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

Base Information

• Chemical Name: (2S,4aS,7R,8S,8aR)-2-Phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol
• CAS No.: 84170-89-8
• Molecular Formula: C₁₃H₁₆O₅
• Molecular Weight: 252.267
• Mol file: 84170-89-8.mol

Synonyms:(2S,4aS,7R,8S,8aR)-2-Phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol

Chemical Property of (2S,4aS,7R,8S,8aR)-2-Phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,4aS,7R,8S,8aR)-2-Phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol

There total 6 articles about (2S,4aS,7R,8S,8aR)-2-Phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol 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:

1,5:2,3-dianhydro-4,6-O-benzylidene-D-allitol (92283-88-0) → O4,O6-((R)-benzyliden)-1,5-anhydro-D-altritol (65190-39-8,65391-44-8,84170-89-8,106624-66-2,126923-31-7)

Guidance literature:

With potassium hydroxide;

DOI:10.1021/ja01624a060

Reference yield:

1,3,4,5-tetra-O-benzoyl-β-D-fructopyranosyl bromide (17187-64-3) → O1,O3-((Ξ)-benzyliden)-2,6-anhydro-DL-glucitol (65190-39-8,65391-44-8,84170-89-8,106624-66-2,126923-31-7)

Guidance literature:

Multi-step reaction with 3 steps

1: lithium alanate; diethyl ether

2: hydrogen chloride; ethanol

3: ethanol

With hydrogenchloride; lithium aluminium tetrahydride; diethyl ether; ethanol;

DOI:10.1021/ja01107a019

Reference yield:

2,6-anhydro-L-glucitol (52485-66-2,53319-04-3) → O1,O3-((Ξ)-benzyliden)-2,6-anhydro-DL-glucitol (65190-39-8,65391-44-8,84170-89-8,106624-66-2,126923-31-7)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogen chloride; ethanol

2: ethanol

With hydrogenchloride; ethanol;

DOI:10.1021/ja01107a019

upstream raw materials:

O¹,O³-((Ξ)-benzyliden)-2,6-anhydro-L-glucitol

O¹,O³-((Ξ)-benzyliden)-2,6-anhydro-D-glucitol

1,3,4,5-tetra-O-benzoyl-β-D-fructopyranosyl bromide

2,6-anhydro-L-glucitol

Downstream raw materials:

(2S,4aS,7S,8R,8aR)-7-[(E)-(4R,5S)-5-(tert-Butyl-dimethyl-silanyloxy)-4-methyl-hex-2-enyl]-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ol

(2S,4aS,7S,8R,8aR)-7-[(Z)-(4R,5S)-5-(tert-Butyl-dimethyl-silanyloxy)-4-methyl-hex-2-enyl]-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ol

(2S,4aS,7S,8R,8aR)-7-[(E)-(4S,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-4-methyl-hex-2-enyl]-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ol

1-{(2S,3R,4R,5S)-3,4-Dihydroxy-5-[(2R,3R)-3-((1S,2S)-2-hydroxy-1-methyl-propyl)-oxiranylmethyl]-tetrahydro-pyran-2-yl}-propan-2-one