-0

methyl 1-(2,2-dihydroxyethyl)-4-oxo-3-[(phenylmethyl)oxy]-1,4-dihydro-2-pyridinecarboxylate

(4R,12aS)-7-(benzyloxy)-4-methyl-3,4,12,12a-tetrahydro-2H-pyrido[1′,2’:4,5] pyrazino[2,1-b][1,3]oxazine-6,8-dione
1206102-09-1

(4R,12aS)-7-(benzyloxy)-4-methyl-3,4,12,12a-tetrahydro-2H-pyrido[1′,2’:4,5] pyrazino[2,1-b][1,3]oxazine-6,8-dione

Conditions
ConditionsYield
With acetic acid In toluene at 90℃; for 3.5h;96%
With acetic acid In toluene at 90℃; for 2.5h; Product distribution / selectivity;83%
With acetic acid In methanol; toluene at 90℃; for 2.5h; Reagent/catalyst; Temperature;83%
With acetic acid In toluene at 90℃; for 2h; diastereoselective reaction;80%
2-(2-hydroxy-2-phenylethyl)-3-[(phenylmethyl)oxy]-4H-pyran-4-one
1206102-04-6

2-(2-hydroxy-2-phenylethyl)-3-[(phenylmethyl)oxy]-4H-pyran-4-one

(4R,12aS)-7-(benzyloxy)-4-methyl-3,4,12,12a-tetrahydro-2H-pyrido[1′,2’:4,5] pyrazino[2,1-b][1,3]oxazine-6,8-dione
1206102-09-1

(4R,12aS)-7-(benzyloxy)-4-methyl-3,4,12,12a-tetrahydro-2H-pyrido[1′,2’:4,5] pyrazino[2,1-b][1,3]oxazine-6,8-dione

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: triethylamine; methanesulfonyl chloride; 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran; 1-methyl-pyrrolidin-2-one / 0.5 h / 30 °C
2.1: rhodium(III) chloride hydrate; sodium periodate; sulfuric acid / water; acetonitrile / 3.5 h / 20 °C
2.2: 1.5 h / 25 °C
3.1: ethanol / 8.5 h / 65 - 80 °C
4.1: sodium hydrogencarbonate / 1-methyl-pyrrolidin-2-one; water / 28 - 35 °C / Large scale
5.1: sodium periodate; sulfuric acid / water; acetonitrile / 1 h / 14 - 17 °C
6.1: acetic acid / methanol; toluene / 2.5 h / 90 °C
View Scheme
Multi-step reaction with 6 steps
1.1: triethylamine; methanesulfonyl chloride; 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran; 1-methyl-pyrrolidin-2-one / 0.5 h / 30 °C
2.1: rhodium(III) chloride hydrate; sodium periodate; sulfuric acid / water; acetonitrile / 3.5 h / 20 °C
2.2: 1.5 h / 25 °C
3.1: ethanol / 8.5 h / 65 - 80 °C
4.1: sodium hydrogencarbonate / 1-methyl-pyrrolidin-2-one; water / 4 h / 20 °C
5.1: sodium periodate; sulfuric acid / water; acetonitrile / 1 h / 14 - 17 °C
6.1: acetic acid / methanol; toluene / 2.5 h / 90 °C
View Scheme
Multi-step reaction with 3 steps
1: methanesulfonyl chloride
2: ruthenium trichloride; sodium periodate
3: sodium periodate
View Scheme
Multi-step reaction with 7 steps
1.1: triethylamine; methanesulfonyl chloride / tetrahydrofuran / 1 h / 20 °C / Large scale
1.2: 1 h / Large scale
2.1: ruthenium trichloride; sodium periodate; sulfuric acid / acetonitrile; water / 20 °C / Large scale
3.1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium hydrogencarbonate; sodium hypochlorite / acetonitrile; water; ethyl acetate / 20 °C / Large scale
4.1: ethanol / 3.5 h / 65 - 75 °C / Large scale
5.1: sodium hydrogencarbonate / 1-methyl-pyrrolidin-2-one; water / 30 °C / Large scale
6.1: sodium periodate; acetic anhydride / acetonitrile; water / 30 °C / Large scale
7.1: acetic acid / toluene / 2 h / 90 °C
View Scheme
C20H16O3
1229006-11-4

C20H16O3

(4R,12aS)-7-(benzyloxy)-4-methyl-3,4,12,12a-tetrahydro-2H-pyrido[1′,2’:4,5] pyrazino[2,1-b][1,3]oxazine-6,8-dione
1206102-09-1

(4R,12aS)-7-(benzyloxy)-4-methyl-3,4,12,12a-tetrahydro-2H-pyrido[1′,2’:4,5] pyrazino[2,1-b][1,3]oxazine-6,8-dione

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: rhodium(III) chloride hydrate; sodium periodate; sulfuric acid / water; acetonitrile / 3.5 h / 20 °C
1.2: 1.5 h / 25 °C
2.1: ethanol / 8.5 h / 65 - 80 °C
3.1: sodium hydrogencarbonate / 1-methyl-pyrrolidin-2-one; water / 28 - 35 °C / Large scale
4.1: sodium periodate; sulfuric acid / water; acetonitrile / 1 h / 14 - 17 °C
5.1: acetic acid / methanol; toluene / 2.5 h / 90 °C
View Scheme
Multi-step reaction with 5 steps
1.1: rhodium(III) chloride hydrate; sodium periodate; sulfuric acid / water; acetonitrile / 3.5 h / 20 °C
1.2: 1.5 h / 25 °C
2.1: ethanol / 8.5 h / 65 - 80 °C
3.1: sodium hydrogencarbonate / 1-methyl-pyrrolidin-2-one; water / 4 h / 20 °C
4.1: sodium periodate; sulfuric acid / water; acetonitrile / 1 h / 14 - 17 °C
5.1: acetic acid / methanol; toluene / 2.5 h / 90 °C
View Scheme
Multi-step reaction with 2 steps
1: ruthenium trichloride; sodium periodate
2: sodium periodate
View Scheme
4-oxo-3-[(phenylmethyl)oxy]-4H-pyran-2-carboxylic acid
119736-16-2

4-oxo-3-[(phenylmethyl)oxy]-4H-pyran-2-carboxylic acid

(4R,12aS)-7-(benzyloxy)-4-methyl-3,4,12,12a-tetrahydro-2H-pyrido[1′,2’:4,5] pyrazino[2,1-b][1,3]oxazine-6,8-dione
1206102-09-1

(4R,12aS)-7-(benzyloxy)-4-methyl-3,4,12,12a-tetrahydro-2H-pyrido[1′,2’:4,5] pyrazino[2,1-b][1,3]oxazine-6,8-dione

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: ethanol / 8.5 h / 65 - 80 °C
2: sodium hydrogencarbonate / 1-methyl-pyrrolidin-2-one; water / 28 - 35 °C / Large scale
3: sodium periodate; sulfuric acid / water; acetonitrile / 1 h / 14 - 17 °C
4: acetic acid / methanol; toluene / 2.5 h / 90 °C
View Scheme
Multi-step reaction with 4 steps
1: ethanol / 8.5 h / 65 - 80 °C
2: sodium hydrogencarbonate / 1-methyl-pyrrolidin-2-one; water / 4 h / 20 °C
3: sodium periodate; sulfuric acid / water; acetonitrile / 1 h / 14 - 17 °C
4: acetic acid / methanol; toluene / 2.5 h / 90 °C
View Scheme
Multi-step reaction with 4 steps
1: ethanol / 1 h / Reflux
2: sodium hydrogencarbonate / 1-methyl-pyrrolidin-2-one / 5 h / 20 °C
3: sodium periodate / methanol; water / 1 h / 20 °C
4: acetic acid / toluene / 3.5 h / 90 °C
View Scheme
Multi-step reaction with 4 steps
1: ethanol / 3.5 h / 65 - 75 °C / Large scale
2: sodium hydrogencarbonate / 1-methyl-pyrrolidin-2-one; water / 30 °C / Large scale
3: sodium periodate; acetic anhydride / acetonitrile; water / 30 °C / Large scale
4: acetic acid / toluene / 2 h / 90 °C
View Scheme
1-(2,3-dihydroxypropyl)-4-oxo-3-[(phenylmethyl)oxy]-1,4-dihydro-2-pyridinecarboxylic acid
1206102-06-8

1-(2,3-dihydroxypropyl)-4-oxo-3-[(phenylmethyl)oxy]-1,4-dihydro-2-pyridinecarboxylic acid

(4R,12aS)-7-(benzyloxy)-4-methyl-3,4,12,12a-tetrahydro-2H-pyrido[1′,2’:4,5] pyrazino[2,1-b][1,3]oxazine-6,8-dione
1206102-09-1

(4R,12aS)-7-(benzyloxy)-4-methyl-3,4,12,12a-tetrahydro-2H-pyrido[1′,2’:4,5] pyrazino[2,1-b][1,3]oxazine-6,8-dione

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: sodium hydrogencarbonate / 1-methyl-pyrrolidin-2-one; water / 28 - 35 °C / Large scale
2: sodium periodate; sulfuric acid / water; acetonitrile / 1 h / 14 - 17 °C
3: acetic acid / methanol; toluene / 2.5 h / 90 °C
View Scheme
Multi-step reaction with 3 steps
1: sodium hydrogencarbonate / 1-methyl-pyrrolidin-2-one; water / 4 h / 20 °C
2: sodium periodate; sulfuric acid / water; acetonitrile / 1 h / 14 - 17 °C
3: acetic acid / methanol; toluene / 2.5 h / 90 °C
View Scheme
Multi-step reaction with 3 steps
1: sodium hydrogencarbonate / 1-methyl-pyrrolidin-2-one / 5 h / 20 °C
2: sodium periodate / methanol; water / 1 h / 20 °C
3: acetic acid / toluene / 3.5 h / 90 °C
View Scheme
Multi-step reaction with 3 steps
1: sodium hydrogencarbonate / 1-methyl-pyrrolidin-2-one; water / 30 °C / Large scale
2: sodium periodate; acetic anhydride / acetonitrile; water / 30 °C / Large scale
3: acetic acid / toluene / 2 h / 90 °C
View Scheme
1-(2,3-dihydroxypropyl)-4-oxo-3-[(phenylmethyl)oxy]-1,4-dihydro-2-pyridinecarboxylic acid methyl ester
1206102-07-9

1-(2,3-dihydroxypropyl)-4-oxo-3-[(phenylmethyl)oxy]-1,4-dihydro-2-pyridinecarboxylic acid methyl ester

(4R,12aS)-7-(benzyloxy)-4-methyl-3,4,12,12a-tetrahydro-2H-pyrido[1′,2’:4,5] pyrazino[2,1-b][1,3]oxazine-6,8-dione
1206102-09-1

(4R,12aS)-7-(benzyloxy)-4-methyl-3,4,12,12a-tetrahydro-2H-pyrido[1′,2’:4,5] pyrazino[2,1-b][1,3]oxazine-6,8-dione

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium periodate; sulfuric acid / water; acetonitrile / 1 h / 14 - 17 °C
2: acetic acid / methanol; toluene / 2.5 h / 90 °C
View Scheme
Multi-step reaction with 2 steps
1: sodium periodate / methanol; water / 1 h / 20 °C
2: acetic acid / toluene / 3.5 h / 90 °C
View Scheme
Multi-step reaction with 2 steps
1: sodium periodate; acetic anhydride / acetonitrile; water / 30 °C / Large scale
2: acetic acid / toluene / 2 h / 90 °C
View Scheme
Maltol
118-71-8

Maltol

(4R,12aS)-7-(benzyloxy)-4-methyl-3,4,12,12a-tetrahydro-2H-pyrido[1′,2’:4,5] pyrazino[2,1-b][1,3]oxazine-6,8-dione
1206102-09-1

(4R,12aS)-7-(benzyloxy)-4-methyl-3,4,12,12a-tetrahydro-2H-pyrido[1′,2’:4,5] pyrazino[2,1-b][1,3]oxazine-6,8-dione

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: potassium carbonate / acetonitrile / 5 h / 13 - 80 °C / Large scale
2: bromobenzene; selenium(IV) oxide / 13 h / 140 °C / Dean-Stark
3: sodium chlorite; aminosulfonic acid / water; acetone / 0.67 h / 20 °C / Cooling with ice
4: ethanol / 8.5 h / 65 - 80 °C
5: sodium hydrogencarbonate / 1-methyl-pyrrolidin-2-one; water / 28 - 35 °C / Large scale
6: sodium periodate; sulfuric acid / water; acetonitrile / 1 h / 14 - 17 °C
7: acetic acid / methanol; toluene / 2.5 h / 90 °C
View Scheme
Multi-step reaction with 7 steps
1: potassium carbonate / acetonitrile / 5 h / 13 - 80 °C / Large scale
2: bromobenzene; selenium(IV) oxide / 13 h / 140 °C / Dean-Stark
3: sodium chlorite; aminosulfonic acid / water; acetone / 0.67 h / 20 °C / Cooling with ice
4: ethanol / 8.5 h / 65 - 80 °C
5: sodium hydrogencarbonate / 1-methyl-pyrrolidin-2-one; water / 4 h / 20 °C
6: sodium periodate; sulfuric acid / water; acetonitrile / 1 h / 14 - 17 °C
7: acetic acid / methanol; toluene / 2.5 h / 90 °C
View Scheme
Multi-step reaction with 8 steps
1.1: potassium carbonate / acetonitrile / 5 h / 13 - 80 °C / Large scale
2.1: lithium hexamethyldisilazane / tetrahydrofuran / 2 h / -60 °C
2.2: 1 h / -60 °C
3.1: triethylamine; methanesulfonyl chloride; 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran; 1-methyl-pyrrolidin-2-one / 0.5 h / 30 °C
4.1: rhodium(III) chloride hydrate; sodium periodate; sulfuric acid / water; acetonitrile / 3.5 h / 20 °C
4.2: 1.5 h / 25 °C
5.1: ethanol / 8.5 h / 65 - 80 °C
6.1: sodium hydrogencarbonate / 1-methyl-pyrrolidin-2-one; water / 28 - 35 °C / Large scale
7.1: sodium periodate; sulfuric acid / water; acetonitrile / 1 h / 14 - 17 °C
8.1: acetic acid / methanol; toluene / 2.5 h / 90 °C
View Scheme
3-(benzyloxy)-4-oxo-4H-pyran-2-carbaldehyde
500371-01-7

3-(benzyloxy)-4-oxo-4H-pyran-2-carbaldehyde

(4R,12aS)-7-(benzyloxy)-4-methyl-3,4,12,12a-tetrahydro-2H-pyrido[1′,2’:4,5] pyrazino[2,1-b][1,3]oxazine-6,8-dione
1206102-09-1

(4R,12aS)-7-(benzyloxy)-4-methyl-3,4,12,12a-tetrahydro-2H-pyrido[1′,2’:4,5] pyrazino[2,1-b][1,3]oxazine-6,8-dione

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: sodium chlorite; aminosulfonic acid / water; acetone / 0.67 h / 20 °C / Cooling with ice
2: ethanol / 8.5 h / 65 - 80 °C
3: sodium hydrogencarbonate / 1-methyl-pyrrolidin-2-one; water / 28 - 35 °C / Large scale
4: sodium periodate; sulfuric acid / water; acetonitrile / 1 h / 14 - 17 °C
5: acetic acid / methanol; toluene / 2.5 h / 90 °C
View Scheme
Multi-step reaction with 5 steps
1: sodium chlorite; aminosulfonic acid / water; acetone / 0.67 h / 20 °C / Cooling with ice
2: ethanol / 8.5 h / 65 - 80 °C
3: sodium hydrogencarbonate / 1-methyl-pyrrolidin-2-one; water / 4 h / 20 °C
4: sodium periodate; sulfuric acid / water; acetonitrile / 1 h / 14 - 17 °C
5: acetic acid / methanol; toluene / 2.5 h / 90 °C
View Scheme
Multi-step reaction with 5 steps
1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium hydrogencarbonate; sodium hypochlorite / acetonitrile; water; ethyl acetate / 20 °C / Large scale
2: ethanol / 3.5 h / 65 - 75 °C / Large scale
3: sodium hydrogencarbonate / 1-methyl-pyrrolidin-2-one; water / 30 °C / Large scale
4: sodium periodate; acetic anhydride / acetonitrile; water / 30 °C / Large scale
5: acetic acid / toluene / 2 h / 90 °C
View Scheme
benzyl bromide
100-39-0

benzyl bromide

(4R,12aS)-7-(benzyloxy)-4-methyl-3,4,12,12a-tetrahydro-2H-pyrido[1′,2’:4,5] pyrazino[2,1-b][1,3]oxazine-6,8-dione
1206102-09-1

(4R,12aS)-7-(benzyloxy)-4-methyl-3,4,12,12a-tetrahydro-2H-pyrido[1′,2’:4,5] pyrazino[2,1-b][1,3]oxazine-6,8-dione

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: potassium carbonate / acetonitrile / 5 h / 13 - 80 °C / Large scale
2: bromobenzene; selenium(IV) oxide / 13 h / 140 °C / Dean-Stark
3: sodium chlorite; aminosulfonic acid / water; acetone / 0.67 h / 20 °C / Cooling with ice
4: ethanol / 8.5 h / 65 - 80 °C
5: sodium hydrogencarbonate / 1-methyl-pyrrolidin-2-one; water / 28 - 35 °C / Large scale
6: sodium periodate; sulfuric acid / water; acetonitrile / 1 h / 14 - 17 °C
7: acetic acid / methanol; toluene / 2.5 h / 90 °C
View Scheme
Multi-step reaction with 7 steps
1: potassium carbonate / acetonitrile / 5 h / 13 - 80 °C / Large scale
2: bromobenzene; selenium(IV) oxide / 13 h / 140 °C / Dean-Stark
3: sodium chlorite; aminosulfonic acid / water; acetone / 0.67 h / 20 °C / Cooling with ice
4: ethanol / 8.5 h / 65 - 80 °C
5: sodium hydrogencarbonate / 1-methyl-pyrrolidin-2-one; water / 4 h / 20 °C
6: sodium periodate; sulfuric acid / water; acetonitrile / 1 h / 14 - 17 °C
7: acetic acid / methanol; toluene / 2.5 h / 90 °C
View Scheme
Multi-step reaction with 8 steps
1.1: potassium carbonate / acetonitrile / 5 h / 13 - 80 °C / Large scale
2.1: lithium hexamethyldisilazane / tetrahydrofuran / 2 h / -60 °C
2.2: 1 h / -60 °C
3.1: triethylamine; methanesulfonyl chloride; 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran; 1-methyl-pyrrolidin-2-one / 0.5 h / 30 °C
4.1: rhodium(III) chloride hydrate; sodium periodate; sulfuric acid / water; acetonitrile / 3.5 h / 20 °C
4.2: 1.5 h / 25 °C
5.1: ethanol / 8.5 h / 65 - 80 °C
6.1: sodium hydrogencarbonate / 1-methyl-pyrrolidin-2-one; water / 28 - 35 °C / Large scale
7.1: sodium periodate; sulfuric acid / water; acetonitrile / 1 h / 14 - 17 °C
8.1: acetic acid / methanol; toluene / 2.5 h / 90 °C
View Scheme
3-O-benzylmaltol
61049-69-2

3-O-benzylmaltol

(4R,12aS)-7-(benzyloxy)-4-methyl-3,4,12,12a-tetrahydro-2H-pyrido[1′,2’:4,5] pyrazino[2,1-b][1,3]oxazine-6,8-dione
1206102-09-1

(4R,12aS)-7-(benzyloxy)-4-methyl-3,4,12,12a-tetrahydro-2H-pyrido[1′,2’:4,5] pyrazino[2,1-b][1,3]oxazine-6,8-dione

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: bromobenzene; selenium(IV) oxide / 13 h / 140 °C / Dean-Stark
2: sodium chlorite; aminosulfonic acid / water; acetone / 0.67 h / 20 °C / Cooling with ice
3: ethanol / 8.5 h / 65 - 80 °C
4: sodium hydrogencarbonate / 1-methyl-pyrrolidin-2-one; water / 28 - 35 °C / Large scale
5: sodium periodate; sulfuric acid / water; acetonitrile / 1 h / 14 - 17 °C
6: acetic acid / methanol; toluene / 2.5 h / 90 °C
View Scheme
Multi-step reaction with 6 steps
1: bromobenzene; selenium(IV) oxide / 13 h / 140 °C / Dean-Stark
2: sodium chlorite; aminosulfonic acid / water; acetone / 0.67 h / 20 °C / Cooling with ice
3: ethanol / 8.5 h / 65 - 80 °C
4: sodium hydrogencarbonate / 1-methyl-pyrrolidin-2-one; water / 4 h / 20 °C
5: sodium periodate; sulfuric acid / water; acetonitrile / 1 h / 14 - 17 °C
6: acetic acid / methanol; toluene / 2.5 h / 90 °C
View Scheme
Multi-step reaction with 7 steps
1.1: lithium hexamethyldisilazane / tetrahydrofuran / 2 h / -60 °C
1.2: 1 h / -60 °C
2.1: triethylamine; methanesulfonyl chloride; 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran; 1-methyl-pyrrolidin-2-one / 0.5 h / 30 °C
3.1: rhodium(III) chloride hydrate; sodium periodate; sulfuric acid / water; acetonitrile / 3.5 h / 20 °C
3.2: 1.5 h / 25 °C
4.1: ethanol / 8.5 h / 65 - 80 °C
5.1: sodium hydrogencarbonate / 1-methyl-pyrrolidin-2-one; water / 28 - 35 °C / Large scale
6.1: sodium periodate; sulfuric acid / water; acetonitrile / 1 h / 14 - 17 °C
7.1: acetic acid / methanol; toluene / 2.5 h / 90 °C
View Scheme
benzyl chloride
100-44-7

benzyl chloride

(4R,12aS)-7-(benzyloxy)-4-methyl-3,4,12,12a-tetrahydro-2H-pyrido[1′,2’:4,5] pyrazino[2,1-b][1,3]oxazine-6,8-dione
1206102-09-1

(4R,12aS)-7-(benzyloxy)-4-methyl-3,4,12,12a-tetrahydro-2H-pyrido[1′,2’:4,5] pyrazino[2,1-b][1,3]oxazine-6,8-dione

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: potassium carbonate / methanol / 1 h / Reflux
2: periodic acid; chromium(VI) oxide / acetonitrile / 1.5 h / 20 °C
3: ethanol / 1 h / Reflux
4: sodium hydrogencarbonate / 1-methyl-pyrrolidin-2-one / 5 h / 20 °C
5: sodium periodate / methanol; water / 1 h / 20 °C
6: acetic acid / toluene / 3.5 h / 90 °C
View Scheme
(R)-3-amino-1-butanol
61477-40-5

(R)-3-amino-1-butanol

1-(2,3-dihydroxypropyl)-4-oxo-3-[(phenylmethyl)oxy]-1,4-dihydro-2-pyridinecarboxylic acid methyl ester
1206102-07-9

1-(2,3-dihydroxypropyl)-4-oxo-3-[(phenylmethyl)oxy]-1,4-dihydro-2-pyridinecarboxylic acid methyl ester

(4R,12aS)-7-(benzyloxy)-4-methyl-3,4,12,12a-tetrahydro-2H-pyrido[1′,2’:4,5] pyrazino[2,1-b][1,3]oxazine-6,8-dione
1206102-09-1

(4R,12aS)-7-(benzyloxy)-4-methyl-3,4,12,12a-tetrahydro-2H-pyrido[1′,2’:4,5] pyrazino[2,1-b][1,3]oxazine-6,8-dione

Conditions
ConditionsYield
Stage #1: 1-(2,3-dihydroxypropyl)-4-oxo-3-[(phenylmethyl)oxy]-1,4-dihydro-2-pyridinecarboxylic acid methyl ester With sodium periodate
Stage #2: (R)-3-amino-1-butanol
C21H20O6S

C21H20O6S

(4R,12aS)-7-(benzyloxy)-4-methyl-3,4,12,12a-tetrahydro-2H-pyrido[1′,2’:4,5] pyrazino[2,1-b][1,3]oxazine-6,8-dione
1206102-09-1

(4R,12aS)-7-(benzyloxy)-4-methyl-3,4,12,12a-tetrahydro-2H-pyrido[1′,2’:4,5] pyrazino[2,1-b][1,3]oxazine-6,8-dione

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 1,8-diazabicyclo[5.4.0]undec-7-ene
2: ruthenium trichloride; sodium periodate
3: sodium periodate
View Scheme
2-[(E)-2-phenylethenyl]-3-[(phenylmethyl)oxy]-4H-pyran-4-one
1206102-05-7

2-[(E)-2-phenylethenyl]-3-[(phenylmethyl)oxy]-4H-pyran-4-one

(4R,12aS)-7-(benzyloxy)-4-methyl-3,4,12,12a-tetrahydro-2H-pyrido[1′,2’:4,5] pyrazino[2,1-b][1,3]oxazine-6,8-dione
1206102-09-1

(4R,12aS)-7-(benzyloxy)-4-methyl-3,4,12,12a-tetrahydro-2H-pyrido[1′,2’:4,5] pyrazino[2,1-b][1,3]oxazine-6,8-dione

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: ruthenium trichloride; sodium periodate; sulfuric acid / acetonitrile; water / 20 °C / Large scale
2: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium hydrogencarbonate; sodium hypochlorite / acetonitrile; water; ethyl acetate / 20 °C / Large scale
3: ethanol / 3.5 h / 65 - 75 °C / Large scale
4: sodium hydrogencarbonate / 1-methyl-pyrrolidin-2-one; water / 30 °C / Large scale
5: sodium periodate; acetic anhydride / acetonitrile; water / 30 °C / Large scale
6: acetic acid / toluene / 2 h / 90 °C
View Scheme
(4R,12aS)-7-(benzyloxy)-4-methyl-3,4,12,12a-tetrahydro-2H-pyrido[1′,2’:4,5] pyrazino[2,1-b][1,3]oxazine-6,8-dione
1206102-09-1

(4R,12aS)-7-(benzyloxy)-4-methyl-3,4,12,12a-tetrahydro-2H-pyrido[1′,2’:4,5] pyrazino[2,1-b][1,3]oxazine-6,8-dione

(4R,12aS)-7-(benzyloxy)-9-bromo-4-methyl-3,4,12,12atetrahydro-2H-pyrido [1′,2′:4,5]pyrazino[2,1-b][1,3]oxazine-6,8-dione
1206102-10-4

(4R,12aS)-7-(benzyloxy)-9-bromo-4-methyl-3,4,12,12atetrahydro-2H-pyrido [1′,2′:4,5]pyrazino[2,1-b][1,3]oxazine-6,8-dione

Conditions
ConditionsYield
With N-Bromosuccinimide In 1-methyl-pyrrolidin-2-one at 20℃; for 2h; Product distribution / selectivity;89%
With N-Bromosuccinimide In 1-methyl-pyrrolidin-2-one; water at 5 - 20℃; for 4h; Solvent; Temperature;89%
With N-Bromosuccinimide In N,N-dimethyl-formamide at 20℃; for 1.5h;86%
With N-Bromosuccinimide In dichloromethane at 20℃; for 0.5h; Large scale;85%
With N-Bromosuccinimide
(4R,12aS)-7-(benzyloxy)-4-methyl-3,4,12,12a-tetrahydro-2H-pyrido[1′,2’:4,5] pyrazino[2,1-b][1,3]oxazine-6,8-dione
1206102-09-1

(4R,12aS)-7-(benzyloxy)-4-methyl-3,4,12,12a-tetrahydro-2H-pyrido[1′,2’:4,5] pyrazino[2,1-b][1,3]oxazine-6,8-dione

dolutegravir

dolutegravir

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: N-Bromosuccinimide / 1-methyl-pyrrolidin-2-one; water / 4 h / 5 - 20 °C
2: N-ethyl-N,N-diisopropylamine; tetrakis(triphenylphosphine) palladium(0) / dimethyl sulfoxide / 5.5 h / 90 °C
3: palladium 10% on activated carbon; hydrogen / tetrahydrofuran; methanol / 2.5 h
View Scheme
Multi-step reaction with 3 steps
1: N-Bromosuccinimide / dichloromethane / 0.5 h / 20 °C / Large scale
2: tetrakis(triphenylphosphine) palladium(0) / dimethyl sulfoxide / 5 h / 90 °C / Large scale
3: hydrogen; 5%-palladium/activated carbon / tetrahydrofuran; water / 2 h / 40 °C
View Scheme
(4R,12aS)-7-(benzyloxy)-4-methyl-3,4,12,12a-tetrahydro-2H-pyrido[1′,2’:4,5] pyrazino[2,1-b][1,3]oxazine-6,8-dione
1206102-09-1

(4R,12aS)-7-(benzyloxy)-4-methyl-3,4,12,12a-tetrahydro-2H-pyrido[1′,2’:4,5] pyrazino[2,1-b][1,3]oxazine-6,8-dione

(4R,12aS)-N-(2,4-difluorobenzyl)-7-hydroxy-4-methyl-6,8-dioxo-3,4,6,8,12,12a-hexahydro-2H-pyrido[1′,2′:4,5]pyrazino-[2,1-b][1,3]oxazine-9-carboxamide sodium salt
1051375-19-9

(4R,12aS)-N-(2,4-difluorobenzyl)-7-hydroxy-4-methyl-6,8-dioxo-3,4,6,8,12,12a-hexahydro-2H-pyrido[1′,2′:4,5]pyrazino-[2,1-b][1,3]oxazine-9-carboxamide sodium salt

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: N-Bromosuccinimide / 1-methyl-pyrrolidin-2-one; water / 4 h / 5 - 20 °C
2: N-ethyl-N,N-diisopropylamine; tetrakis(triphenylphosphine) palladium(0) / dimethyl sulfoxide / 5.5 h / 90 °C
3: palladium 10% on activated carbon; hydrogen / tetrahydrofuran; methanol / 2.5 h
4: sodium hydroxide / ethanol / 80 °C
View Scheme
Multi-step reaction with 3 steps
1.1: N-Bromosuccinimide
2.1: tetrakis(triphenylphosphine) palladium(0)
3.1: hydrogen; palladium 10% on activated carbon / tetrahydrofuran; methanol / 2.5 h
3.2: 80 °C
View Scheme
Multi-step reaction with 4 steps
1: N-Bromosuccinimide / dichloromethane / 0.5 h / 20 °C / Large scale
2: tetrakis(triphenylphosphine) palladium(0) / dimethyl sulfoxide / 5 h / 90 °C / Large scale
3: hydrogen; 5%-palladium/activated carbon / tetrahydrofuran; water / 2 h / 40 °C
4: sodium hydroxide / water; ethanol / 3 h / 25 °C
View Scheme
(4R,12aS)-7-(benzyloxy)-4-methyl-3,4,12,12a-tetrahydro-2H-pyrido[1′,2’:4,5] pyrazino[2,1-b][1,3]oxazine-6,8-dione
1206102-09-1

(4R,12aS)-7-(benzyloxy)-4-methyl-3,4,12,12a-tetrahydro-2H-pyrido[1′,2’:4,5] pyrazino[2,1-b][1,3]oxazine-6,8-dione

(4R,12aS)-7-(benzyloxy)-N-(2,4-difluorobenzyl)-4-methyl-6,8-dioxo-3,4,6,8,12,12a-hexahydro-2H-pyrido[1′,2’:4,5]-pyrazino[2,1-b][1,3]oxazine-9-carboxamide
1206102-11-5

(4R,12aS)-7-(benzyloxy)-N-(2,4-difluorobenzyl)-4-methyl-6,8-dioxo-3,4,6,8,12,12a-hexahydro-2H-pyrido[1′,2’:4,5]-pyrazino[2,1-b][1,3]oxazine-9-carboxamide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: N-Bromosuccinimide
2: tetrakis(triphenylphosphine) palladium(0)
View Scheme
Multi-step reaction with 2 steps
1: N-Bromosuccinimide / dichloromethane / 0.5 h / 20 °C / Large scale
2: tetrakis(triphenylphosphine) palladium(0) / dimethyl sulfoxide / 5 h / 90 °C / Large scale
View Scheme

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