methyl 3-O-acetyl-6-O-t-butyldiphenylsilyl-2-deoxy-2-C-methyl-α-D-ribo-hexapyranoside-3-ulose

Base Information

Chemical Name:methyl 3-O-acetyl-6-O-t-butyldiphenylsilyl-2-deoxy-2-C-methyl-α-D-ribo-hexapyranoside-3-ulose
CAS No.:82731-52-0
Molecular Formula:C₂₆H₃₄O₆Si
Molecular Weight:470.638
Hs Code.:

Synonyms:methyl 3-O-acetyl-6-O-t-butyldiphenylsilyl-2-deoxy-2-C-methyl-α-D-ribo-hexapyranoside-3-ulose

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Chemical Property of methyl 3-O-acetyl-6-O-t-butyldiphenylsilyl-2-deoxy-2-C-methyl-α-D-ribo-hexapyranoside-3-ulose

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Technology Process of methyl 3-O-acetyl-6-O-t-butyldiphenylsilyl-2-deoxy-2-C-methyl-α-D-ribo-hexapyranoside-3-ulose

There total 7 articles about methyl 3-O-acetyl-6-O-t-butyldiphenylsilyl-2-deoxy-2-C-methyl-α-D-ribo-hexapyranoside-3-ulose 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:

: 82731-51-9
methyl 3-O-acetyl-6-O-t-butyldiphenylsilyl-2-deoxy-C-methyl-α-D-allopyranoside

: 82731-52-0
methyl 3-O-acetyl-6-O-t-butyldiphenylsilyl-2-deoxy-2-C-methyl-α-D-ribo-hexapyranoside-3-ulose

Guidance literature:: With 4 A molecular sieve; pyridinium chlorochromate; In dichloromethane; for 3h; Yield given;
DOI:10.1016/S0040-4020(01)82415-7

Reference yield:

: 75879-81-1
Methyl 4,6-O-Benzylidene-2-deoxy-2-C-methyl-α-D-allopyranoside

: 82731-52-0
methyl 3-O-acetyl-6-O-t-butyldiphenylsilyl-2-deoxy-2-C-methyl-α-D-ribo-hexapyranoside-3-ulose

Guidance literature:: Multi-step reaction with 4 steps

1: 91 percent / DMAP / CH₂Cl₂

2: aq. 50percent AcOH

3: pyridine / 18 h / 0 °C

4: COCl₂, Me₂SO, Et₃N / CH₂Cl₂ / -60 deg C -> 25 deg C

With pyridine; dmap; acetic acid; dimethyl sulfoxide; triethylamine; In dichloromethane;
DOI:10.1021/ja00386a076

Reference yield:

: Acetic acid (2R,3S,4S,5R,6S)-3-hydroxy-2-hydroxymethyl-6-methoxy-5-methyl-tetrahydro-pyran-4-yl ester

: 82731-52-0
methyl 3-O-acetyl-6-O-t-butyldiphenylsilyl-2-deoxy-2-C-methyl-α-D-ribo-hexapyranoside-3-ulose

Guidance literature:: Multi-step reaction with 2 steps

1: pyridine / 18 h / 0 °C

2: COCl₂, Me₂SO, Et₃N / CH₂Cl₂ / -60 deg C -> 25 deg C

With pyridine; dimethyl sulfoxide; triethylamine; In dichloromethane;
DOI:10.1021/ja00386a076