tert-butyl-5-[methyl 2,3-di-O-benzyl-α-D-glucopyranosid-6-yloxymethyl]-2-methylbenzoate

Base Information

Chemical Name:tert-butyl-5-[methyl 2,3-di-O-benzyl-α-D-glucopyranosid-6-yloxymethyl]-2-methylbenzoate
CAS No.:522633-04-1
Molecular Formula:C₃₄H₄₂O₈
Molecular Weight:578.703
Hs Code.:

Synonyms:tert-butyl-5-[methyl 2,3-di-O-benzyl-α-D-glucopyranosid-6-yloxymethyl]-2-methylbenzoate

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Chemical Property of tert-butyl-5-[methyl 2,3-di-O-benzyl-α-D-glucopyranosid-6-yloxymethyl]-2-methylbenzoate

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Technology Process of tert-butyl-5-[methyl 2,3-di-O-benzyl-α-D-glucopyranosid-6-yloxymethyl]-2-methylbenzoate

There total 3 articles about tert-butyl-5-[methyl 2,3-di-O-benzyl-α-D-glucopyranosid-6-yloxymethyl]-2-methylbenzoate 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: 70.0%

: 478977-50-3
tert-butyl 5-(bromomethyl)-2-methylbenzoate

: 17791-36-5
methyl 2,3-di-O-benzyl-α-D-glucopyranoside

: 522633-04-1
tert-butyl-5-[methyl 2,3-di-O-benzyl-α-D-glucopyranosid-6-yloxymethyl]-2-methylbenzoate

Guidance literature:: With tetra-(n-butyl)ammonium iodide; di(n-butyl)tin oxide; In toluene; for 11h; Heating;
DOI:10.1002/1099-0690(200301)2003:1<128::AID-EJOC128>3.0.CO;2-S

Reference yield:

: 118-90-1
ortho-methylbenzoic acid

: 522633-04-1
tert-butyl-5-[methyl 2,3-di-O-benzyl-α-D-glucopyranosid-6-yloxymethyl]-2-methylbenzoate

Guidance literature:: Multi-step reaction with 3 steps

1: 62 percent / HBr; o-phosphoric acid / acetic acid / 3 h / 115 °C

2: BF₃*Et₂O / CH₂Cl₂; cyclohexane / 1 h / 20 °C

3: 70 percent / Bu₂SnO; TBAI / toluene / 11 h / Heating

With phosphoric acid; boron trifluoride diethyl etherate; hydrogen bromide; tetra-(n-butyl)ammonium iodide; di(n-butyl)tin oxide; In dichloromethane; cyclohexane; acetic acid; toluene;
DOI:10.1002/1099-0690(200301)2003:1<128::AID-EJOC128>3.0.CO;2-S

Reference yield:

: 72985-19-4
5-(bromomethyl)-2-methylbenzoic acid

: 522633-04-1
tert-butyl-5-[methyl 2,3-di-O-benzyl-α-D-glucopyranosid-6-yloxymethyl]-2-methylbenzoate

Guidance literature:: Multi-step reaction with 2 steps

1: BF₃*Et₂O / CH₂Cl₂; cyclohexane / 1 h / 20 °C

2: 70 percent / Bu₂SnO; TBAI / toluene / 11 h / Heating

With boron trifluoride diethyl etherate; tetra-(n-butyl)ammonium iodide; di(n-butyl)tin oxide; In dichloromethane; cyclohexane; toluene;
DOI:10.1002/1099-0690(200301)2003:1<128::AID-EJOC128>3.0.CO;2-S