9-((2S,3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylsulfanyl)-9H-xanthene

Base Information

• Chemical Name: 9-((2S,3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylsulfanyl)-9H-xanthene
• CAS No.: 497835-22-0
• Molecular Formula: C₄₇H₄₄O₆S
• Molecular Weight: 736.929
• Mol file: 497835-22-0.mol

Synonyms:9-((2S,3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylsulfanyl)-9H-xanthene

Chemical Property of 9-((2S,3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylsulfanyl)-9H-xanthene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 9-((2S,3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylsulfanyl)-9H-xanthene

There total 1 articles about 9-((2S,3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylsulfanyl)-9H-xanthene 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: 74.0%

benzyl bromide (100-39-0) + (2R,3S,4S,5R,6S)-2-Hydroxymethyl-6-(9H-xanthen-9-ylsulfanyl)-tetrahydro-pyran-3,4,5-triol (497835-21-9) → 9-((2S,3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylsulfanyl)-9H-xanthene (497835-22-0)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1016/S0040-4039(02)02070-1

Reference yield:

9-((2S,3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylsulfanyl)-9H-xanthene (497835-22-0) → (2R,4aR,6S,7R,8R,8aS)-2-Phenyl-6-(9H-xanthen-9-ylsulfanyl)-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol (497835-23-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 79 percent / H₂ / Pd/C / methanol / 20 °C

2: 92 percent / HCOOH / 20 °C

With formic acid; hydrogen; palladium on activated charcoal; In methanol;

DOI:10.1016/S0040-4039(02)02070-1

Reference yield:

9-((2S,3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylsulfanyl)-9H-xanthene (497835-22-0) → Acetic acid (2R,4aR,6S,7R,8S,8aR)-7-acetoxy-2-phenyl-6-(9H-xanthen-9-ylsulfanyl)-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester

Guidance literature:

Multi-step reaction with 3 steps

1: 79 percent / H₂ / Pd/C / methanol / 20 °C

2: 92 percent / HCOOH / 20 °C

3: 89 percent / pyridine / 20 °C

With pyridine; formic acid; hydrogen; palladium on activated charcoal; In methanol;

DOI:10.1016/S0040-4039(02)02070-1

upstream raw materials:

benzyl bromide

(2R,3S,4S,5R,6S)-2-Hydroxymethyl-6-(9H-xanthen-9-ylsulfanyl)-tetrahydro-pyran-3,4,5-triol

Downstream raw materials:

(2R,4aR,6S,7R,8R,8aS)-2-Phenyl-6-(9H-xanthen-9-ylsulfanyl)-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol