ethyl 2,3-di-O-benzyl-6-O-tert-butyldiphenylsilyl-β-D-galactofuranoside

Base Information

• Chemical Name: ethyl 2,3-di-O-benzyl-6-O-tert-butyldiphenylsilyl-β-D-galactofuranoside
• CAS No.: 328046-68-0
• Molecular Formula: C₃₈H₄₆O₆Si
• Molecular Weight: 626.865
• Mol file: 328046-68-0.mol

Synonyms:ethyl 2,3-di-O-benzyl-6-O-tert-butyldiphenylsilyl-β-D-galactofuranoside

Chemical Property of ethyl 2,3-di-O-benzyl-6-O-tert-butyldiphenylsilyl-β-D-galactofuranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 2,3-di-O-benzyl-6-O-tert-butyldiphenylsilyl-β-D-galactofuranoside

There total 1 articles about ethyl 2,3-di-O-benzyl-6-O-tert-butyldiphenylsilyl-β-D-galactofuranoside 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: 90.0%

ethyl 2,3-di-O-benzyl-β-D-galactofuranoside (76696-18-9) + tert-butylchlorodiphenylsilane (58479-61-1) → ethyl 2,3-di-O-benzyl-6-O-tert-butyldiphenylsilyl-β-D-galactofuranoside (328046-68-0)

Guidance literature:

With 1H-imidazole; In dichloromethane; at 20 ℃; for 3h;

DOI:10.1021/ol0002976 DOI:10.1021/jo010180a

Reference yield: 70.0%

2,3,5-tri-O-acetyl-α,β-D-arabinofuranosyl-trichloroacetamide (328046-69-1) + ethyl 2,3-di-O-benzyl-6-O-tert-butyldiphenylsilyl-β-D-galactofuranoside (328046-68-0) → Acetic acid (2R,3S,4R,5R)-4-acetoxy-5-acetoxymethyl-2-[(R)-1-((2S,3S,4R,5R)-3,4-bis-benzyloxy-5-ethoxy-tetrahydro-furan-2-yl)-2-(tert-butyl-diphenyl-silanyloxy)-ethoxy]-tetrahydro-furan-3-yl ester (328046-70-4)

Guidance literature:

With 4 A molecular sieve; boron trifluoride diethyl etherate; In dichloromethane; at -20 - 20 ℃; for 2h;

DOI:10.1021/ol0002976

Reference yield:

ethyl 2,3-di-O-benzyl-6-O-tert-butyldiphenylsilyl-β-D-galactofuranoside (328046-68-0) → ethyl 5-O-(α-D-arabinofuranosyl)-2,3-di-O-benzyl-6-O-tert-butyldiphenylsilyl-β-D-galactofuranoside (328046-71-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 4 Angstyroem molecular sieves; BF₃*OEt₂ / CH₂Cl₂ / 2 h / 20 °C

2: 2.03 g / NaOMe / methanol / 2 h / 20 °C

With 4 A molecular sieve; boron trifluoride diethyl etherate; sodium methylate; In methanol; dichloromethane;

DOI:10.1021/jo010180a

upstream raw materials:

ethyl 2,3-di-O-benzyl-β-D-galactofuranoside

tert-butylchlorodiphenylsilane

Downstream raw materials:

Acetic acid (2R,3S,4R,5R)-4-acetoxy-5-acetoxymethyl-2-[(R)-1-((2S,3S,4R,5R)-3,4-bis-benzyloxy-5-ethoxy-tetrahydro-furan-2-yl)-2-(tert-butyl-diphenyl-silanyloxy)-ethoxy]-tetrahydro-furan-3-yl ester

(R)-2-((2S,3S,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yloxy)-2-((2S,3S,4R,5R)-3,4-bis-benzyloxy-5-ethoxy-tetrahydro-furan-2-yl)-ethanol

ethyl 5-O-(α-D-arabinofuranosyl)-2,3-di-O-benzyl-6-O-tert-butyldiphenylsilyl-β-D-galactofuranoside

ethyl 5-O-(2',3',5'-tri-O-benzyl-α-D-arabinofuranosyl)-2,3-di-O-benzyl-6-O-tert-butyldiphenylsilyl-β-D-galactofuranoside