(1R,4S,5S,9R)-1-((R)-1-Hydroxy-2,2-bis-phenylsulfanyl-ethyl)-4-methoxy-6-(2-methyl-propane-2-sulfonyl)-2-oxa-6-aza-bicyclo[3.3.1]nonan-9-ol

Base Information

Chemical Name:(1R,4S,5S,9R)-1-((R)-1-Hydroxy-2,2-bis-phenylsulfanyl-ethyl)-4-methoxy-6-(2-methyl-propane-2-sulfonyl)-2-oxa-6-aza-bicyclo[3.3.1]nonan-9-ol
CAS No.:921203-12-5
Molecular Formula:C₂₆H₃₅NO₆S₃
Molecular Weight:553.765
Hs Code.:

Synonyms:(1R,4S,5S,9R)-1-((R)-1-Hydroxy-2,2-bis-phenylsulfanyl-ethyl)-4-methoxy-6-(2-methyl-propane-2-sulfonyl)-2-oxa-6-aza-bicyclo[3.3.1]nonan-9-ol

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Chemical Property of (1R,4S,5S,9R)-1-((R)-1-Hydroxy-2,2-bis-phenylsulfanyl-ethyl)-4-methoxy-6-(2-methyl-propane-2-sulfonyl)-2-oxa-6-aza-bicyclo[3.3.1]nonan-9-ol

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Technology Process of (1R,4S,5S,9R)-1-((R)-1-Hydroxy-2,2-bis-phenylsulfanyl-ethyl)-4-methoxy-6-(2-methyl-propane-2-sulfonyl)-2-oxa-6-aza-bicyclo[3.3.1]nonan-9-ol

There total 21 articles about (1R,4S,5S,9R)-1-((R)-1-Hydroxy-2,2-bis-phenylsulfanyl-ethyl)-4-methoxy-6-(2-methyl-propane-2-sulfonyl)-2-oxa-6-aza-bicyclo[3.3.1]nonan-9-ol 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: 80.0%

: 921203-10-3
C₁₇H₂₉NO₇S

: 108-98-5
thiophenol

: 921203-12-5
(1R,4S,5S,9R)-1-((R)-1-Hydroxy-2,2-bis-phenylsulfanyl-ethyl)-4-methoxy-6-(2-methyl-propane-2-sulfonyl)-2-oxa-6-aza-bicyclo[3.3.1]nonan-9-ol

Guidance literature:: With amberlyst-15; In dichloromethane; at 20 ℃; for 60h;
DOI:10.1021/jo061904r

Reference yield:

: 921202-75-7
(3aR,3bR,7aR,8aR)-3b-(2-Benzyloxy-ethyl)-2,2-dimethyl-3a,5,7a,8a-tetrahydro-3bH-[1,3]dioxolo[4,5]furo[3,2-b]pyran

: 921203-12-5
(1R,4S,5S,9R)-1-((R)-1-Hydroxy-2,2-bis-phenylsulfanyl-ethyl)-4-methoxy-6-(2-methyl-propane-2-sulfonyl)-2-oxa-6-aza-bicyclo[3.3.1]nonan-9-ol

Guidance literature:: Multi-step reaction with 12 steps

1.1: H₂O; 4-methylmorpholine N-oxide; OsO₄ / acetone; 2-methyl-propan-2-ol / 2.5 h / 20 °C

2.1: hydrogen / Pd(OH)2/C / ethyl acetate / 2 h / 20 °C / 760 Torr

3.1: 414 mg / pyridine / -20 °C

4.1: 96 percent / NaN₃ / dimethylformamide / 0.83 h / 90 °C

5.1: hydrogen; pyridine / Pd black / ethanol / 1.5 h / 20 °C / 760 Torr

6.1: triethylamine / acetonitrile / 24 h / 95 °C

7.1: Et₃N / acetonitrile / 4 h / 20 °C

8.1: 85 mg / m-CPBA / CH₂Cl₂ / 1.5 h / 20 °C

9.1: Dess-Martin periodinane / CH₂Cl₂ / 1 h / 20 °C

10.1: NaBH₄ / CH₂Cl₂; methanol / 0.5 h / 20 °C

11.1: NaH / tetrahydrofuran; various solvent(s) / 0.33 h / 20 °C

11.2: 122 mg / tetrahydrofuran; various solvent(s)

12.1: 80 percent / Amberlyst-15 / CH₂Cl₂ / 60 h / 20 °C

With pyridine; sodium tetrahydroborate; osmium(VIII) oxide; sodium azide; amberlyst-15; water; hydrogen; sodium hydride; Dess-Martin periodane; 4-methylmorpholine N-oxide; triethylamine; 3-chloro-benzenecarboperoxoic acid; palladium dihydroxide; palladium; In tetrahydrofuran; methanol; ethanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; acetone; acetonitrile; tert-butyl alcohol;
DOI:10.1021/jo061904r

Reference yield:

: (3aR,3bR,6S,7S,7aR,8aR)-3b-(2-Hydroxy-ethyl)-2,2-dimethyl-hexahydro-[1,3]dioxolo[4,5]furo[3,2-b]pyran-6,7-diol

: 921203-12-5
(1R,4S,5S,9R)-1-((R)-1-Hydroxy-2,2-bis-phenylsulfanyl-ethyl)-4-methoxy-6-(2-methyl-propane-2-sulfonyl)-2-oxa-6-aza-bicyclo[3.3.1]nonan-9-ol

Guidance literature:: Multi-step reaction with 10 steps

1.1: 414 mg / pyridine / -20 °C

2.1: 96 percent / NaN₃ / dimethylformamide / 0.83 h / 90 °C

3.1: hydrogen; pyridine / Pd black / ethanol / 1.5 h / 20 °C / 760 Torr

4.1: triethylamine / acetonitrile / 24 h / 95 °C

5.1: Et₃N / acetonitrile / 4 h / 20 °C

6.1: 85 mg / m-CPBA / CH₂Cl₂ / 1.5 h / 20 °C

7.1: Dess-Martin periodinane / CH₂Cl₂ / 1 h / 20 °C

8.1: NaBH₄ / CH₂Cl₂; methanol / 0.5 h / 20 °C

9.1: NaH / tetrahydrofuran; various solvent(s) / 0.33 h / 20 °C

9.2: 122 mg / tetrahydrofuran; various solvent(s)

10.1: 80 percent / Amberlyst-15 / CH₂Cl₂ / 60 h / 20 °C

With pyridine; sodium tetrahydroborate; sodium azide; amberlyst-15; hydrogen; sodium hydride; Dess-Martin periodane; triethylamine; 3-chloro-benzenecarboperoxoic acid; palladium; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo061904r