(2R,4S,5R,6R)-6-(4-Benzyloxy-butyl)-2-{(S)-benzyloxy-[(2R,3S,4S)-4-(tert-butyl-dimethyl-silanyloxy)-3-methyl-3,4-dihydro-2H-pyran-2-yl]-methyl}-2-methoxy-5-methyl-tetrahydro-pyran-4-ol

Base Information

• Chemical Name: (2R,4S,5R,6R)-6-(4-Benzyloxy-butyl)-2-{(S)-benzyloxy-[(2R,3S,4S)-4-(tert-butyl-dimethyl-silanyloxy)-3-methyl-3,4-dihydro-2H-pyran-2-yl]-methyl}-2-methoxy-5-methyl-tetrahydro-pyran-4-ol
• CAS No.: 334968-93-3
• Molecular Formula: C₃₈H₅₈O₇Si
• Molecular Weight: 654.96

Synonyms:(2R,4S,5R,6R)-6-(4-Benzyloxy-butyl)-2-{(S)-benzyloxy-[(2R,3S,4S)-4-(tert-butyl-dimethyl-silanyloxy)-3-methyl-3,4-dihydro-2H-pyran-2-yl]-methyl}-2-methoxy-5-methyl-tetrahydro-pyran-4-ol

Chemical Property of (2R,4S,5R,6R)-6-(4-Benzyloxy-butyl)-2-{(S)-benzyloxy-[(2R,3S,4S)-4-(tert-butyl-dimethyl-silanyloxy)-3-methyl-3,4-dihydro-2H-pyran-2-yl]-methyl}-2-methoxy-5-methyl-tetrahydro-pyran-4-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,4S,5R,6R)-6-(4-Benzyloxy-butyl)-2-{(S)-benzyloxy-[(2R,3S,4S)-4-(tert-butyl-dimethyl-silanyloxy)-3-methyl-3,4-dihydro-2H-pyran-2-yl]-methyl}-2-methoxy-5-methyl-tetrahydro-pyran-4-ol

There total 18 articles about (2R,4S,5R,6R)-6-(4-Benzyloxy-butyl)-2-{(S)-benzyloxy-[(2R,3S,4S)-4-(tert-butyl-dimethyl-silanyloxy)-3-methyl-3,4-dihydro-2H-pyran-2-yl]-methyl}-2-methoxy-5-methyl-tetrahydro-pyran-4-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: 87.0%

methanol (67-56-1) + (1S,4S,5R,6R)-1,10-Bis-benzyloxy-1-[(2R,3S,4S)-4-(tert-butyl-dimethyl-silanyloxy)-3-methyl-3,4-dihydro-2H-pyran-2-yl]-4-hydroxy-5-methyl-6-triethylsilanyloxy-decan-2-one (334968-92-2) → (2R,4S,5R,6R)-6-(4-Benzyloxy-butyl)-2-{(S)-benzyloxy-[(2R,3S,4S)-4-(tert-butyl-dimethyl-silanyloxy)-3-methyl-3,4-dihydro-2H-pyran-2-yl]-methyl}-2-methoxy-5-methyl-tetrahydro-pyran-4-ol (334968-93-3)

Guidance literature:

With pyridinium p-toluenesulfonate; In dichloromethane;

DOI:10.1021/ol015652m

Reference yield:

(2R,3S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-methyl-hex-5-enal (334968-80-8) → (2R,4S,5R,6R)-6-(4-Benzyloxy-butyl)-2-{(S)-benzyloxy-[(2R,3S,4S)-4-(tert-butyl-dimethyl-silanyloxy)-3-methyl-3,4-dihydro-2H-pyran-2-yl]-methyl}-2-methoxy-5-methyl-tetrahydro-pyran-4-ol (334968-93-3)

Guidance literature:

Multi-step reaction with 11 steps

1: 74 percent / Bu₂BOTf; DIPEA / CH₂Cl₂ / -78 °C

2: LiBH₄ / methanol; diethyl ether

3: Et₃N; DMAP

4: OsO₄; NaIO₄

5: POCl₃; pyridine / 70 °C

6: i-Bu₂AlH

7: Dess-Martin periodinane

8: diethyl ether

9: Dess-Martin periodinane

10: 88 percent / Cy₂BCl; Et₃N / pentane

11: 87 percent / PPTS / CH₂Cl₂

With pyridine; dmap; sodium periodate; osmium(VIII) oxide; lithium borohydride; di-n-butylboryl trifluoromethanesulfonate; dicyclohexylboron chloride; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; Dess-Martin periodane; triethylamine; N-ethyl-N,N-diisopropylamine; trichlorophosphate; In methanol; diethyl ether; dichloromethane; pentane; 7: Dess-Martin oxidation / 9: Dess-Martin oxidation;

DOI:10.1021/ol015652m

Reference yield:

(2S,3S)-3-[(tert-butyldimethylsilyl)oxy]-2-methylhex-5-en-1-ol (944154-96-5) → (2R,4S,5R,6R)-6-(4-Benzyloxy-butyl)-2-{(S)-benzyloxy-[(2R,3S,4S)-4-(tert-butyl-dimethyl-silanyloxy)-3-methyl-3,4-dihydro-2H-pyran-2-yl]-methyl}-2-methoxy-5-methyl-tetrahydro-pyran-4-ol (334968-93-3)

Guidance literature:

Multi-step reaction with 12 steps

1: Dess-Martin periodinane

2: 74 percent / Bu₂BOTf; DIPEA / CH₂Cl₂ / -78 °C

3: LiBH₄ / methanol; diethyl ether

4: Et₃N; DMAP

5: OsO₄; NaIO₄

6: POCl₃; pyridine / 70 °C

7: i-Bu₂AlH

8: Dess-Martin periodinane

9: diethyl ether

10: Dess-Martin periodinane

11: 88 percent / Cy₂BCl; Et₃N / pentane

12: 87 percent / PPTS / CH₂Cl₂

With pyridine; dmap; sodium periodate; osmium(VIII) oxide; lithium borohydride; di-n-butylboryl trifluoromethanesulfonate; dicyclohexylboron chloride; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; Dess-Martin periodane; triethylamine; N-ethyl-N,N-diisopropylamine; trichlorophosphate; In methanol; diethyl ether; dichloromethane; pentane; 1: Dess-Martin oxidation / 8: Dess-Martin oxidation / 10: Dess-Martin oxidation;

DOI:10.1021/ol015652m

upstream raw materials:

methanol

(1S,4S,5R,6R)-1,10-Bis-benzyloxy-1-[(2R,3S,4S)-4-(tert-butyl-dimethyl-silanyloxy)-3-methyl-3,4-dihydro-2H-pyran-2-yl]-4-hydroxy-5-methyl-6-triethylsilanyloxy-decan-2-one

(2R,3S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-methyl-hex-5-enal

(2S,3S)-3-[(tert-butyldimethylsilyl)oxy]-2-methylhex-5-en-1-ol

Post a RFQ

Cas No.:

Product Name:

Quantity:

Please select Metric Ton KG G Pound L ML

Email:

Company name:

Valid Period:

Detailed Requirements:

• Sample
• MOQ
• GMP
• FDA
• Price
  FOB CIF CFR EXW
• Urgent purchase

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

Remove

Submit

1

What can I do for you?
Get Best Price

Get Best Price for 334968-93-3 (2R,4S,5R,6R)-6-(4-Benzyloxy-butyl)-2-{(S)-benzyloxy-[(2R,3S,4S)-4-(tert-butyl-dimethyl-silanyloxy)-3-methyl-3,4-dihydro-2H-pyran-2-yl]-methyl}-2-methoxy-5-methyl-tetrahydro-pyran-4-ol

Send

Send

Metric Ton KG G Pound L ML

Send

Send