satavaptan

Base Information

• Chemical Name: satavaptan
• CAS No.: 185913-78-4
• Molecular Formula: C₃₃H₄₅N₃O₈S
• Molecular Weight: 643.802
• Mol file: 185913-78-4.mol

Synonyms:Benzamide,N-(1,1-dimethylethyl)-4-[[5'-ethoxy-4-[2-(4-morpholinyl)ethoxy]-2'-oxospiro[cyclohexane-1,3'-[3H]indol]-1'(2'H)-yl]sulfonyl]-3-methoxy-,cis-; SR 121463; Satavaptan

Chemical Property of satavaptan

Chemical Property:

• Boiling Point: °Cat760mmHg
• PKA: 14.04±0.46(Predicted)
• Flash Point: °C
• PSA: 135.58000
• Density: 1.31g/cm³
• LogP: 5.54540

Purity/Quality:

99% ^*data from raw suppliers

N-(TERT-BUTYL)-4-([(1S,4S)-5'-ETHOXY-4-(2-MORPHOLIN-4-YLETHOXY)-2'-OXOSPIRO[CYCLOHEXANE-1,3'-INDOL]-1'(2'H)-YL]SULFONYL)-3-METHOXYBENZAMIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of satavaptan

There total 33 articles about satavaptan 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:

N-benzyl-N-(4-ethoxyphenyl)amine (72753-31-2) → 1'-[2-methoxy-4-(tert-butylaminocarboxamido)benzenesulfonyl]-5'-ethoxy-4-[2-(4-morpholino)ethoxy]spiro[cyclohexane-1,3'-indolin]-2'-one (185913-78-4)

Guidance literature:

Multi-step reaction with 9 steps

1.1: tetrahydrofuran / 5.5 h / Heating

1.2: 93 percent / MeSO₂N₃; Et₃N / acetonitrile / 12 h

2.1: 84 percent / KOH / acetonitrile; H₂O / 12 h / 20 °C

3.1: 88 percent / Rh₂(OAc)4 / CH₂Cl₂ / 12 h / 20 °C

4.1: NaH / 1,2-dimethoxy-ethane / 0.25 h / 0 °C

4.2: 90 percent / 1,2-dimethoxy-ethane / 16 h / 20 °C

5.1: 90 percent / PPTS / H₂O; acetone / 20 h / Heating

6.1: NaBH₄ / ethanol / 0 - 20 °C

7.1: NaH / toluene / 1.5 h / 100 °C

7.2: 80 percent / toluene / 14 h / Heating

8.1: 90 percent / Li; NH₃ / -78 °C

9.1: t-BuOK / tetrahydrofuran / -78 - 20 °C

9.2: tetrahydrofuran / -78 - 20 °C

With potassium hydroxide; sodium tetrahydroborate; potassium tert-butylate; ammonia; pyridinium p-toluenesulfonate; lithium; sodium hydride; dirhodium tetraacetate; In tetrahydrofuran; 1,2-dimethoxyethane; ethanol; dichloromethane; water; acetone; toluene; acetonitrile;

DOI:10.1021/jo0004658

Reference yield:

N-benzylidene-4-ethoxyaniline (15484-91-0) → 1'-[2-methoxy-4-(tert-butylaminocarboxamido)benzenesulfonyl]-5'-ethoxy-4-[2-(4-morpholino)ethoxy]spiro[cyclohexane-1,3'-indolin]-2'-one (185913-78-4)

Guidance literature:

Multi-step reaction with 10 steps

1.1: 23.31 g / NaBH₄ / methanol / 2 h / 20 °C

2.1: tetrahydrofuran / 5.5 h / Heating

2.2: 93 percent / MeSO₂N₃; Et₃N / acetonitrile / 12 h

3.1: 84 percent / KOH / acetonitrile; H₂O / 12 h / 20 °C

4.1: 88 percent / Rh₂(OAc)4 / CH₂Cl₂ / 12 h / 20 °C

5.1: NaH / 1,2-dimethoxy-ethane / 0.25 h / 0 °C

5.2: 90 percent / 1,2-dimethoxy-ethane / 16 h / 20 °C

6.1: 90 percent / PPTS / H₂O; acetone / 20 h / Heating

7.1: NaBH₄ / ethanol / 0 - 20 °C

8.1: NaH / toluene / 1.5 h / 100 °C

8.2: 80 percent / toluene / 14 h / Heating

9.1: 90 percent / Li; NH₃ / -78 °C

10.1: t-BuOK / tetrahydrofuran / -78 - 20 °C

10.2: tetrahydrofuran / -78 - 20 °C

With potassium hydroxide; sodium tetrahydroborate; potassium tert-butylate; ammonia; pyridinium p-toluenesulfonate; lithium; sodium hydride; dirhodium tetraacetate; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; ethanol; dichloromethane; water; acetone; toluene; acetonitrile;

DOI:10.1021/jo0004658

Reference yield:

4-Ethoxyaniline (156-43-4) → 1'-[2-methoxy-4-(tert-butylaminocarboxamido)benzenesulfonyl]-5'-ethoxy-4-[2-(4-morpholino)ethoxy]spiro[cyclohexane-1,3'-indolin]-2'-one (185913-78-4)

Guidance literature:

Multi-step reaction with 11 steps

1.1: methanol / 0.03 h / Heating

2.1: 23.31 g / NaBH₄ / methanol / 2 h / 20 °C

3.1: tetrahydrofuran / 5.5 h / Heating

3.2: 93 percent / MeSO₂N₃; Et₃N / acetonitrile / 12 h

4.1: 84 percent / KOH / acetonitrile; H₂O / 12 h / 20 °C

5.1: 88 percent / Rh₂(OAc)4 / CH₂Cl₂ / 12 h / 20 °C

6.1: NaH / 1,2-dimethoxy-ethane / 0.25 h / 0 °C

6.2: 90 percent / 1,2-dimethoxy-ethane / 16 h / 20 °C

7.1: 90 percent / PPTS / H₂O; acetone / 20 h / Heating

8.1: NaBH₄ / ethanol / 0 - 20 °C

9.1: NaH / toluene / 1.5 h / 100 °C

9.2: 80 percent / toluene / 14 h / Heating

10.1: 90 percent / Li; NH₃ / -78 °C

11.1: t-BuOK / tetrahydrofuran / -78 - 20 °C

11.2: tetrahydrofuran / -78 - 20 °C

With potassium hydroxide; sodium tetrahydroborate; potassium tert-butylate; ammonia; pyridinium p-toluenesulfonate; lithium; sodium hydride; dirhodium tetraacetate; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; ethanol; dichloromethane; water; acetone; toluene; acetonitrile;

DOI:10.1021/jo0004658

upstream raw materials:

2-methoxy-4-(N-t-butylamino-carbonyl)-benzenesulfonyl chloride

C₂₁H₃₀N₂O₄

SR₁₂₁₉₆₀

N-benzylidene-4-ethoxyaniline

Refernces