methyl O-(2-O-benzyl-4,6-O-benzylidene-β-D-glucopyranosyl)-(1 - 4)-2,3-di-O-benzyl-6-O-(3-methoxycarbonyl-4-methylbenzyl)-α-D-glucopyranoside

Base Information

Chemical Name:methyl O-(2-O-benzyl-4,6-O-benzylidene-β-D-glucopyranosyl)-(1 - 4)-2,3-di-O-benzyl-6-O-(3-methoxycarbonyl-4-methylbenzyl)-α-D-glucopyranoside
CAS No.:522633-08-5
Molecular Formula:C₅₁H₅₆O₁₃
Molecular Weight:876.998
Hs Code.:

Synonyms:methyl O-(2-O-benzyl-4,6-O-benzylidene-β-D-glucopyranosyl)-(1 - 4)-2,3-di-O-benzyl-6-O-(3-methoxycarbonyl-4-methylbenzyl)-α-D-glucopyranoside

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Chemical Property of methyl O-(2-O-benzyl-4,6-O-benzylidene-β-D-glucopyranosyl)-(1 - 4)-2,3-di-O-benzyl-6-O-(3-methoxycarbonyl-4-methylbenzyl)-α-D-glucopyranoside

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Technology Process of methyl O-(2-O-benzyl-4,6-O-benzylidene-β-D-glucopyranosyl)-(1 - 4)-2,3-di-O-benzyl-6-O-(3-methoxycarbonyl-4-methylbenzyl)-α-D-glucopyranoside

There total 8 articles about methyl O-(2-O-benzyl-4,6-O-benzylidene-β-D-glucopyranosyl)-(1 - 4)-2,3-di-O-benzyl-6-O-(3-methoxycarbonyl-4-methylbenzyl)-α-D-glucopyranoside 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: 90.0%

: 67-56-1
methanol

: 522633-07-4
methyl 6,3'-O-(2-methyl-5-methylenebenzoyl)-2-O-benzyl-4,6-O-benzylidene-β-D-glucopyranosyl-(1 - 4)-2,3-di-O-benzyl-α-D-glucopyranoside

: 522633-08-5
methyl O-(2-O-benzyl-4,6-O-benzylidene-β-D-glucopyranosyl)-(1 - 4)-2,3-di-O-benzyl-6-O-(3-methoxycarbonyl-4-methylbenzyl)-α-D-glucopyranoside

Guidance literature:: With sodium methylate; In dichloromethane; at 20 ℃; for 2h;
DOI:10.1002/1099-0690(200301)2003:1<128::AID-EJOC128>3.0.CO;2-S

Reference yield:

: 118-90-1
ortho-methylbenzoic acid

: 522633-08-5
methyl O-(2-O-benzyl-4,6-O-benzylidene-β-D-glucopyranosyl)-(1 - 4)-2,3-di-O-benzyl-6-O-(3-methoxycarbonyl-4-methylbenzyl)-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 9 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

4: 75 percent / DCC; DMAP / CH₂Cl₂ / 24 h

5: 90 percent / TFA / CH₂Cl₂ / 4 h

6: 75 percent / DCC; DMAP / CH₂Cl₂ / 20 h / 20 °C

7: 65 percent / hydrazinium acetate / CH₂Cl₂; methanol / 2 h / 20 °C

8: 73 percent / N-iodosuccinimide; triflic acid / CH₂Cl₂ / 0.17 h / 20 °C

9: 90 percent / sodium methoxide / CH₂Cl₂ / 2 h / 20 °C

With dmap; N-iodo-succinimide; trifluorormethanesulfonic acid; phosphoric acid; boron trifluoride diethyl etherate; hydrogen bromide; sodium methylate; hydrazinium monoacetate; tetra-(n-butyl)ammonium iodide; di(n-butyl)tin oxide; dicyclohexyl-carbodiimide; trifluoroacetic acid; In methanol; 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

: 522633-08-5
methyl O-(2-O-benzyl-4,6-O-benzylidene-β-D-glucopyranosyl)-(1 - 4)-2,3-di-O-benzyl-6-O-(3-methoxycarbonyl-4-methylbenzyl)-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 8 steps

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

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

3: 75 percent / DCC; DMAP / CH₂Cl₂ / 24 h

4: 90 percent / TFA / CH₂Cl₂ / 4 h

5: 75 percent / DCC; DMAP / CH₂Cl₂ / 20 h / 20 °C

6: 65 percent / hydrazinium acetate / CH₂Cl₂; methanol / 2 h / 20 °C

7: 73 percent / N-iodosuccinimide; triflic acid / CH₂Cl₂ / 0.17 h / 20 °C

8: 90 percent / sodium methoxide / CH₂Cl₂ / 2 h / 20 °C

With dmap; N-iodo-succinimide; trifluorormethanesulfonic acid; boron trifluoride diethyl etherate; sodium methylate; hydrazinium monoacetate; tetra-(n-butyl)ammonium iodide; di(n-butyl)tin oxide; dicyclohexyl-carbodiimide; trifluoroacetic acid; In methanol; dichloromethane; cyclohexane; toluene;
DOI:10.1002/1099-0690(200301)2003:1<128::AID-EJOC128>3.0.CO;2-S