methyl 2-(3S,4R)-(3-benzyl-4-hydroxychroman-7-yl)-4-(7-amino-1,1-difluoroheptyl)benzoate

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Chemical Name:methyl 2-(3S,4R)-(3-benzyl-4-hydroxychroman-7-yl)-4-(7-amino-1,1-difluoroheptyl)benzoate
CAS No.:299173-14-1
Molecular Formula:C₃₁H₃₅F₂NO₄
Molecular Weight:523.62
Hs Code.:

Synonyms:methyl 2-(3S,4R)-(3-benzyl-4-hydroxychroman-7-yl)-4-(7-amino-1,1-difluoroheptyl)benzoate

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Chemical Property of methyl 2-(3S,4R)-(3-benzyl-4-hydroxychroman-7-yl)-4-(7-amino-1,1-difluoroheptyl)benzoate

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Technology Process of methyl 2-(3S,4R)-(3-benzyl-4-hydroxychroman-7-yl)-4-(7-amino-1,1-difluoroheptyl)benzoate

There total 12 articles about methyl 2-(3S,4R)-(3-benzyl-4-hydroxychroman-7-yl)-4-(7-amino-1,1-difluoroheptyl)benzoate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: 65785-44-6
6-iodohexanol, tetrahydropyranyl ether

: 299173-14-1
methyl 2-(3S,4R)-(3-benzyl-4-hydroxychroman-7-yl)-4-(7-amino-1,1-difluoroheptyl)benzoate

Guidance literature:: Multi-step reaction with 7 steps

1.1: Zn / tetrahydrofuran / 20 h / 40 °C

1.2: 38.5 percent / LiCl; CuCN / tetrahydrofuran / 3.33 h / 0 °C

2.1: 88.1 percent / p-TsOH*H₂O / methanol / 21 h / 20 °C

3.1: 68.1 percent / pyridine / 2.25 h / 20 °C

4.1: 94.3 percent / NaN₃ / dimethylformamide / 19 h / 20 °C

5.1: 52.2 percent / DAST / 44 h / 45 °C

6.1: 62.3 percent / Na₂CO₃ / Pd(Ph₃P)4 / H₂O; toluene / 4.25 h / 100 °C

7.1: 57.4 percent / H₂ / Pd/C / methanol / 1 h / 20 °C / 775.72 Torr

With pyridine; sodium azide; hydrogen; sodium carbonate; toluene-4-sulfonic acid; 4,4'-diaminostilbene-2,2'-disulfonic acid; zinc; palladium on activated charcoal; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide; toluene; 1.1: Metallation / 1.2: Acylation / 2.1: Elimination / 3.1: Tosylation / 4.1: azidation / 5.1: Fluorination / 6.1: Arylation / 7.1: Catalytic hydrogenation;

Reference yield:

: 53963-10-3
2-[(6-bromohexyl)oxy]tetrahydro-2H-pyran

: 299173-14-1
methyl 2-(3S,4R)-(3-benzyl-4-hydroxychroman-7-yl)-4-(7-amino-1,1-difluoroheptyl)benzoate

Guidance literature:: Multi-step reaction with 8 steps

1.1: 100 percent / NaI / acetone / 20 h / Heating

2.1: Zn / tetrahydrofuran / 20 h / 40 °C

2.2: 38.5 percent / LiCl; CuCN / tetrahydrofuran / 3.33 h / 0 °C

3.1: 88.1 percent / p-TsOH*H₂O / methanol / 21 h / 20 °C

4.1: 68.1 percent / pyridine / 2.25 h / 20 °C

5.1: 94.3 percent / NaN₃ / dimethylformamide / 19 h / 20 °C

6.1: 52.2 percent / DAST / 44 h / 45 °C

7.1: 62.3 percent / Na₂CO₃ / Pd(Ph₃P)4 / H₂O; toluene / 4.25 h / 100 °C

8.1: 57.4 percent / H₂ / Pd/C / methanol / 1 h / 20 °C / 775.72 Torr

With pyridine; sodium azide; hydrogen; sodium carbonate; toluene-4-sulfonic acid; 4,4'-diaminostilbene-2,2'-disulfonic acid; sodium iodide; zinc; palladium on activated charcoal; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide; acetone; toluene; 1.1: Iodination / 2.1: Metallation / 2.2: Acylation / 3.1: Elimination / 4.1: Tosylation / 5.1: azidation / 6.1: Fluorination / 7.1: Arylation / 8.1: Catalytic hydrogenation;

Reference yield:

: 165534-79-2
dimethyl 2-iodoterephthalate

: 299173-14-1
methyl 2-(3S,4R)-(3-benzyl-4-hydroxychroman-7-yl)-4-(7-amino-1,1-difluoroheptyl)benzoate

Guidance literature:: Multi-step reaction with 9 steps

1.1: 59.9 percent / LiOH*H₂O / methanol; H₂O / 3.33 h / 20 °C

2.1: 100 percent / thionyl chloride / CH₂Cl₂; dimethylformamide / 2 h / Heating

3.1: Zn / tetrahydrofuran / 20 h / 40 °C

3.2: 38.5 percent / LiCl; CuCN / tetrahydrofuran / 3.33 h / 0 °C

4.1: 88.1 percent / p-TsOH*H₂O / methanol / 21 h / 20 °C

5.1: 68.1 percent / pyridine / 2.25 h / 20 °C

6.1: 94.3 percent / NaN₃ / dimethylformamide / 19 h / 20 °C

7.1: 52.2 percent / DAST / 44 h / 45 °C

8.1: 62.3 percent / Na₂CO₃ / Pd(Ph₃P)4 / H₂O; toluene / 4.25 h / 100 °C

9.1: 57.4 percent / H₂ / Pd/C / methanol / 1 h / 20 °C / 775.72 Torr

With pyridine; lithium hydroxide; thionyl chloride; sodium azide; hydrogen; sodium carbonate; toluene-4-sulfonic acid; 4,4'-diaminostilbene-2,2'-disulfonic acid; zinc; palladium on activated charcoal; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; 1.1: Hydrolysis / 2.1: Chlorination / 3.1: Metallation / 3.2: Acylation / 4.1: Elimination / 5.1: Tosylation / 6.1: azidation / 7.1: Fluorination / 8.1: Arylation / 9.1: Catalytic hydrogenation;