(2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->6)-2,3-di-O-pivaloyl-4-O-benzyl-α-D-mannopyranose

Base Information

Chemical Name:(2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->6)-2,3-di-O-pivaloyl-4-O-benzyl-α-D-mannopyranose
CAS No.:1319152-62-9
Molecular Formula:C₅₂H₆₄O₁₄
Molecular Weight:913.072
Hs Code.:

Synonyms:(2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->6)-2,3-di-O-pivaloyl-4-O-benzyl-α-D-mannopyranose

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Chemical Property of (2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->6)-2,3-di-O-pivaloyl-4-O-benzyl-α-D-mannopyranose

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Technology Process of (2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->6)-2,3-di-O-pivaloyl-4-O-benzyl-α-D-mannopyranose

There total 5 articles about (2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->6)-2,3-di-O-pivaloyl-4-O-benzyl-α-D-mannopyranose 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: 51.0%

: 1319152-60-7
phenyl (2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->6)-2,3-di-O-pivaloyl-4-O-benzyl-1-thio-α-D-mannopyranoside

: 1319152-62-9
(2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->6)-2,3-di-O-pivaloyl-4-O-benzyl-α-D-mannopyranose

Guidance literature:: With N-iodo-succinimide; trifluoroacetic acid; In dichloromethane; at 0 ℃; for 2h;
DOI:10.1016/j.carres.2011.05.006

Reference yield:

: 1319152-50-5
phenyl 2,3-di-O-pivaloyl-4,6-O-benzylidene-1-thio-α-D-mannopyranoside

: 1319152-62-9
(2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->6)-2,3-di-O-pivaloyl-4-O-benzyl-α-D-mannopyranose

Guidance literature:: Multi-step reaction with 3 steps

1.1: borane-THF / tetrahydrofuran / 0.08 h / 0 °C

1.2: 0 - 20 °C

2.1: trimethylsilyl trifluoromethanesulfonate / dichloromethane / -40 - 20 °C / Molecular sieve

3.1: N-iodo-succinimide; trifluoroacetic acid / dichloromethane / 2 h / 0 °C

With N-iodo-succinimide; borane-THF; trimethylsilyl trifluoromethanesulfonate; trifluoroacetic acid; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.carres.2011.05.006

Reference yield:

: 3282-30-2
pivaloyl chloride

: 1319152-62-9
(2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->6)-2,3-di-O-pivaloyl-4-O-benzyl-α-D-mannopyranose

Guidance literature:: Multi-step reaction with 4 steps

1.1: pyridine; dmap / dichloromethane / 0 - 70 °C

2.1: borane-THF / tetrahydrofuran / 0.08 h / 0 °C

2.2: 0 - 20 °C

3.1: trimethylsilyl trifluoromethanesulfonate / dichloromethane / -40 - 20 °C / Molecular sieve

4.1: N-iodo-succinimide; trifluoroacetic acid / dichloromethane / 2 h / 0 °C

With pyridine; dmap; N-iodo-succinimide; borane-THF; trimethylsilyl trifluoromethanesulfonate; trifluoroacetic acid; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.carres.2011.05.006