l-Mannopyranose, 6-deoxy-1,2,3,4-tetrakis-O-(trimethylsilyl)-

Base Information

• Chemical Name: l-Mannopyranose, 6-deoxy-1,2,3,4-tetrakis-O-(trimethylsilyl)-
• CAS No.: 108392-01-4
• Molecular Formula: C₁₈H₄₄O₅Si₄
• Molecular Weight: 452.886
• DSSTox Substance ID: DTXSID20474486
• Mol file: 108392-01-4.mol

Synonyms:l-Mannopyranose, 6-deoxy-1,2,3,4-tetrakis-O-(trimethylsilyl)-;Trimethylsilyl-L-(+)-rhamnose;108392-01-4;6-Deoxy-1,2,3,4-tetrakis-O-(trimethylsilyl)hexopyranose #;DTXSID20474486;QQOFWFOBJUGLLJ-ATICWTEVSA-N;L-Rhamnose, (R,R,S,S)-, 4TMS derivative;trimethyl-[(2S,3S,4R,5R)-2-methyl-3,5,6-tris(trimethylsilyloxy)oxan-4-yl]oxysilane

Chemical Property of l-Mannopyranose, 6-deoxy-1,2,3,4-tetrakis-O-(trimethylsilyl)-

Chemical Property:

• PSA: 46.15000
• LogP: 5.24300
• Storage Temp.: 2-8°C
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 8
• Exact Mass: 452.22658064
• Heavy Atom Count: 27
• Complexity: 476

Purity/Quality:

97% ^*data from raw suppliers

TRIMETHYLSILYL-L(+)RHAMNOSE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1C(C(C(C(O1)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C
• Isomeric SMILES: C[C@H]1[C@@H]([C@H]([C@H](C(O1)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C

Technology Process of l-Mannopyranose, 6-deoxy-1,2,3,4-tetrakis-O-(trimethylsilyl)-

There total 43 articles about l-Mannopyranose, 6-deoxy-1,2,3,4-tetrakis-O-(trimethylsilyl)- 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: 100.0%

chloro-trimethyl-silane (75-77-4) + L-Rhamnose (3615-41-6,478518-52-4) → 1,2,3,4-tetra-O-trimethylsilyl-L-rhamnopyranose (6778-50-3,32727-30-3,32727-31-4,55057-19-7,55057-20-0,55057-21-1,55057-22-2,108392-01-4)

Guidance literature:

With pyridine; at 20 ℃; for 4h; Inert atmosphere;

DOI:10.1016/j.tetlet.2016.10.063

Reference yield:

(22S,25S)-26-O-β-D-glucopyranosyl-22,25-epoxy-furost-5-ene-1β,3β,26-triol 1-O-α-L-rhamnopyranosyl-(1→2)-O-[β-D-xylopyranosyl-(1→3)]-β-D-glucopyranoside + 1-(Trimethylsilyl)imidazole (18156-74-6) → D-xylose (6763-34-4) + alpha-D-glucopyranose (492-62-6) + 1,2,3,4,6-penta-O-trimethylsilyl-α-D-glucopyranose (1769-00-2,2775-90-8,3327-61-5,3411-25-4,19126-99-9,24707-99-1,24708-00-7,32166-80-6,32166-97-5,55057-23-3,55057-24-4,55057-25-5,55057-26-6,55521-15-8,55529-69-6,55529-70-9,122798-09-8,122798-11-2,122798-15-6,122798-16-7,122798-18-9,122798-19-0,143729-45-7) + 1,2,3,4-tetrakis-O-(trimethylsilyl)-α-D-xylopyranose (18622-98-5,18623-23-9,18623-24-0,18623-27-3,18771-81-8,20585-61-9,32166-72-6,32166-73-7,55555-45-8,56271-64-8,56271-65-9,56271-66-0,56271-67-1,56271-70-6,94942-10-6,14251-20-8) + 1,2,3,4-tetra-O-trimethysilyl-α-L-rhamnose (6778-50-3,32727-30-3,32727-31-4,55057-19-7,55057-20-0,55057-22-2,108392-01-4,55057-21-1) + L-rhamnose (6014-42-2)

Guidance literature:

(22S,25S)-26-O-β-D-glucopyranosyl-22,25-epoxy-furost-5-ene-1β,3β,26-triol 1-O-α-L-rhamnopyranosyl-(1→2)-O-[β-D-xylopyranosyl-(1→3)]-β-D-glucopyranoside; With hydrogenchloride; In water; at 90 ℃; for 3h;

1-(Trimethylsilyl)imidazole; In pyridine; at 50 ℃; for 0.5h;

DOI:10.1248/cpb.c16-00337

Reference yield:

3β-hydroxy-spirosta-5,25(27)-dien-1β-yl-O-α-L-rhamnopyranosyl-(1→2)-O-[β-D-xylopyranosyl-(1→3)]-β-D-glucopyranoside + 1-(Trimethylsilyl)imidazole (18156-74-6) → D-xylose (6763-34-4) + alpha-D-glucopyranose (492-62-6) + 1,2,3,4,6-penta-O-trimethylsilyl-α-D-glucopyranose (1769-00-2,2775-90-8,3327-61-5,3411-25-4,19126-99-9,24707-99-1,24708-00-7,32166-80-6,32166-97-5,55057-23-3,55057-24-4,55057-25-5,55057-26-6,55521-15-8,55529-69-6,55529-70-9,122798-09-8,122798-11-2,122798-15-6,122798-16-7,122798-18-9,122798-19-0,143729-45-7) + 1,2,3,4-tetrakis-O-(trimethylsilyl)-α-D-xylopyranose (18622-98-5,18623-23-9,18623-24-0,18623-27-3,18771-81-8,20585-61-9,32166-72-6,32166-73-7,55555-45-8,56271-64-8,56271-65-9,56271-66-0,56271-67-1,56271-70-6,94942-10-6,14251-20-8) + 1,2,3,4-tetra-O-trimethysilyl-α-L-rhamnose (6778-50-3,32727-30-3,32727-31-4,55057-19-7,55057-20-0,55057-22-2,108392-01-4,55057-21-1) + L-rhamnose (6014-42-2)

Guidance literature:

3β-hydroxy-spirosta-5,25(27)-dien-1β-yl-O-α-L-rhamnopyranosyl-(1→2)-O-[β-D-xylopyranosyl-(1→3)]-β-D-glucopyranoside; With hydrogenchloride; In water; at 90 ℃; for 3h;

1-(Trimethylsilyl)imidazole; In pyridine; at 50 ℃; for 0.5h;

DOI:10.1248/cpb.c16-00337

upstream raw materials:

L-rhamnose

1-(Trimethylsilyl)imidazole

3α,11α,30-trihydroxylup-20(29)-en-23,28-dioic acid 28-O-[α-L-rhamnopyranosyl-(1->4)-β-D-glucopyranosyl-(1->6)-β-D-glucopyranosyl]ester

3α,19β,O-dihydroxylupane-23,28-dioic acid 28-O-[α-L-rhamnopyranosyl-(1->4)-β-D-glucopyranosyl-(1->6)-β-D-glucopyranosyl]ester

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