methyl 3-O-[D7]benzyl-4,6-O-cyclohexylidene-2-O-2-naphthylmethyl-1-thio-β-D-glucopyranoside

Base Information

• Chemical Name: methyl 3-O-[D7]benzyl-4,6-O-cyclohexylidene-2-O-2-naphthylmethyl-1-thio-β-D-glucopyranoside
• CAS No.: 1075708-62-1
• Molecular Formula: C₃₁H₃₆O₅S
• Molecular Weight: 527.634

Synonyms:methyl 3-O-[D7]benzyl-4,6-O-cyclohexylidene-2-O-2-naphthylmethyl-1-thio-β-D-glucopyranoside

Chemical Property of methyl 3-O-[D7]benzyl-4,6-O-cyclohexylidene-2-O-2-naphthylmethyl-1-thio-β-D-glucopyranoside

Chemical Property:

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Technology Process of methyl 3-O-[D7]benzyl-4,6-O-cyclohexylidene-2-O-2-naphthylmethyl-1-thio-β-D-glucopyranoside

There total 1 articles about methyl 3-O-[D7]benzyl-4,6-O-cyclohexylidene-2-O-2-naphthylmethyl-1-thio-β-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: 91.0%

perdeuteriobenzyl bromide (35656-93-0) + methyl 4,6-O-cyclohexylidene-2-O-2-naphthylmethyl-1-thio-β-D-glucopyranoside (1075709-07-7) → methyl 3-O-[D7]benzyl-4,6-O-cyclohexylidene-2-O-2-naphthylmethyl-1-thio-β-D-glucopyranoside (1075708-62-1)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 6h;

DOI:10.1002/ejoc.200800249

Reference yield: 97.0%

4-methoxyphenyl 2-O-(benzyl-d7)-4,6-O-cyclohexylidene-β-D-glucopyranoside (854735-93-6) + methyl 3-O-[D7]benzyl-4,6-O-cyclohexylidene-2-O-2-naphthylmethyl-1-thio-β-D-glucopyranoside (1075708-62-1) → 2-naphthaldehyde (4-methoxyphenyl 2-O-[D7]benzyl-4,6-O-cyclohexylidene-β-D-glucopyranosid-3-yl) (methyl 3-O-[D7]benzyl-4,6-O-cyclohexylidene-1-thio-β-D-glucopyranosid-2-yl) acetal (1075708-87-0)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In 1,2-dichloro-ethane; at 20 ℃; Inert atmosphere; Molecular sieve;

DOI:10.1002/ejoc.200800249

Reference yield: 97.0%

4-methoxyphenyl 2-O-benzyl-d7-4,6-O-cyclohexylidene-α-D-mannopyranoside (1005215-12-2) + methyl 3-O-[D7]benzyl-4,6-O-cyclohexylidene-2-O-2-naphthylmethyl-1-thio-β-D-glucopyranoside (1075708-62-1) → 2-naphthaldehyde (4-methoxyphenyl 2-O-[D7]benzyl-4,6-O-cyclohexylidene-α-D-mannopyranosid-3-yl) (methyl 3-O-[D7]benzyl-4,6-O-cyclohexylidene-1-thio-β-D-glucopyranosid-2-yl) acetal (1075708-91-6)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In 1,2-dichloro-ethane; at 20 ℃; Inert atmosphere; Molecular sieve;

DOI:10.1002/ejoc.200800249

upstream raw materials:

perdeuteriobenzyl bromide

methyl 4,6-O-cyclohexylidene-2-O-2-naphthylmethyl-1-thio-β-D-glucopyranoside

Downstream raw materials:

2-naphthaldehyde (4-methoxyphenyl 2-O-[D7]benzyl-4,6-O-cyclohexylidene-β-D-glucopyranosid-3-yl) (methyl 3-O-[D7]benzyl-4,6-O-cyclohexylidene-1-thio-β-D-glucopyranosid-2-yl) acetal

2-naphthaldehyde (4-methoxyphenyl 3-O-[D7]benzyl-4,6-O-cyclohexylidene-β-D-glucopyranosid-2-yl) (methyl 3-O-[D7]benzyl-4,6-O-cyclohexylidene-1-thio-β-D-glucopyranosid-2-yl) acetal

2-naphthaldehyde (4-methoxyphenyl 2-O-[D7]benzyl-4,6-O-cyclohexylidene-α-D-mannopyranosid-3-yl) (methyl 3-O-[D7]benzyl-4,6-O-cyclohexylidene-1-thio-β-D-glucopyranosid-2-yl) acetal

2-naphthaldehyde (4-methoxyphenyl 2-O-[D7]benzyl-4,6-O-cyclohexylidene-α-D-glucopyranosyl-(1->3')-2'-O-[D7]benzyl-4',6'-O-cyclohexylidene-α-D-mannopyranosid-3-yl) (methyl 3-O-[D7]benzyl-4,6-O-cyclohexyliene-1-thio-β-D-glucopyranosid-2-yl) acetal

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