D-arabino-Hex-1-enitol, 1,5-anhydro-2-deoxy-3,4,6-tris-O-(phenylmethyl)-1-C-(phenylsulfonyl)-

Base Information

• Chemical Name: D-arabino-Hex-1-enitol, 1,5-anhydro-2-deoxy-3,4,6-tris-O-(phenylmethyl)-1-C-(phenylsulfonyl)-
• CAS No.: 64978-35-4
• Molecular Formula: C33H32 O6 S
• Molecular Weight: 556.679

Synonyms:D-arabino-Hex-1-enitol, 1,5-anhydro-2-deoxy-3,4,6-tris-O-(phenylmethyl)-1-C-(phenylsulfonyl)-

Chemical Property of D-arabino-Hex-1-enitol, 1,5-anhydro-2-deoxy-3,4,6-tris-O-(phenylmethyl)-1-C-(phenylsulfonyl)-

Chemical Property:

• PSA: 79.44000
• LogP: 7.16890

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of D-arabino-Hex-1-enitol, 1,5-anhydro-2-deoxy-3,4,6-tris-O-(phenylmethyl)-1-C-(phenylsulfonyl)-

There total 9 articles about D-arabino-Hex-1-enitol, 1,5-anhydro-2-deoxy-3,4,6-tris-O-(phenylmethyl)-1-C-(phenylsulfonyl)- 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: 95.0%

C40H40O7S → 1,5-anhydro-3,4,6-tri-O-benzyl-1,2-dideoxy-1-phenylsulfonyl-D-arabino-hex-1-enitol (64978-35-4)

Guidance literature:

With lithium hexamethyldisilazane; In tetrahydrofuran; at 0 ℃; Inert atmosphere;

Reference yield: 92.0%

phenyl 2,3,4,6-tetra-O-benzyl-1-thio-β-D-glucopyranosyl sulfone (64978-34-3) → 1,5-anhydro-3,4,6-tri-O-benzyl-1,2-dideoxy-1-phenylsulfonyl-D-arabino-hex-1-enitol (64978-35-4)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; at -78 ℃;

DOI:10.1016/S0040-4039(00)85432-5

Reference yield: 76.0%

phenyl 2,3,4,6-tetra-O-benzyl-1-thio-β-D-glucopyranosyl sulfone (64978-34-3) → 4,6-di-O-benzyl-2,3-dideoxy-α-D-erythro-hex-2-enono-1,5-lactone (131771-59-0) + 1,5-anhydro-3,4,6-tri-O-benzyl-1,2-dideoxy-1-phenylsulfonyl-D-arabino-hex-1-enitol (64978-35-4)

Guidance literature:

With potassium hydroxide; dimethyl sulfoxide; In methanol; at 80 ℃; for 2h;

DOI:10.1081/CAR-100104861

upstream raw materials:

phenyl 2,3,4,6-tetra-O-benzyl-1-thio-β-D-glucopyranosyl sulfone

phenyl 2,3,4,5-tetra-O-benzyl-1-thio-β-D-glucopyranoside

thiophenol

phenyl 2,3,4,6-tetra-O-benzyl-1-thio-α/β-D-glucopyranoside

Downstream raw materials:

((4R,5S,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-5,6-dihydro-4H-pyran-2-yl)-trimethyl-silane

4,6-di-O-benzyl-2,3-dideoxy-α-D-erythro-hex-2-enono-1,5-lactone

1-((4R,5S,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-5,6-dihydro-4H-pyran-2-yl)-hexan-1-ol

1-((4R,5S,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-5,6-dihydro-4H-pyran-2-yl)-2-methyl-propan-1-ol

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