pent-4-enyl 5-O-[2-O-benzoyl-3-O-benzyl-5-O-(triisopropylsilyl)-α-D-arabinofuranosyl]-2-O-benzoyl-3-O-benzyl-α-D-arabinofuranoside

Base Information

Chemical Name:pent-4-enyl 5-O-[2-O-benzoyl-3-O-benzyl-5-O-(triisopropylsilyl)-α-D-arabinofuranosyl]-2-O-benzoyl-3-O-benzyl-α-D-arabinofuranoside
CAS No.:915150-24-2
Molecular Formula:C₅₂H₆₆O₁₁Si
Molecular Weight:895.175
Hs Code.:

Synonyms:pent-4-enyl 5-O-[2-O-benzoyl-3-O-benzyl-5-O-(triisopropylsilyl)-α-D-arabinofuranosyl]-2-O-benzoyl-3-O-benzyl-α-D-arabinofuranoside

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Chemical Property of pent-4-enyl 5-O-[2-O-benzoyl-3-O-benzyl-5-O-(triisopropylsilyl)-α-D-arabinofuranosyl]-2-O-benzoyl-3-O-benzyl-α-D-arabinofuranoside

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Technology Process of pent-4-enyl 5-O-[2-O-benzoyl-3-O-benzyl-5-O-(triisopropylsilyl)-α-D-arabinofuranosyl]-2-O-benzoyl-3-O-benzyl-α-D-arabinofuranoside

There total 4 articles about pent-4-enyl 5-O-[2-O-benzoyl-3-O-benzyl-5-O-(triisopropylsilyl)-α-D-arabinofuranosyl]-2-O-benzoyl-3-O-benzyl-α-D-arabinofuranoside 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: 94.0%

: 1-O-(2-O-benzoyl-3-O-benzyl-5-O-(triisopropylsilyl)-D-arabinofuranosyl) trichloroacetimidate

: 765274-09-7
pent-4-enyl 2-O-benzoyl-3-O-benzyl-α-D-arabinofuranoside

: 915150-24-2
pent-4-enyl 5-O-[2-O-benzoyl-3-O-benzyl-5-O-(triisopropylsilyl)-α-D-arabinofuranosyl]-2-O-benzoyl-3-O-benzyl-α-D-arabinofuranoside

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -40 - -30 ℃; for 1h;
DOI:10.1021/jo061233x

Reference yield:

: 915150-36-6
pent-4-enyl 2-O-benzoyl-3-O-benzyl-5-O-(triisopropylsilyl)-α-D-arabinofuranoside

: 915150-24-2
pent-4-enyl 5-O-[2-O-benzoyl-3-O-benzyl-5-O-(triisopropylsilyl)-α-D-arabinofuranosyl]-2-O-benzoyl-3-O-benzyl-α-D-arabinofuranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 96 percent / acetyl chloride / CH₂Cl₂; methanol / 3 h / 0 °C

2: 94 percent / TMSOTf / CH₂Cl₂ / 1 h / -40 - -30 °C

With trimethylsilyl trifluoromethanesulfonate; acetyl chloride; In methanol; dichloromethane;
DOI:10.1021/jo061233x

Reference yield:

: 1-O-(2-O-benzoyl-3-O-benzyl-5-O-(triisopropylsilyl)-D-arabinofuranosyl) trichloroacetimidate

: 915150-24-2
pent-4-enyl 5-O-[2-O-benzoyl-3-O-benzyl-5-O-(triisopropylsilyl)-α-D-arabinofuranosyl]-2-O-benzoyl-3-O-benzyl-α-D-arabinofuranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 97 percent / TMSOTf / CH₂Cl₂ / 0.67 h / -40 - -30 °C

2: 96 percent / acetyl chloride / CH₂Cl₂; methanol / 3 h / 0 °C

3: 94 percent / TMSOTf / CH₂Cl₂ / 1 h / -40 - -30 °C

With trimethylsilyl trifluoromethanesulfonate; acetyl chloride; In methanol; dichloromethane;
DOI:10.1021/jo061233x