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1206102-09-1

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Basic Information
CAS No.: 1206102-09-1
Name: (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
Article Data: 5
Molecular Structure:
Molecular Structure of 1206102-09-1 ((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)
Formula: C19H20N2O4
Molecular Weight: 340.379
Synonyms: (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;Dolutegravir interMediate
EINECS: -0
PSA: 60.77000
LogP: 1.95590
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Synthetic route
61477-40-5

(R)-3-amino-1-butanol

1206102-08-0

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

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%
1206102-04-6

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

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
1229006-11-4

C20H16O3

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
119736-16-2

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

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
1206102-06-8

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

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
1206102-07-9

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

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
118-71-8

Maltol

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
500371-01-7

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

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
100-39-0

benzyl bromide

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
61049-69-2

3-O-benzylmaltol

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
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    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)

    Hunan Runhui Chem Co., Ltd. is a comprehensive Fine chemicals and Pharmaceuticals Intermediates supplier in China , Established in Changsha City of Hunan province registered capit

  •  Hunan Longxianng Runhui Trading Co.,Ltd

     China (Mainland)  |  Contact Details

    Business Type:Lab/Research institutions

    Tel:86-731-85570686

    Address:29 Floor,Changsheng Upper Strata,Furong District,China

       Inquiry Now

  • 1206102-09-1

  • Casno:

    1206102-09-1

    1206102-09-1

    Min.Order: 0

    FOB Price:  USD $ 0.0-0.0

    Good Quality Package:1kg/bag Application:Medical or chemical Transportation:Air/Train/Sea Port:Shenzhen

    Shanghai Chinqesen Biotechnology Co., Ltd. Company slogan:Innovation, cooperation and win-win Company introduction:Shanghai Chinqesen Biotechnology Co., Ltd. is a professional phar

  •  Shanghai Chinqesen Biotechnology Co., Ltd.

    China (Mainland)  |  Contact Details

    Business Type:Trading Company

    Tel:+8617316470195

    Address:333 Songze Avenue, Qingpu District, Shanghai

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  • Dolutegravir N-3

  • Casno:

    1206102-09-1

    Dolutegravir N-3

    Min.Order: 0

    FOB Price:  USD $ 0.0-0.0

    Kaimosi is proud to provide exceptional ingredients designed for manufacturers and suppliers in fine chemicals and Pharmaceuticals. Cooperate closely with Sichuan production base,

  •  Qingdao KMS Biochemical Technology Co.,Ltd.

     China (Mainland)  |  Contact Details

    Business Type:Lab/Research institutions

    Tel:0571-87191913

    Address:Room 215, Building 3rd, No.288 Ningxia Road, Qingdao city, China

       Inquiry Now

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