a-D-xylo-Hept-6-enofuranose, 5,6,7-trideoxy-1,2-O-(1-Methylethylidene)-

Base Information

• Chemical Name: a-D-xylo-Hept-6-enofuranose, 5,6,7-trideoxy-1,2-O-(1-Methylethylidene)-
• CAS No.: 546141-37-1
• Molecular Formula: C10H16O4
• Molecular Weight: 200.235
• Mol file: 546141-37-1.mol

Synonyms:a-D-xylo-Hept-6-enofuranose, 5,6,7-trideoxy-1,2-O-(1-Methylethylidene)-;5,6,7-Trideoxy-1,2-O-(1-methylethylidene)-alpha-D-xylo-hept-6-enofuranose

Chemical Property of a-D-xylo-Hept-6-enofuranose, 5,6,7-trideoxy-1,2-O-(1-Methylethylidene)-

Chemical Property:

• Boiling Point: 290.2±35.0 °C(Predicted)
• PKA: 13.43±0.60(Predicted)
• PSA: 47.92000
• Density: 1.108±0.06 g/cm3(Predicted)
• LogP: 0.79980

Purity/Quality:

99% ^*data from raw suppliers

5,6,7-Trideoxy-1,2-O-(1-methylethylidene)-α-D-xylo-hept-6-enofuranose ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 5,6,7-Trideoxy-1,2-O-(1-methylethylidene)-α-D-xylo-hept-6-enofuranose, can be used in the synthesis of Eribulin (E615203).

Technology Process of a-D-xylo-Hept-6-enofuranose, 5,6,7-trideoxy-1,2-O-(1-Methylethylidene)-

There total 10 articles about a-D-xylo-Hept-6-enofuranose, 5,6,7-trideoxy-1,2-O-(1-Methylethylidene)- 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%

3,6-anhydro-5-deoxy-1,2-O-isopropylidene-α-D-xylo-hexofuranose (35810-94-7) → (3aR,5R,6S,6aR)-5-allyl-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-6-ol (546141-37-1)

Guidance literature:

With potassium hexamethylsilazane; In tetrahydrofuran; toluene; at 25 ℃;

DOI:10.1055/s-0032-1317920

Reference yield: 90.0%

C13H26O5Si (871347-95-4) → (3aR,5R,6S,6aR)-5-allyl-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-6-ol (546141-37-1)

Guidance literature:

C₁₃H₂₆O₅Si; With potassium hexamethylsilazane; In tetrahydrofuran; toluene; at 5 ℃;

With water; ammonium chloride; In tetrahydrofuran; toluene;

Reference yield: 59.8%

3,5-anhydro-1,2-O-isopropylidene-α-D-xylofuranose (4118-63-2) + vinyl magnesium bromide (1826-67-1) → (3aR,5R,6S,6aR)-5-allyl-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-6-ol (546141-37-1)

Guidance literature:

In tetrahydrofuran; at 0 - 70 ℃; for 17h; Large scale;

upstream raw materials:

C₁₃H₂₆O₅Si

[3aR,4aR,7aS,7bR]-2,2-dimethylperhydrofuro[2,3:4,5]furo[2,3-d][1,3]dioxol-6(R/S)-ol

Methyltriphenylphosphonium bromide

D-glucurono-6,3-lactone

Downstream raw materials:

<3aR(3aα,5β,6β,6aα)>-tetrahydro-2,2-dimethyl-5-(2-propen-1-yl)-6-(phenylmethoxy)furo<2,3-d>-1,3-dioxole

(S)-3-((3aR,5R,6S,6aR)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)propane-1,2-diol

C₁₇H₂₄O₆

3-((2S,5S)-5-(2-((2S,4R,6R)-6-(((2S,3S,4R,5R)-5-((S)-2,3-bis((tert-butyldimethylsilyl)oxy)propyl)-4-methoxy-3-((phenylsulfonyl)methyl)tetrahydrofuran-2-yl)methyl)-4-methyl-5-methylenetetrahydro-2H-pyran-2-yl)ethyl)-4-methylenetetrahydrofuran-2-yl)propan-1-ol

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