(pent-4-enyl) 2,3-di-O-benzoyl-5-O-(t-butyldiphenylsilyl)-α-D-arabinofuranoside

Base Information

Chemical Name:(pent-4-enyl) 2,3-di-O-benzoyl-5-O-(t-butyldiphenylsilyl)-α-D-arabinofuranoside
CAS No.:1255529-72-6
Molecular Formula:C₄₀H₄₄O₇Si
Molecular Weight:664.871
Hs Code.:

Synonyms:(pent-4-enyl) 2,3-di-O-benzoyl-5-O-(t-butyldiphenylsilyl)-α-D-arabinofuranoside

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (pent-4-enyl) 2,3-di-O-benzoyl-5-O-(t-butyldiphenylsilyl)-α-D-arabinofuranoside

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Technology Process of (pent-4-enyl) 2,3-di-O-benzoyl-5-O-(t-butyldiphenylsilyl)-α-D-arabinofuranoside

There total 5 articles about (pent-4-enyl) 2,3-di-O-benzoyl-5-O-(t-butyldiphenylsilyl)-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: 75.0%

: 821-09-0
n-Pent-4-enyl alcohol

: 3-O-benzoyl-5-O-(t-butyldiphenylsilyl)-α-D-arabinofuranoside (prop-2-yn-1-yl)-1,2-O-orthobenzoate

: 1255529-72-6
(pent-4-enyl) 2,3-di-O-benzoyl-5-O-(t-butyldiphenylsilyl)-α-D-arabinofuranoside

Guidance literature:: n-Pent-4-enyl alcohol; 3-O-benzoyl-5-O-(t-butyldiphenylsilyl)-α-D-arabinofuranoside (prop-2-yn-1-yl)-1,2-O-orthobenzoate; In dichloromethane; at 25 ℃; for 0.25h; Inert atmosphere; Molecular sieve;

With gold(III) tribromide; In dichloromethane; Inert atmosphere; Molecular sieve;
DOI:10.1002/chem.201704009

Reference yield: 63.8%

: C₄₂H₄₀O₈Si

: 821-09-0
n-Pent-4-enyl alcohol

: 1255529-72-6
(pent-4-enyl) 2,3-di-O-benzoyl-5-O-(t-butyldiphenylsilyl)-α-D-arabinofuranoside

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;
DOI:10.1016/j.bmc.2010.07.040

Reference yield:

: 1431370-34-1
3,5-di-O-benzoyl-β-D-arabinofuranoside-prop-2-ynyl-1,2-orthobenzoate

: 1255529-72-6
(pent-4-enyl) 2,3-di-O-benzoyl-5-O-(t-butyldiphenylsilyl)-α-D-arabinofuranoside

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium methylate / dichloromethane; methanol / 25 °C / Inert atmosphere

2.1: 1H-imidazole / N,N-dimethyl-formamide / 0 - 25 °C / Inert atmosphere

3.1: pyridine / 4 h / 0 - 25 °C / Inert atmosphere

4.1: dichloromethane / 0.25 h / 25 °C / Inert atmosphere; Molecular sieve

4.2: Inert atmosphere; Molecular sieve

With pyridine; 1H-imidazole; sodium methylate; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/chem.201704009