methyl 2,3,6-tri-O-benzyl-4-O-(2-O-acetyl-6-deoxy-3-O-methyl-4-O-tetrahydropyranyl-7-O-tosyl-5-C-vinyl-β-D-manno-heptopyranosyl)-α-D-glucopyranoside

Base Information

Chemical Name:methyl 2,3,6-tri-O-benzyl-4-O-(2-O-acetyl-6-deoxy-3-O-methyl-4-O-tetrahydropyranyl-7-O-tosyl-5-C-vinyl-β-D-manno-heptopyranosyl)-α-D-glucopyranoside
CAS No.:507485-59-8
Molecular Formula:C₅₂H₆₄O₁₅S
Molecular Weight:961.137
Hs Code.:

methyl 2,3,6-tri-O-benzyl-4-O-(2-O-acetyl-6-deoxy-3-O-methyl-4-O-tetrahydropyranyl-7-O-tosyl-5-C-vinyl-β-D-manno-heptopyranosyl)-α-D-glucopyranoside

Synonyms:methyl 2,3,6-tri-O-benzyl-4-O-(2-O-acetyl-6-deoxy-3-O-methyl-4-O-tetrahydropyranyl-7-O-tosyl-5-C-vinyl-β-D-manno-heptopyranosyl)-α-D-glucopyranoside

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Chemical Property of methyl 2,3,6-tri-O-benzyl-4-O-(2-O-acetyl-6-deoxy-3-O-methyl-4-O-tetrahydropyranyl-7-O-tosyl-5-C-vinyl-β-D-manno-heptopyranosyl)-α-D-glucopyranoside

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Technology Process of methyl 2,3,6-tri-O-benzyl-4-O-(2-O-acetyl-6-deoxy-3-O-methyl-4-O-tetrahydropyranyl-7-O-tosyl-5-C-vinyl-β-D-manno-heptopyranosyl)-α-D-glucopyranoside

There total 8 articles about methyl 2,3,6-tri-O-benzyl-4-O-(2-O-acetyl-6-deoxy-3-O-methyl-4-O-tetrahydropyranyl-7-O-tosyl-5-C-vinyl-β-D-manno-heptopyranosyl)-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: 93.0%

: 110-87-2
3,4-dihydro-2H-pyran

: 1054659-84-5
methyl 2,3,6-tri-O-benzyl-4-O-(2-O-acetyl-6-deoxy-3-O-methyl-7-O-tosyl-5-C-vinyl-β-D-manno-heptopyranosyl)-α-D-glucopyranoside

: 507485-59-8
methyl 2,3,6-tri-O-benzyl-4-O-(2-O-acetyl-6-deoxy-3-O-methyl-4-O-tetrahydropyranyl-7-O-tosyl-5-C-vinyl-β-D-manno-heptopyranosyl)-α-D-glucopyranoside

Guidance literature:: With camphor-10-sulfonic acid; In dichloromethane; at 0 ℃; for 0.333333h;
DOI:10.1002/1099-0690(200211)2002:21<3595::AID-EJOC3595>3.0.CO;2-F

Reference yield:

: 19488-48-3
methyl O-2,3,6-tri-O-benzyl-α-D-glucopyranoside

: 507485-59-8
methyl 2,3,6-tri-O-benzyl-4-O-(2-O-acetyl-6-deoxy-3-O-methyl-4-O-tetrahydropyranyl-7-O-tosyl-5-C-vinyl-β-D-manno-heptopyranosyl)-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 8 steps

1.1: 80 percent / trimethylsilyl trifluoromethanesulfonate / CH₂Cl₂

2.1: sodium / methanol / 8 h / 20 °C

2.2: p-toluenesulfonic acid / acetone / 20 °C

3.1: oxalyl chloride; DMSO; triethylamine / CH₂Cl₂

4.1: lithium triethylborohydride / tetrahydrofuran

5.1: pyridine / 20 °C

6.1: 342.7 mg / acetic acid / 2 h / 60 °C

7.1: 91 percent / triethylamine; dimethylaminopyridine / CH₂Cl₂ / 20 °C

8.1: 93 percent / camphorsulfonic acid / CH₂Cl₂ / 0.33 h / 0 °C

With pyridine; dmap; oxalyl dichloride; trimethylsilyl trifluoromethanesulfonate; camphor-10-sulfonic acid; sodium; lithium triethylborohydride; acetic acid; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1002/1099-0690(200211)2002:21<3595::AID-EJOC3595>3.0.CO;2-F

Reference yield:

: (2R,4S,4aS,9aS)-2-((2R,3R,4S,5R,6S)-4,5-Bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yloxy)-4-methoxy-6,6-dimethyl-9a-vinyl-tetrahydro-1,5,7-trioxa-benzocyclohepten-3-one

: 507485-59-8
methyl 2,3,6-tri-O-benzyl-4-O-(2-O-acetyl-6-deoxy-3-O-methyl-4-O-tetrahydropyranyl-7-O-tosyl-5-C-vinyl-β-D-manno-heptopyranosyl)-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: lithium triethylborohydride / tetrahydrofuran

2: pyridine / 20 °C

3: 342.7 mg / acetic acid / 2 h / 60 °C

4: 91 percent / triethylamine; dimethylaminopyridine / CH₂Cl₂ / 20 °C

5: 93 percent / camphorsulfonic acid / CH₂Cl₂ / 0.33 h / 0 °C

With pyridine; dmap; camphor-10-sulfonic acid; lithium triethylborohydride; acetic acid; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1002/1099-0690(200211)2002:21<3595::AID-EJOC3595>3.0.CO;2-F