N-[(S)-1-[(1R,2S)-1-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2-hydroxy-propyl]-12-(tetrahydro-pyran-2-yloxy)-dodecyl]-4-methyl-benzenesulfonamide

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Chemical Name:N-[(S)-1-[(1R,2S)-1-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2-hydroxy-propyl]-12-(tetrahydro-pyran-2-yloxy)-dodecyl]-4-methyl-benzenesulfonamide
CAS No.:205517-76-6
Molecular Formula:C₄₀H₆₇NO₇SSi
Molecular Weight:734.126
Hs Code.:

N-[(S)-1-[(1R,2S)-1-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2-hydroxy-propyl]-12-(tetrahydro-pyran-2-yloxy)-dodecyl]-4-methyl-benzenesulfonamide

Synonyms:N-[(S)-1-[(1R,2S)-1-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2-hydroxy-propyl]-12-(tetrahydro-pyran-2-yloxy)-dodecyl]-4-methyl-benzenesulfonamide

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Chemical Property of N-[(S)-1-[(1R,2S)-1-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2-hydroxy-propyl]-12-(tetrahydro-pyran-2-yloxy)-dodecyl]-4-methyl-benzenesulfonamide

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Technology Process of N-[(S)-1-[(1R,2S)-1-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2-hydroxy-propyl]-12-(tetrahydro-pyran-2-yloxy)-dodecyl]-4-methyl-benzenesulfonamide

There total 10 articles about N-[(S)-1-[(1R,2S)-1-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2-hydroxy-propyl]-12-(tetrahydro-pyran-2-yloxy)-dodecyl]-4-methyl-benzenesulfonamide 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: 94.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 205517-74-4
N-[(S)-1-((1R,2S)-1-Benzyloxy-2,3-dihydroxy-propyl)-12-(tetrahydro-pyran-2-yloxy)-dodecyl]-4-methyl-benzenesulfonamide

: 205517-76-6
N-[(S)-1-[(1R,2S)-1-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2-hydroxy-propyl]-12-(tetrahydro-pyran-2-yloxy)-dodecyl]-4-methyl-benzenesulfonamide

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 0 ℃; for 5h;
DOI:10.3987/COM-97-S(N)24

Reference yield:

: N-[1-[1-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2-oxo-propyl]-12-(tetrahydro-pyran-2-yloxy)-dodecyl]-4-methyl-benzenesulfonamide

: 205517-76-6
N-[(S)-1-[(1R,2S)-1-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2-hydroxy-propyl]-12-(tetrahydro-pyran-2-yloxy)-dodecyl]-4-methyl-benzenesulfonamide

: N-[1-[1-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2-hydroxy-propyl]-12-(tetrahydro-pyran-2-yloxy)-dodecyl]-4-methyl-benzenesulfonamide

Guidance literature:: With L-Selectride; In tetrahydrofuran; Yield given; Yields of byproduct given;
DOI:10.1016/S0040-4039(98)02345-4

Reference yield:

: 922-65-6
divinylcarbinol

: 205517-76-6
N-[(S)-1-[(1R,2S)-1-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2-hydroxy-propyl]-12-(tetrahydro-pyran-2-yloxy)-dodecyl]-4-methyl-benzenesulfonamide

Guidance literature:: Multi-step reaction with 9 steps

1: 65 percent / TBHP, L-(+)-DIPT, Ti(O-iso-Pr)4, 4 Angstroem molecular sieves / CH₂Cl₂ / 240 h / -20 °C

2: 80 percent / NaH, n-Bu₄NI / tetrahydrofuran / -10 °C

3: 76 percent / CuI / tetrahydrofuran / -50 °C

4: NEt₃ / CH₂Cl₂ / 4 h / Ambient temperature

5: sodium azide / dimethylformamide / 5 h / 90 °C

6: LiAlH₄ / tetrahydrofuran / Ambient temperature

7: NEt₃ / CH₂Cl₂ / Ambient temperature

8: 84 percent / DHQD-CLB, K₃, K₂CO₃, OsO₄ / 2-methyl-propan-2-ol; H₂O / Ambient temperature

9: 94 percent / imidazole / dimethylformamide / 5 h / 0 °C

With 1H-imidazole; titanium(IV) isopropylate; tert.-butylhydroperoxide; copper(l) iodide; osmium(VIII) oxide; lithium aluminium tetrahydride; sodium azide; L-(+)-diisopropyl tartrate; 4 A molecular sieve; tetra-(n-butyl)ammonium iodide; sodium hydride; potassium carbonate; 10,11-dihydroquinidine p-chlorobenzoate; triethylamine; potassium hexacyanoferrate(III); In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.3987/COM-97-S(N)24