tert-butyldimethylsilyl O-(2,3,4-tri-O-acetyl-β-D-fucopyranosyl)-(1->4)-<(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-(1->2)>-6-O-benzoyl-3-O-benzyl-β-D-glucopyranoside

Base Information

• Chemical Name: tert-butyldimethylsilyl O-(2,3,4-tri-O-acetyl-β-D-fucopyranosyl)-(1->4)-<(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-(1->2)>-6-O-benzoyl-3-O-benzyl-β-D-glucopyranoside
• CAS No.: 142657-30-5
• Molecular Formula: C₄₉H₆₆O₂₁Si
• Molecular Weight: 1019.14
• Mol file: 142657-30-5.mol

Synonyms:tert-butyldimethylsilyl O-(2,3,4-tri-O-acetyl-β-D-fucopyranosyl)-(1->4)-<(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-(1->2)>-6-O-benzoyl-3-O-benzyl-β-D-glucopyranoside

Chemical Property of tert-butyldimethylsilyl O-(2,3,4-tri-O-acetyl-β-D-fucopyranosyl)-(1->4)-<(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-(1->2)>-6-O-benzoyl-3-O-benzyl-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyldimethylsilyl O-(2,3,4-tri-O-acetyl-β-D-fucopyranosyl)-(1->4)-<(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-(1->2)>-6-O-benzoyl-3-O-benzyl-β-D-glucopyranoside

There total 8 articles about tert-butyldimethylsilyl O-(2,3,4-tri-O-acetyl-β-D-fucopyranosyl)-(1->4)-<(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-(1->2)>-6-O-benzoyl-3-O-benzyl-β-D-glucopyranoside 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: 95.0%

tert-butyldimethylsilyl O-(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-(1->2)-6-O-benzoyl-3-O-benzyl-β-D-glucopyranoside (142657-27-0) + 2,3,4-tri-O-acetyl-6-deoxy-α-D-galactopyranosyl trichloroacetimidate (142757-88-8) → tert-butyldimethylsilyl O-(2,3,4-tri-O-acetyl-β-D-fucopyranosyl)-(1->4)-<(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-(1->2)>-6-O-benzoyl-3-O-benzyl-β-D-glucopyranoside (142657-30-5)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; In dichloromethane; for 0.666667h; Ambient temperature;

Reference yield:

2,3,4-tri-O-acetyl-α-D-xylopyranosyl trichloroacetimidate (128376-91-0,869848-87-3) → tert-butyldimethylsilyl O-(2,3,4-tri-O-acetyl-β-D-fucopyranosyl)-(1->4)-<(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-(1->2)>-6-O-benzoyl-3-O-benzyl-β-D-glucopyranoside (142657-30-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 51 percent / molecular sieves 4 Angstroem, TMSOTF / CH₂Cl₂ / 1 h / Ambient temperature

2: 95 percent / trimethylsilyl trifluoromethanesulfonate, molecular sieves 4 Angstroem / CH₂Cl₂ / 0.67 h / Ambient temperature

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; In dichloromethane;

Reference yield:

1,2,3,4-tetra-O-acetyl-D-fucopyranose (51921-33-6) → tert-butyldimethylsilyl O-(2,3,4-tri-O-acetyl-β-D-fucopyranosyl)-(1->4)-<(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-(1->2)>-6-O-benzoyl-3-O-benzyl-β-D-glucopyranoside (142657-30-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 77 percent / hydrazinium acetate / dimethylformamide / 0.42 h / 50 °C

2: 84 percent / DBU / CH₂Cl₂ / 1 h / Ambient temperature

3: 95 percent / trimethylsilyl trifluoromethanesulfonate, molecular sieves 4 Angstroem / CH₂Cl₂ / 0.67 h / Ambient temperature

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; hydrazinium monoacetate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; N,N-dimethyl-formamide;

upstream raw materials:

tert-butyldimethylsilyl O-(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-(1->2)-6-O-benzoyl-3-O-benzyl-β-D-glucopyranoside

2,3,4-tri-O-acetyl-6-deoxy-α-D-galactopyranosyl trichloroacetimidate

2,3,4-tri-O-acetyl-α-D-xylopyranosyl trichloroacetimidate

1,2,3,4-tetra-O-acetyl-D-fucopyranose

Downstream raw materials:

O-(2,3,4-tri-O-acetyl-β-D-fucopyranosyl)-(1->4)-<(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-(1->2)>-6-O-benzoyl-3-O-benzyl-α/β-D-glucopyranoside

O-(2,3,4-tri-O-acetyl-β-D-fucopyranosyl)-(1->4)-<(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-(1->2)>-6-O-benzoyl-3-O-benzyl-α-D-glucopyranosyl trichloroacetimidate