(2S,5S,6S,2'S,5'S,6'S)-5,5'-Bis-benzyloxy-2,2'-bis-((2S,3S)-3-methyl-tetrahydro-pyran-2-yl)-[6,6']bi[[1,3]oxathianyl]

Base Information

• Chemical Name: (2S,5S,6S,2'S,5'S,6'S)-5,5'-Bis-benzyloxy-2,2'-bis-((2S,3S)-3-methyl-tetrahydro-pyran-2-yl)-[6,6']bi[[1,3]oxathianyl]
• CAS No.: 153560-84-0
• Molecular Formula: C₃₄H₄₆O₆S₂
• Molecular Weight: 614.868
• Mol file: 153560-84-0.mol

Synonyms:(2S,5S,6S,2'S,5'S,6'S)-5,5'-Bis-benzyloxy-2,2'-bis-((2S,3S)-3-methyl-tetrahydro-pyran-2-yl)-[6,6']bi[[1,3]oxathianyl]

Chemical Property of (2S,5S,6S,2'S,5'S,6'S)-5,5'-Bis-benzyloxy-2,2'-bis-((2S,3S)-3-methyl-tetrahydro-pyran-2-yl)-[6,6']bi[[1,3]oxathianyl]

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,5S,6S,2'S,5'S,6'S)-5,5'-Bis-benzyloxy-2,2'-bis-((2S,3S)-3-methyl-tetrahydro-pyran-2-yl)-[6,6']bi[[1,3]oxathianyl]

There total 2 articles about (2S,5S,6S,2'S,5'S,6'S)-5,5'-Bis-benzyloxy-2,2'-bis-((2S,3S)-3-methyl-tetrahydro-pyran-2-yl)-[6,6']bi[[1,3]oxathianyl] 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:

2,5-di-O-benzyl-D-mannitol (17618-04-1) → (2S,5S,6S,2'S,5'S,6'S)-5,5'-Bis-benzyloxy-2,2'-bis-((2S,3S)-3-methyl-tetrahydro-pyran-2-yl)-[6,6']bi[[1,3]oxathianyl] (153560-84-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) iPrO₂CNNCO₂iPr, CH₃COSH, Ph₃P; 2.) LiAlH₄ / 2.) Et₂O

2: BF₃*OEt₂ / CH₂Cl₂

With lithium aluminium tetrahydride; di-isopropyl azodicarboxylate; triphenylphosphine; tiolacetic acid; boron trifluoride diethyl etherate; In dichloromethane;

DOI:10.1016/S0040-4039(00)61679-9

Reference yield:

(2S,3S)-2-Dimethoxymethyl-3-methyl-tetrahydro-pyran (147509-31-7) + (2S,3S,4S,5S)-2,5-Bis-benzyloxy-1,6-dimercapto-hexane-3,4-diol (153560-86-2) → (2S,5S,6S,2'S,5'S,6'S)-5,5'-Bis-benzyloxy-2,2'-bis-((2S,3S)-3-methyl-tetrahydro-pyran-2-yl)-[6,6']bi[[1,3]oxathianyl] (153560-84-0)

Guidance literature:

boron trifluoride diethyl etherate; In dichloromethane; Yield given;

DOI:10.1016/S0040-4039(00)61679-9

Reference yield: 90.0%

(2S,5S,6S,2'S,5'S,6'S)-5,5'-Bis-benzyloxy-2,2'-bis-((2S,3S)-3-methyl-tetrahydro-pyran-2-yl)-[6,6']bi[[1,3]oxathianyl] (153560-84-0) → (2S,5S,6S,2'S,5'S,6'S)-5,5'-Bis-benzyloxy-2,2'-bis-((2S,3S)-3-methyl-tetrahydro-pyran-2-yl)-[6,6']bi[[1,3]oxathianyl] 3,3,3',3'-tetraoxide

Guidance literature:

With Oxone; In methanol; water;

DOI:10.1016/S0040-4039(00)61679-9

upstream raw materials:

(2S,3S)-2-Dimethoxymethyl-3-methyl-tetrahydro-pyran

(2S,3S,4S,5S)-2,5-Bis-benzyloxy-1,6-dimercapto-hexane-3,4-diol

2,5-di-O-benzyl-D-mannitol