3-O-Benzyl-1,2-O-isopropyliden-3-C-methyl-6-O-(p-tolylsulfonyl)-α-D-allo-hexofuranose

Base Information

• Chemical Name: 3-O-Benzyl-1,2-O-isopropyliden-3-C-methyl-6-O-(p-tolylsulfonyl)-α-D-allo-hexofuranose
• CAS No.: 99050-12-1
• Molecular Formula: C₂₄H₃₀O₈S
• Molecular Weight: 478.563

Synonyms:3-O-Benzyl-1,2-O-isopropyliden-3-C-methyl-6-O-(p-tolylsulfonyl)-α-D-allo-hexofuranose

Chemical Property of 3-O-Benzyl-1,2-O-isopropyliden-3-C-methyl-6-O-(p-tolylsulfonyl)-α-D-allo-hexofuranose

Chemical Property:

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Technology Process of 3-O-Benzyl-1,2-O-isopropyliden-3-C-methyl-6-O-(p-tolylsulfonyl)-α-D-allo-hexofuranose

There total 1 articles about 3-O-Benzyl-1,2-O-isopropyliden-3-C-methyl-6-O-(p-tolylsulfonyl)-α-D-allo-hexofuranose 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:

3-O-Benzyl-3-C-methyl-1,2-O-isopropylidene-α-D-allofuranose (55533-86-3,120615-67-0) + p-toluenesulfonyl chloride (98-59-9) → 3-O-Benzyl-1,2-O-isopropyliden-3-C-methyl-6-O-(p-tolylsulfonyl)-α-D-allo-hexofuranose (99050-12-1)

Guidance literature:

In pyridine; for 20h; Ambient temperature;

Reference yield: 82.0%

3-O-Benzyl-1,2-O-isopropyliden-3-C-methyl-6-O-(p-tolylsulfonyl)-α-D-allo-hexofuranose (99050-12-1) → 6-azido-6-deoxy-1,2-O-isopropylidene-3-C-methyl-3-benzyl-α-allofuranose (1350745-12-8)

Guidance literature:

With sodium azide; In N,N-dimethyl-formamide; at 90 ℃; Inert atmosphere;

DOI:10.1039/c1cc15024c

Reference yield:

3-O-Benzyl-1,2-O-isopropyliden-3-C-methyl-6-O-(p-tolylsulfonyl)-α-D-allo-hexofuranose (99050-12-1) → 3-O-Benzyl-6-desoxy-1,2-O-isopropyliden-3-C-methyl-α-D-allo-hexofuranose (99050-13-2)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; Yield given; 1.) 5 h, reflux, 2.) 12 h, room temp.;

upstream raw materials:

3-O-Benzyl-3-C-methyl-1,2-O-isopropylidene-α-D-allofuranose

p-toluenesulfonyl chloride

Downstream raw materials:

3-O-Benzyl-6-desoxy-1,2-O-isopropyliden-3-C-methyl-α-D-allo-hexofuranose

3-O-benzyl-5,6-dideoxy-1,2-O-isopropylidene-3-C-methyl-α-D-ribo-hexofuranose

(E)-4-O-Benzyl-4-C-methyl-5,6,7-tridesoxy-D-arabino-hept-5-enose-trimethylendithioacetal

3-O-Benzyl-5,6-didesoxy-1,2-O-isopropyliden-5-iod-3-C-methyl-β-L-talo-hexofuranose

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