(1S,6R)-6-<(tert-butyldimethylsilyl)oxy>-1-<(1S,2S)-2,3-O-isopropylidene-2-methyl-1,2,3-trihydroxypropyl>-7,9-bis(p-methoxybenzyl)-5-methylene-7,9-diaza-2-oxabicyclo<4.2.2>decane-8,10-dione

Base Information

• Chemical Name: (1S,6R)-6-<(tert-butyldimethylsilyl)oxy>-1-<(1S,2S)-2,3-O-isopropylidene-2-methyl-1,2,3-trihydroxypropyl>-7,9-bis(p-methoxybenzyl)-5-methylene-7,9-diaza-2-oxabicyclo<4.2.2>decane-8,10-dione
• CAS No.: 95237-55-1
• Molecular Formula: C₃₇H₅₂N₂O₉Si
• Molecular Weight: 696.913

Synonyms:(1S,6R)-6-<(tert-butyldimethylsilyl)oxy>-1-<(1S,2S)-2,3-O-isopropylidene-2-methyl-1,2,3-trihydroxypropyl>-7,9-bis(p-methoxybenzyl)-5-methylene-7,9-diaza-2-oxabicyclo<4.2.2>decane-8,10-dione

Chemical Property of (1S,6R)-6-<(tert-butyldimethylsilyl)oxy>-1-<(1S,2S)-2,3-O-isopropylidene-2-methyl-1,2,3-trihydroxypropyl>-7,9-bis(p-methoxybenzyl)-5-methylene-7,9-diaza-2-oxabicyclo<4.2.2>decane-8,10-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,6R)-6-<(tert-butyldimethylsilyl)oxy>-1-<(1S,2S)-2,3-O-isopropylidene-2-methyl-1,2,3-trihydroxypropyl>-7,9-bis(p-methoxybenzyl)-5-methylene-7,9-diaza-2-oxabicyclo<4.2.2>decane-8,10-dione

There total 7 articles about (1S,6R)-6-<(tert-butyldimethylsilyl)oxy>-1-<(1S,2S)-2,3-O-isopropylidene-2-methyl-1,2,3-trihydroxypropyl>-7,9-bis(p-methoxybenzyl)-5-methylene-7,9-diaza-2-oxabicyclo<4.2.2>decane-8,10-dione 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%

(1S,6R)-6-<(tert-butyldimethylsilyl)oxy>-1-<(1S,2S)-2,3-dihydroxy-2,3-O-isopropylidene-1-(p-methoxybenzyl)-2-methylpropyl>-7,9-bis(p-methoxybenzyl)-5-methylene-7,9-diaza-2-oxabicyclo<4.2.2>decane-8,10-dione (117183-89-8) → (1S,6R)-6-<(tert-butyldimethylsilyl)oxy>-1-<(1S,2S)-2,3-O-isopropylidene-2-methyl-1,2,3-trihydroxypropyl>-7,9-bis(p-methoxybenzyl)-5-methylene-7,9-diaza-2-oxabicyclo<4.2.2>decane-8,10-dione (95237-55-1)

Guidance literature:

With water; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; for 2h; Ambient temperature;

DOI:10.1021/jo00261a009

Reference yield: 32.0%

(S)-(-)-2,2,4-trimethyl-1,3-dioxolane-4-carboxaldehyde (79243-92-8) + (1R,6S)-6-(tert-Butyl-dimethyl-silanyloxy)-7,9-bis-(4-methoxy-benzyl)-5-methylene-2-oxa-7,9-diaza-bicyclo[4.2.2]decane-8,10-dione (95341-59-6) → (1S,6R)-6-<(tert-butyldimethylsilyl)oxy>-1-<(1S,2S)-2,3-O-isopropylidene-2-methyl-1,2,3-trihydroxypropyl>-7,9-bis(p-methoxybenzyl)-5-methylene-7,9-diaza-2-oxabicyclo<4.2.2>decane-8,10-dione (95237-55-1)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; -100 deg C to 0 deg C, 6 h;

DOI:10.1246/cl.1984.2157

Reference yield:

4-O-benzoyl-1,2-O-isopropylidene-2-C-methyl-D-erythritol (95237-53-9) → (1S,6R)-6-<(tert-butyldimethylsilyl)oxy>-1-<(1S,2S)-2,3-O-isopropylidene-2-methyl-1,2,3-trihydroxypropyl>-7,9-bis(p-methoxybenzyl)-5-methylene-7,9-diaza-2-oxabicyclo<4.2.2>decane-8,10-dione (95237-55-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 93 percent / NaOMe / methanol / 0.5 h / Ambient temperature

2: 72 percent / NaIO₄ / methanol; H₂O / 0.5 h / Ambient temperature

3: 32 percent / n-BuLi / tetrahydrofuran / -100 deg C to 0 deg C, 6 h

With sodium periodate; n-butyllithium; sodium methylate; In tetrahydrofuran; methanol; water;

DOI:10.1246/cl.1984.2157

upstream raw materials:

(S)-(-)-2,2,4-trimethyl-1,3-dioxolane-4-carboxaldehyde

(1S,6R)-6-(tert-butyldimethylsilyl)-7,9-bis(p-methoxybenzyl)-5-methylene-7,9-diaza-2-oxabicyclo<4.2.2>decane-8,10-dione

(1R,6S)-6-(tert-Butyl-dimethyl-silanyloxy)-7,9-bis-(4-methoxy-benzyl)-5-methylene-2-oxa-7,9-diaza-bicyclo[4.2.2]decane-8,10-dione

(1S,6R)-6-<(tert-butyldimethylsilyl)oxy>-1-<(1S,2S)-2,3-dihydroxy-2,3-O-isopropylidene-1-(p-methoxybenzyl)-2-methylpropyl>-7,9-bis(p-methoxybenzyl)-5-methylene-7,9-diaza-2-oxabicyclo<4.2.2>decane-8,10-dione

Downstream raw materials:

(1S,6R,8S)-6-hydroxy-8-<(S)-1,2-dihydroxy-1,2-O-isopropylidene-2-methylethyl>-9-(p-methoxybenzyl)-1-<(p-methoxybenzyl)carbamoyl>-5-methylene-9-aza-2,5-dioxabicyclo<4.2.2>decan-10-one

Aizumycin

(1S,6R)-6-<(tert-butyldimethylsilyl)oxy>-1-<(1S,2S)-2,3-dihydroxy-2,3-O-isopropylidene-1-(p-methoxybenzyl)-2-methylpropyl>-7,9-bis(p-methoxybenzyl)-5-methylene-7,9-diaza-2-oxabicyclo<4.2.2>decane-8,10-dione

(1S,6R)-6-(tert-Butyl-dimethyl-silanyloxy)-7-(4-methoxy-benzyl)-1-[(S)-(4-methoxy-benzyloxy)-((S)-2,2,4-trimethyl-[1,3]dioxolan-4-yl)-methyl]-5-methylene-2-oxa-7,9-diaza-bicyclo[4.2.2]decane-8,10-dione

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 95237-55-1 (1S,6R)-6-<(tert-butyldimethylsilyl)oxy>-1-<(1S,2S)-2,3-O-isopropylidene-2-methyl-1,2,3-trihydroxypropyl>-7,9-bis(p-methoxybenzyl)-5-methylene-7,9-diaza-2-oxabicyclo<4.2.2>decane-8,10-dione

Send

Send

Metric Ton KG G Pound L ML

Send

Send