6-(benzyloxycarbonylamino)hexyl 2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->4)-3,6-di-O-benzyl-α-D-mannopyranoside

Base Information

Chemical Name:6-(benzyloxycarbonylamino)hexyl 2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->4)-3,6-di-O-benzyl-α-D-mannopyranoside
CAS No.:351011-52-4
Molecular Formula:C₆₈H₇₇NO₁₃
Molecular Weight:1116.36
Hs Code.:

Synonyms:6-(benzyloxycarbonylamino)hexyl 2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->4)-3,6-di-O-benzyl-α-D-mannopyranoside

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Chemical Property of 6-(benzyloxycarbonylamino)hexyl 2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->4)-3,6-di-O-benzyl-α-D-mannopyranoside

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Technology Process of 6-(benzyloxycarbonylamino)hexyl 2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->4)-3,6-di-O-benzyl-α-D-mannopyranoside

There total 7 articles about 6-(benzyloxycarbonylamino)hexyl 2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->4)-3,6-di-O-benzyl-α-D-mannopyranoside 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: 76.0%

: 351011-67-1
6-(benzyloxycarbonylamino)hexyl 2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->4)-3,6-di-O-benzyl-2-O-pivaloyl-α-D-mannopyranoside

: 351011-52-4
6-(benzyloxycarbonylamino)hexyl 2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->4)-3,6-di-O-benzyl-α-D-mannopyranoside

Guidance literature:: With sodium hydroxide; In tetrahydrofuran; methanol; at 20 ℃; for 20h;
DOI:10.1021/jo015521z

Reference yield:

: 17996-12-2
N-benzyloxycarbonyl-6-amino-1-hexanol

: 351011-52-4
6-(benzyloxycarbonylamino)hexyl 2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->4)-3,6-di-O-benzyl-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: 4A molecular sieves; di-tert-butylpyridine / CH₂Cl₂ / 0.5 h / 20 °C

1.2: 54 percent / MeOTf / 20 h / 0 °C

2.1: 76 percent / NaOH / methanol; tetrahydrofuran / 20 h / 20 °C

With sodium hydroxide; 4 A molecular sieve; Di-tert-butylpyridine; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/jo015521z

Reference yield:

: 114117-12-3
2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->4)-1,5-anhydro-2-deoxy-3,6-di-O-benzyl-D-arabino-hex-1-enitol

: 351011-52-4
6-(benzyloxycarbonylamino)hexyl 2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->4)-3,6-di-O-benzyl-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1.1: 2,2'-dimethyldioxirane / CH₂Cl₂; acetone / 0.17 h / 0 °C

2.1: 143 mg / trifluoroacetic anhydride / CH₂Cl₂ / 16 h / -78 - 20 °C

3.1: Ac₂O; DMSO / 72 h / 20 °C

3.2: 47 percent / NaBH₄ / CH₂Cl₂; methanol / 2 h / 0 - 20 °C

4.1: DMAP / CH₂Cl₂ / 0.5 h

4.2: 95 percent / 1 h / 20 °C

5.1: 4A molecular sieves; di-tert-butylpyridine / CH₂Cl₂ / 0.5 h / 20 °C

5.2: 54 percent / MeOTf / 20 h / 0 °C

6.1: 76 percent / NaOH / methanol; tetrahydrofuran / 20 h / 20 °C

With dmap; sodium hydroxide; 2,2'-dimethyldioxirane; 4 A molecular sieve; acetic anhydride; dimethyl sulfoxide; Di-tert-butylpyridine; trifluoroacetic anhydride; In tetrahydrofuran; methanol; dichloromethane; acetone;
DOI:10.1021/jo015521z