methyl 2-O-benzyl-4-O-methoxymethyl-6-O-pivaloyl-α-D-glucopyranoside-3-spiro-2'-oxirane

Base Information

Chemical Name:methyl 2-O-benzyl-4-O-methoxymethyl-6-O-pivaloyl-α-D-glucopyranoside-3-spiro-2'-oxirane
CAS No.:1233221-67-4
Molecular Formula:C₂₂H₃₂O₈
Molecular Weight:424.491
Hs Code.:

Synonyms:methyl 2-O-benzyl-4-O-methoxymethyl-6-O-pivaloyl-α-D-glucopyranoside-3-spiro-2'-oxirane

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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-4-O-methoxymethyl-6-O-pivaloyl-α-D-glucopyranoside-3-spiro-2'-oxirane

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Technology Process of methyl 2-O-benzyl-4-O-methoxymethyl-6-O-pivaloyl-α-D-glucopyranoside-3-spiro-2'-oxirane

There total 8 articles about methyl 2-O-benzyl-4-O-methoxymethyl-6-O-pivaloyl-α-D-glucopyranoside-3-spiro-2'-oxirane 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%

: 1233221-66-3
methyl 2-O-benzyl-3-deoxy-4-O-methoxymethyl-3-methylene-6-O-pivaloyl-α-D-ribo-hexopyranoside

: 1233221-67-4
methyl 2-O-benzyl-4-O-methoxymethyl-6-O-pivaloyl-α-D-glucopyranoside-3-spiro-2'-oxirane

Guidance literature:: With 3-chloro-benzenecarboperoxoic acid; In 1,2-dichloro-ethane; at 55 ℃; for 3h; Inert atmosphere;
DOI:10.1246/bcsj.20090194

Reference yield:

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

: 1233221-67-4
methyl 2-O-benzyl-4-O-methoxymethyl-6-O-pivaloyl-α-D-glucopyranoside-3-spiro-2'-oxirane

Guidance literature:: Multi-step reaction with 3 steps

1: pyridine / dichloromethane / 0 - 20 °C

2: phosphorus pentoxide / dichloromethane / 20 °C / Molecular sieve

3: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 55 °C

With pyridine; phosphorus pentoxide; 3-chloro-benzenecarboperoxoic acid; In dichloromethane;
DOI:10.1002/anie.201804602

Reference yield:

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

: 1233221-67-4
methyl 2-O-benzyl-4-O-methoxymethyl-6-O-pivaloyl-α-D-glucopyranoside-3-spiro-2'-oxirane

Guidance literature:: Multi-step reaction with 4 steps

1.1: dichloromethane; diethyl ether / 20 °C

1.2: 70 °C

2.1: pyridine / dichloromethane / 0 - 20 °C

3.1: phosphorus pentoxide / dichloromethane / 20 °C / Molecular sieve

4.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 55 °C

With pyridine; phosphorus pentoxide; 3-chloro-benzenecarboperoxoic acid; In diethyl ether; dichloromethane;
DOI:10.1002/anie.201804602