8-methoxycarbonyloctyl 4,6-O-cyclohexylidene-2-O-(tetra-O-benzyl-α-D-galactopyranosyl)-α-D-mannopyranoside

Base Information

Chemical Name:8-methoxycarbonyloctyl 4,6-O-cyclohexylidene-2-O-(tetra-O-benzyl-α-D-galactopyranosyl)-α-D-mannopyranoside
CAS No.:82086-27-9
Molecular Formula:C₅₆H₇₂O₁₃
Molecular Weight:953.18
Hs Code.:

Synonyms:8-methoxycarbonyloctyl 4,6-O-cyclohexylidene-2-O-(tetra-O-benzyl-α-D-galactopyranosyl)-α-D-mannopyranoside

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Chemical Property of 8-methoxycarbonyloctyl 4,6-O-cyclohexylidene-2-O-(tetra-O-benzyl-α-D-galactopyranosyl)-α-D-mannopyranoside

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Technology Process of 8-methoxycarbonyloctyl 4,6-O-cyclohexylidene-2-O-(tetra-O-benzyl-α-D-galactopyranosyl)-α-D-mannopyranoside

There total 8 articles about 8-methoxycarbonyloctyl 4,6-O-cyclohexylidene-2-O-(tetra-O-benzyl-α-D-galactopyranosyl)-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: 85.0%

: 82086-26-8
8-methoxycarbonyloctyl 3-O-benzoyl-4,6-O-cyclohexylidene-2-O-(tetra-O-benzyl-α-D-galactopyranosyl)-α-D-mannopyranoside

: 82086-27-9
8-methoxycarbonyloctyl 4,6-O-cyclohexylidene-2-O-(tetra-O-benzyl-α-D-galactopyranosyl)-α-D-mannopyranoside

Guidance literature:: With methanol; Rexyn 101 (H+) resin; sodium methylate; Ambient temperature;
DOI:10.1016/S0008-6215(82)80005-0

Reference yield:

: 14218-11-2,14218-30-5,61198-88-7,108438-33-1,108836-02-8,114682-36-9,127305-34-4,151377-77-4
2,3,4,6-Tetra-O-benzoyl-α-D-mannopyranosyl bromide

: 82086-27-9
8-methoxycarbonyloctyl 4,6-O-cyclohexylidene-2-O-(tetra-O-benzyl-α-D-galactopyranosyl)-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) mercuric cyanide, molecular sieve 4A; 2.) methanol, Rexyn 101 (H+) resin / 2.) sodium methoxide / 1.) dichloromethane, from 0 deg C to room temperature

2: 80 percent / p-toluenesulfonic acid / dimethylformamide / 2 h / Ambient temperature

3: 74 percent / pyridine / -40 - 20 °C

4: 65 percent / silver triflate, 1,1,3,3-tetramethylurea / CH₂Cl₂ / Ambient temperature

5: 85 percent / 1.) methanol; 2.) Rexyn 101 (H+) resin / sodium methoxide / Ambient temperature

With pyridine; methanol; 4 A molecular sieve; Rexyn 101 (H+) resin; silver trifluoromethanesulfonate; mercury(II) cyanide; toluene-4-sulfonic acid; tetramethylurea; sodium methylate; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(82)80005-0

Reference yield:

: 4291-68-3,25320-59-6,41110-63-8,67068-83-1,67773-44-8,69237-96-3,92470-93-4,93601-69-5,113829-62-2
(2R,3S,4S,5R,6R)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-6-chloro-tetrahydro-pyran

: 82086-27-9
8-methoxycarbonyloctyl 4,6-O-cyclohexylidene-2-O-(tetra-O-benzyl-α-D-galactopyranosyl)-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 65 percent / silver triflate, 1,1,3,3-tetramethylurea / CH₂Cl₂ / Ambient temperature

2: 85 percent / 1.) methanol; 2.) Rexyn 101 (H+) resin / sodium methoxide / Ambient temperature

With methanol; Rexyn 101 (H+) resin; silver trifluoromethanesulfonate; tetramethylurea; sodium methylate; In dichloromethane;
DOI:10.1016/S0008-6215(82)80005-0