3-Acetoxy-6-((3aR,4R,6R,6aR)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethoxy)-3,6-dihydro-2H-pyran-2-carboxylic acid butyl ester

Base Information

• Chemical Name: 3-Acetoxy-6-((3aR,4R,6R,6aR)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethoxy)-3,6-dihydro-2H-pyran-2-carboxylic acid butyl ester
• CAS No.: 64035-93-4
• Molecular Formula: C₂₇H₃₆O₁₀
• Molecular Weight: 520.577
• Mol file: 64035-93-4.mol

Synonyms:3-Acetoxy-6-((3aR,4R,6R,6aR)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethoxy)-3,6-dihydro-2H-pyran-2-carboxylic acid butyl ester

Chemical Property of 3-Acetoxy-6-((3aR,4R,6R,6aR)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethoxy)-3,6-dihydro-2H-pyran-2-carboxylic acid butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-Acetoxy-6-((3aR,4R,6R,6aR)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethoxy)-3,6-dihydro-2H-pyran-2-carboxylic acid butyl ester

There total 2 articles about 3-Acetoxy-6-((3aR,4R,6R,6aR)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethoxy)-3,6-dihydro-2H-pyran-2-carboxylic acid butyl ester 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: 50.0%

benzyl 2,3-O-isopropylidene-D-ribofuranoside (23276-32-6) + butyl 1,4-di-O-acetyl-2,3-dideoxy-α-DL-threo-hex-2-enopyranuronate (64035-87-6,64035-88-7,64035-94-5,71019-11-9,78138-42-8,78138-44-0) → 3-Acetoxy-6-((3aR,4R,6R,6aR)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethoxy)-3,6-dihydro-2H-pyran-2-carboxylic acid butyl ester (64035-93-4)

Guidance literature:

boron trifluoride diethyl etherate; In acetonitrile; at 5 ℃; for 3h;

DOI:10.1016/S0008-6215(00)85244-1

Reference yield:

→ (2S,3R,6S)-3-Acetoxy-6-((3aR,4R,6R,6aR)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethoxy)-3,6-dihydro-2H-pyran-2-carboxylic acid butyl ester (64035-93-4)

Guidance literature:

α-threo-Hex-2-enopyranosyluronsaeureester 3a, /BRN= 317250/;

Reference yield: 76.0%

3-Acetoxy-6-((3aR,4R,6R,6aR)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethoxy)-3,6-dihydro-2H-pyran-2-carboxylic acid butyl ester (64035-93-4) → benzyl 5-O-(2,3-dideoxy-α-DL-threo-hex-2-enopyranosyl)-2,3-O-isopropylidene-β-D-ribofuranoside (64035-99-0)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; for 4h;

DOI:10.1016/S0008-6215(00)85244-1

upstream raw materials:

benzyl 2,3-O-isopropylidene-D-ribofuranoside

butyl 1,4-di-O-acetyl-2,3-dideoxy-α-DL-threo-hex-2-enopyranuronate

Downstream raw materials:

benzyl 5-O-(2,3-dideoxy-α-DL-threo-hex-2-enopyranosyl)-2,3-O-isopropylidene-β-D-ribofuranoside