6-C-(2,6-anhydro-3,4,5,7-tetra-O-benzyl-1-deoxy-β-D-glycero-L-manno-heptitol-1-yl)-2,3,4-tri-O-benzyl-6-deoxy-D-galactono-1,5-lactone

Base Information

Chemical Name:6-C-(2,6-anhydro-3,4,5,7-tetra-O-benzyl-1-deoxy-β-D-glycero-L-manno-heptitol-1-yl)-2,3,4-tri-O-benzyl-6-deoxy-D-galactono-1,5-lactone
CAS No.:220864-60-8
Molecular Formula:C₆₂H₆₄O₁₀
Molecular Weight:969.184
Hs Code.:

Synonyms:6-C-(2,6-anhydro-3,4,5,7-tetra-O-benzyl-1-deoxy-β-D-glycero-L-manno-heptitol-1-yl)-2,3,4-tri-O-benzyl-6-deoxy-D-galactono-1,5-lactone

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Chemical Property of 6-C-(2,6-anhydro-3,4,5,7-tetra-O-benzyl-1-deoxy-β-D-glycero-L-manno-heptitol-1-yl)-2,3,4-tri-O-benzyl-6-deoxy-D-galactono-1,5-lactone

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Technology Process of 6-C-(2,6-anhydro-3,4,5,7-tetra-O-benzyl-1-deoxy-β-D-glycero-L-manno-heptitol-1-yl)-2,3,4-tri-O-benzyl-6-deoxy-D-galactono-1,5-lactone

There total 7 articles about 6-C-(2,6-anhydro-3,4,5,7-tetra-O-benzyl-1-deoxy-β-D-glycero-L-manno-heptitol-1-yl)-2,3,4-tri-O-benzyl-6-deoxy-D-galactono-1,5-lactone 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: 87.0%

: 6-C-(2,6-anhydro-3,4,5,7-tetra-O-benzyl-1-deoxy-β-D-glycero-L-manno-heptitol-1-yl)-2,3,4-tri-O-benzyl-6-deoxy-α,β-D-galactopyranose

: 220864-60-8
6-C-(2,6-anhydro-3,4,5,7-tetra-O-benzyl-1-deoxy-β-D-glycero-L-manno-heptitol-1-yl)-2,3,4-tri-O-benzyl-6-deoxy-D-galactono-1,5-lactone

Guidance literature:: With 4 A molecular sieve; pyridinium chlorochromate; In dichloromethane; for 2h;
DOI:10.1002/(sici)1099-0690(199902)1999:2<471::aid-ejoc471>3.0.co;2-2

Reference yield:

: 40653-32-5,641635-63-4
methyl 2,3,4-tri-O-benzyl-β-D-galactopyranoside

: 220864-60-8
6-C-(2,6-anhydro-3,4,5,7-tetra-O-benzyl-1-deoxy-β-D-glycero-L-manno-heptitol-1-yl)-2,3,4-tri-O-benzyl-6-deoxy-D-galactono-1,5-lactone

Guidance literature:: Multi-step reaction with 7 steps

1: 84 percent / pyridinium chlorochromate, 4 Angstroem MS / CH₂Cl₂ / 2 h / Ambient temperature

2: 87 percent / triphenylphosphane / CH₂Cl₂ / 2 h / 0 °C

3: 1.) BuLi / 1.) hexane, THF, -10 deg C, 1.5 h, 2.) hexane, THF, -78 deg C to r.t., then 1.5 h, r.t.

4: 82 percent / triethylsilane, BF₃*Et₂O / CH₂Cl₂; acetonitrile

5: 93 percent / H₂ / PtO₂ / ethyl acetate / 760 Torr

6: 71 percent / 3M H₂SO₄ / acetic acid / 15 h / 80 °C

7: 87 percent / PCC, 4 Angstroem molecular sieves / CH₂Cl₂ / 2 h

With triethylsilane; n-butyllithium; 4 A molecular sieve; 4 Angstroem MS; sulfuric acid; boron trifluoride diethyl etherate; hydrogen; triphenylphosphine; pyridinium chlorochromate; platinum(IV) oxide; In dichloromethane; acetic acid; ethyl acetate; acetonitrile;
DOI:10.1002/(sici)1099-0690(199902)1999:2<471::aid-ejoc471>3.0.co;2-2

Reference yield:

: 117305-40-5
methyl 2,3,4-tri-O-benzyl-β-D-galacto-hexodialdo-1,5-pyranoside

: 220864-60-8
6-C-(2,6-anhydro-3,4,5,7-tetra-O-benzyl-1-deoxy-β-D-glycero-L-manno-heptitol-1-yl)-2,3,4-tri-O-benzyl-6-deoxy-D-galactono-1,5-lactone

Guidance literature:: Multi-step reaction with 6 steps

1: 87 percent / triphenylphosphane / CH₂Cl₂ / 2 h / 0 °C

2: 1.) BuLi / 1.) hexane, THF, -10 deg C, 1.5 h, 2.) hexane, THF, -78 deg C to r.t., then 1.5 h, r.t.

3: 82 percent / triethylsilane, BF₃*Et₂O / CH₂Cl₂; acetonitrile

4: 93 percent / H₂ / PtO₂ / ethyl acetate / 760 Torr

5: 71 percent / 3M H₂SO₄ / acetic acid / 15 h / 80 °C

6: 87 percent / PCC, 4 Angstroem molecular sieves / CH₂Cl₂ / 2 h

With triethylsilane; n-butyllithium; 4 A molecular sieve; sulfuric acid; boron trifluoride diethyl etherate; hydrogen; triphenylphosphine; pyridinium chlorochromate; platinum(IV) oxide; In dichloromethane; acetic acid; ethyl acetate; acetonitrile;
DOI:10.1002/(sici)1099-0690(199902)1999:2<471::aid-ejoc471>3.0.co;2-2