(3S,4S)-1-[(1R,3R,4R)-4-(tert-Butyl-diphenyl-silanyloxy)-3-methoxy-cyclohexyl]-4-[1,3]dithian-2-yl-3-(4-methoxy-benzyloxy)-pentan-2-one

Base Information

• Chemical Name: (3S,4S)-1-[(1R,3R,4R)-4-(tert-Butyl-diphenyl-silanyloxy)-3-methoxy-cyclohexyl]-4-[1,3]dithian-2-yl-3-(4-methoxy-benzyloxy)-pentan-2-one
• CAS No.: 128694-53-1
• Molecular Formula: C₄₀H₅₄O₅S₂Si
• Molecular Weight: 707.083

Synonyms:(3S,4S)-1-[(1R,3R,4R)-4-(tert-Butyl-diphenyl-silanyloxy)-3-methoxy-cyclohexyl]-4-[1,3]dithian-2-yl-3-(4-methoxy-benzyloxy)-pentan-2-one

Chemical Property of (3S,4S)-1-[(1R,3R,4R)-4-(tert-Butyl-diphenyl-silanyloxy)-3-methoxy-cyclohexyl]-4-[1,3]dithian-2-yl-3-(4-methoxy-benzyloxy)-pentan-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3S,4S)-1-[(1R,3R,4R)-4-(tert-Butyl-diphenyl-silanyloxy)-3-methoxy-cyclohexyl]-4-[1,3]dithian-2-yl-3-(4-methoxy-benzyloxy)-pentan-2-one

There total 16 articles about (3S,4S)-1-[(1R,3R,4R)-4-(tert-Butyl-diphenyl-silanyloxy)-3-methoxy-cyclohexyl]-4-[1,3]dithian-2-yl-3-(4-methoxy-benzyloxy)-pentan-2-one 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: 90.0%

(3S,4S)-1-Benzenesulfonyl-1-[(1R,3R,4R)-4-(tert-butyl-diphenyl-silanyloxy)-3-methoxy-cyclohexyl]-4-[1,3]dithian-2-yl-3-(4-methoxy-benzyloxy)-pentan-2-one (128694-61-1) → (3S,4S)-1-[(1R,3R,4R)-4-(tert-Butyl-diphenyl-silanyloxy)-3-methoxy-cyclohexyl]-4-[1,3]dithian-2-yl-3-(4-methoxy-benzyloxy)-pentan-2-one (128694-53-1)

Guidance literature:

With aluminum amalgam; In tetrahydrofuran; water; Heating;

DOI:10.1016/S0040-4039(01)93398-2

Reference yield:

(R)-cyclohex-3-enecarboxylic acid (5709-98-8) → (3S,4S)-1-[(1R,3R,4R)-4-(tert-Butyl-diphenyl-silanyloxy)-3-methoxy-cyclohexyl]-4-[1,3]dithian-2-yl-3-(4-methoxy-benzyloxy)-pentan-2-one (128694-53-1)

Guidance literature:

Multi-step reaction with 11 steps

1: 93 percent / I₂/KI, NaHCO₃ / H₂O / 0 °C

2: 96 percent / DBU / tetrahydrofuran / Heating

3: 93 percent / LiAlH₄ / diethyl ether / 0 °C

4: 70 percent / n-Bu₃P / dimethylformamide / Ambient temperature

5: 94 percent / BF₃*Et₂O / diethyl ether / 0 °C

6: 87 percent / oxone / tetrahydrofuran; methanol; H₂O / 0 °C

7: 71 percent / BH₃*THF, NaOH, t-BuO₂H / -78 deg C to room temp.

8: 70 percent / imidazole / dimethylformamide / Ambient temperature

9: 89 percent / n-BuLi / tetrahydrofuran / -78 °C

10: 84 percent / TFAA, DMSO / CH₂Cl₂ / -78 °C

11: 90 percent / Al(Hg) / tetrahydrofuran; H₂O / Heating

With 1H-imidazole; tert.-butylhydroperoxide; Oxone; sodium hydroxide; aluminum amalgam; lithium aluminium tetrahydride; n-butyllithium; borane-THF; tributylphosphine; boron trifluoride diethyl etherate; iodine; sodium hydrogencarbonate; dimethyl sulfoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; trifluoroacetic anhydride; potassium iodide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(01)93398-2

Reference yield:

p-Anisaldehyde dimethyl acetal (2186-92-7) → (3S,4S)-1-[(1R,3R,4R)-4-(tert-Butyl-diphenyl-silanyloxy)-3-methoxy-cyclohexyl]-4-[1,3]dithian-2-yl-3-(4-methoxy-benzyloxy)-pentan-2-one (128694-53-1)

Guidance literature:

Multi-step reaction with 6 steps

1: TsOH / dimethylformamide / 55 °C

2: 90 percent / DIBAL-H / CH₂Cl₂ / -78 °C

3: SO₃*pyridine, DMSO, Et₃N / CH₂Cl₂ / 0 °C

4: 89 percent / n-BuLi / tetrahydrofuran / -78 °C

5: 84 percent / TFAA, DMSO / CH₂Cl₂ / -78 °C

6: 90 percent / Al(Hg) / tetrahydrofuran; H₂O / Heating

With aluminum amalgam; n-butyllithium; pyridine-SO₃ complex; diisobutylaluminium hydride; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; trifluoroacetic anhydride; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(01)93398-2

upstream raw materials:

(3S,4S)-1-Benzenesulfonyl-1-[(1R,3R,4R)-4-(tert-butyl-diphenyl-silanyloxy)-3-methoxy-cyclohexyl]-4-[1,3]dithian-2-yl-3-(4-methoxy-benzyloxy)-pentan-2-one

(R)-cyclohex-3-enecarboxylic acid

p-Anisaldehyde dimethyl acetal

(1R,5R)-5-(hydroxymethyl)-2-cyclohexen-1-ol

Downstream raw materials:

Trifluoro-methanesulfonic acid (2S,3S)-1-[1-[(1R,3R,4R)-4-(tert-butyl-diphenyl-silanyloxy)-3-methoxy-cyclohexyl]-meth-(E)-ylidene]-3-[1,3]dithian-2-yl-2-(4-methoxy-benzyloxy)-butyl ester

Trifluoro-methanesulfonic acid (2S,3S)-1-[1-[(1R,3R,4R)-4-(tert-butyl-diphenyl-silanyloxy)-3-methoxy-cyclohexyl]-meth-(Z)-ylidene]-3-[1,3]dithian-2-yl-2-(4-methoxy-benzyloxy)-butyl ester

tert-Butyl-{(1R,2R,4R)-4-[(E)-(3S,4S)-4-[1,3]dithian-2-yl-3-(4-methoxy-benzyloxy)-2-methyl-pent-1-enyl]-2-methoxy-cyclohexyloxy}-diphenyl-silane

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