methyl 2-O-benzyl-3-deoxy-3-methylene-6-O-pivaloyl-α-D-ribo-hexopyranoside

Base Information

Chemical Name:methyl 2-O-benzyl-3-deoxy-3-methylene-6-O-pivaloyl-α-D-ribo-hexopyranoside
CAS No.:1233221-65-2
Molecular Formula:C₂₀H₂₈O₆
Molecular Weight:364.439
Hs Code.:

Synonyms:methyl 2-O-benzyl-3-deoxy-3-methylene-6-O-pivaloyl-α-D-ribo-hexopyranoside

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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 methyl 2-O-benzyl-3-deoxy-3-methylene-6-O-pivaloyl-α-D-ribo-hexopyranoside

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Technology Process of methyl 2-O-benzyl-3-deoxy-3-methylene-6-O-pivaloyl-α-D-ribo-hexopyranoside

There total 5 articles about methyl 2-O-benzyl-3-deoxy-3-methylene-6-O-pivaloyl-α-D-ribo-hexopyranoside 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%

: 1233221-64-1
methyl 2-O-benzyl-3-deoxy-3-methylene-α-D-ribo-hexopyranoside

: 3282-30-2
pivaloyl chloride

: 1233221-65-2
methyl 2-O-benzyl-3-deoxy-3-methylene-6-O-pivaloyl-α-D-ribo-hexopyranoside

Guidance literature:: With pyridine; In dichloromethane; at 0 - 20 ℃; regioselective reaction;
DOI:10.1246/bcsj.20090194

Reference yield:

: 109010-30-2
methyl 2-O-benzyl-4,6-O-benzylidene-α-D-ribo-hexopyranosid-3-ulose

: 1233221-65-2
methyl 2-O-benzyl-3-deoxy-3-methylene-6-O-pivaloyl-α-D-ribo-hexopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: dichloromethane; diethyl ether / 20 °C

1.2: 70 °C

2.1: pyridine / dichloromethane / 0 - 20 °C

With pyridine; In diethyl ether; dichloromethane;
DOI:10.1002/anie.201804602

Reference yield:

: 97-30-3
methyl-alpha-D-glucopyranoside

: 1233221-65-2
methyl 2-O-benzyl-3-deoxy-3-methylene-6-O-pivaloyl-α-D-ribo-hexopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1.1: camphor-10-sulfonic acid / chloroform / Reflux

2.1: di(n-butyl)tin oxide / benzene / Reflux

2.2: Reflux

3.1: dimethyl sulfoxide; trifluoroacetic acid / dichloromethane / -78 °C

3.2: -78 °C

4.1: dichloromethane; diethyl ether / 20 °C

4.2: 70 °C

5.1: pyridine / dichloromethane / 0 - 20 °C

With pyridine; camphor-10-sulfonic acid; di(n-butyl)tin oxide; dimethyl sulfoxide; trifluoroacetic acid; In diethyl ether; dichloromethane; chloroform; benzene; 3.1: |Swern Oxidation;
DOI:10.1002/anie.201804602