Acetic acid (2R,4aR,6R,7R,8S,8aS)-6-methoxy-2-phenyl-7-(toluene-4-sulfonyl)-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ylmethyl ester

Base Information

• Chemical Name: Acetic acid (2R,4aR,6R,7R,8S,8aS)-6-methoxy-2-phenyl-7-(toluene-4-sulfonyl)-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ylmethyl ester
• CAS No.: 502635-88-3
• Molecular Formula: C₂₄H₂₈O₈S
• Molecular Weight: 476.548

Synonyms:Acetic acid (2R,4aR,6R,7R,8S,8aS)-6-methoxy-2-phenyl-7-(toluene-4-sulfonyl)-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ylmethyl ester

Chemical Property of Acetic acid (2R,4aR,6R,7R,8S,8aS)-6-methoxy-2-phenyl-7-(toluene-4-sulfonyl)-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ylmethyl ester

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Technology Process of Acetic acid (2R,4aR,6R,7R,8S,8aS)-6-methoxy-2-phenyl-7-(toluene-4-sulfonyl)-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ylmethyl ester

There total 2 articles about Acetic acid (2R,4aR,6R,7R,8S,8aS)-6-methoxy-2-phenyl-7-(toluene-4-sulfonyl)-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ylmethyl ester 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: 71.0%

acetyl chloride (75-36-5) + [(2R,4aR,6R,8aS)-6-Methoxy-2-phenyl-7-(toluene-4-sulfonyl)-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl]-methanol → Acetic acid (2R,4aR,6R,7S,8R,8aS)-6-methoxy-2-phenyl-7-(toluene-4-sulfonyl)-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ylmethyl ester (502635-89-4) + Acetic acid (2R,4aR,6R,7R,8S,8aS)-6-methoxy-2-phenyl-7-(toluene-4-sulfonyl)-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ylmethyl ester (502635-88-3)

Guidance literature:

With pyridine; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1016/S0008-6215(02)00231-8

Reference yield:

benzaldehyde dimethyl acetal (1125-88-8) + methyl 2,3-dideoxy-3-C-hydroxymethyl-2-C-p-tolylsulfonyl-β-D-glucopyranoside (502635-92-9) → Acetic acid (2S,4aS,5R,6R,8R,8aS)-6-methoxy-2-phenyl-5-(toluene-4-sulfonyl)-hexahydro-pyrano[3,4-d][1,3]dioxin-8-ylmethyl ester (502635-94-1) + Acetic acid (2R,4aR,6R,7R,8S,8aS)-6-methoxy-2-phenyl-7-(toluene-4-sulfonyl)-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ylmethyl ester (502635-88-3)

Guidance literature:

With toluene-4-sulfonic acid; In N,N-dimethyl-formamide; at 60 ℃; for 2h; pH=2;

DOI:10.1016/S0008-6215(02)00231-8

Reference yield: 100.0%

Acetic acid (2R,4aR,6R,7R,8S,8aS)-6-methoxy-2-phenyl-7-(toluene-4-sulfonyl)-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ylmethyl ester (502635-88-3) → [(2R,4aR,6R,7R,8S,8aS)-6-Methoxy-2-phenyl-7-(toluene-4-sulfonyl)-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl]-methanol (502635-86-1)

Guidance literature:

With sodium methylate; In methanol; at 20 ℃; for 3h;

DOI:10.1016/S0008-6215(02)00231-8

upstream raw materials:

benzaldehyde dimethyl acetal

methyl 2,3-dideoxy-3-C-hydroxymethyl-2-C-p-tolylsulfonyl-β-D-glucopyranoside

acetyl chloride

Downstream raw materials:

[(2R,4aR,6R,7R,8S,8aS)-6-Methoxy-2-phenyl-7-(toluene-4-sulfonyl)-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl]-methanol

methyl 2,3-dideoxy-3-C-hydroxymethyl-2-C-p-tolylsulfonyl-β-D-glucopyranoside

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