<(4-O-benzoyl-6-deoxy-2,3-di-O-benzyl-α-L-galactopyranosyl)-(1->3)-(6-O-(tert-butyldimethylsilyl)-β-D-galactopyranosyl)-(1->4)>-1,5-anhydro-6-O-(tert-butyldimethylsilyl)-2-deoxy-D-arabino-hex-1-enopyranose

Base Information

• Chemical Name: <(4-O-benzoyl-6-deoxy-2,3-di-O-benzyl-α-L-galactopyranosyl)-(1->3)-(6-O-(tert-butyldimethylsilyl)-β-D-galactopyranosyl)-(1->4)>-1,5-anhydro-6-O-(tert-butyldimethylsilyl)-2-deoxy-D-arabino-hex-1-enopyranose
• CAS No.: 167700-00-7
• Molecular Formula: C₅₁H₇₄O₁₄Si₂
• Molecular Weight: 967.311
• Mol file: 167700-00-7.mol

Synonyms:<(4-O-benzoyl-6-deoxy-2,3-di-O-benzyl-α-L-galactopyranosyl)-(1->3)-(6-O-(tert-butyldimethylsilyl)-β-D-galactopyranosyl)-(1->4)>-1,5-anhydro-6-O-(tert-butyldimethylsilyl)-2-deoxy-D-arabino-hex-1-enopyranose

Chemical Property of <(4-O-benzoyl-6-deoxy-2,3-di-O-benzyl-α-L-galactopyranosyl)-(1->3)-(6-O-(tert-butyldimethylsilyl)-β-D-galactopyranosyl)-(1->4)>-1,5-anhydro-6-O-(tert-butyldimethylsilyl)-2-deoxy-D-arabino-hex-1-enopyranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of <(4-O-benzoyl-6-deoxy-2,3-di-O-benzyl-α-L-galactopyranosyl)-(1->3)-(6-O-(tert-butyldimethylsilyl)-β-D-galactopyranosyl)-(1->4)>-1,5-anhydro-6-O-(tert-butyldimethylsilyl)-2-deoxy-D-arabino-hex-1-enopyranose

There total 21 articles about <(4-O-benzoyl-6-deoxy-2,3-di-O-benzyl-α-L-galactopyranosyl)-(1->3)-(6-O-(tert-butyldimethylsilyl)-β-D-galactopyranosyl)-(1->4)>-1,5-anhydro-6-O-(tert-butyldimethylsilyl)-2-deoxy-D-arabino-hex-1-enopyranose 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: 89.0%

<(4-O-benzoyl-6-deoxy-2,3-di-O-benzyl-α-L-galactopyranosyl)-(1->3)-(6-O-(tert-butyldimethylsilyl)-3,4-O-carbonyl-β-D-galactopyranosyl)-(1->4)>-1,5-anhydro-6-O-(tert-butyldimethylsilyl)-2-deoxy-D-arabino-hex-1-enopyranose → <(4-O-benzoyl-6-deoxy-2,3-di-O-benzyl-α-L-galactopyranosyl)-(1->3)-(6-O-(tert-butyldimethylsilyl)-β-D-galactopyranosyl)-(1->4)>-1,5-anhydro-6-O-(tert-butyldimethylsilyl)-2-deoxy-D-arabino-hex-1-enopyranose (167700-00-7)

Guidance literature:

With sodium methylate; In methanol;

DOI:10.1021/ja00112a007

Reference yield: 30.0%

fluoro-4-O-benzoyl-6-deoxy-2,3-di-O-benzyl-α/β-L-galactopyranose (142800-26-8) + (2R,3R,4S,5R,6S)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-6-[(2R,3S,4R)-2-(tert-butyl-dimethyl-silanyloxymethyl)-4-hydroxy-3,4-dihydro-2H-pyran-3-yloxy]-tetrahydro-pyran-3,4,5-triol (142800-37-1) → <(4-O-benzoyl-6-deoxy-2,3-di-O-benzyl-α-L-galactopyranosyl)-(1->3)-(6-O-(tert-butyldimethylsilyl)-β-D-galactopyranosyl)-(1->4)>-1,5-anhydro-6-O-(tert-butyldimethylsilyl)-2-deoxy-D-arabino-hex-1-enopyranose (167700-00-7)

Guidance literature:

With 4 A molecular sieve; silver perchlorate; Di-tert-butylpyridine; tin(ll) chloride; In diethyl ether; Ambient temperature;

DOI:10.1021/ja00047a077

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → <(4-O-benzoyl-6-deoxy-2,3-di-O-benzyl-α-L-galactopyranosyl)-(1->3)-(6-O-(tert-butyldimethylsilyl)-β-D-galactopyranosyl)-(1->4)>-1,5-anhydro-6-O-(tert-butyldimethylsilyl)-2-deoxy-D-arabino-hex-1-enopyranose (167700-00-7)

Guidance literature:

Multi-step reaction with 5 steps

1: 70 percent / imidazole / dimethylformamide / Ambient temperature

2: 82 percent / imidazole / tetrahydrofuran / 2 h / Ambient temperature

3: dimethyldioxirane / acetone; CH₂Cl₂ / 1 h / 0 °C

4: ZnBr₂ / tetrahydrofuran / -78 - 20 °C

5: 89 percent / NaOMe / methanol

With 1H-imidazole; sodium methylate; 3,3-dimethyldioxirane; zinc dibromide; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetone;

DOI:10.1021/ja00112a007

upstream raw materials:

fluoro-4-O-benzoyl-6-deoxy-2,3-di-O-benzyl-α/β-L-galactopyranose

(2R,3R,4S,5R,6S)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-6-[(2R,3S,4R)-2-(tert-butyl-dimethyl-silanyloxymethyl)-4-hydroxy-3,4-dihydro-2H-pyran-3-yloxy]-tetrahydro-pyran-3,4,5-triol

methyl 2,3-di-O-benzyl-6-deoxy-α-L-galactopyranoside

(2R,3R,4R)-2-(((tert-butyldimethylsilyl)oxy)methyl)-3,4-dihydro-2H-pyran-3,4-diol

Downstream raw materials:

C₅₇H₈₀O₁₇Si₂