(2R,3S,4R,6S)-3,6-Dimethoxy-4-(4-methoxy-benzyloxy)-2-trityloxymethyl-tetrahydro-pyran

Base Information

• Chemical Name: (2R,3S,4R,6S)-3,6-Dimethoxy-4-(4-methoxy-benzyloxy)-2-trityloxymethyl-tetrahydro-pyran
• CAS No.: 160238-61-9
• Molecular Formula: C₃₅H₃₈O₆
• Molecular Weight: 554.683

Synonyms:(2R,3S,4R,6S)-3,6-Dimethoxy-4-(4-methoxy-benzyloxy)-2-trityloxymethyl-tetrahydro-pyran

Chemical Property of (2R,3S,4R,6S)-3,6-Dimethoxy-4-(4-methoxy-benzyloxy)-2-trityloxymethyl-tetrahydro-pyran

Chemical Property:

Purity/Quality:

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Technology Process of (2R,3S,4R,6S)-3,6-Dimethoxy-4-(4-methoxy-benzyloxy)-2-trityloxymethyl-tetrahydro-pyran

There total 3 articles about (2R,3S,4R,6S)-3,6-Dimethoxy-4-(4-methoxy-benzyloxy)-2-trityloxymethyl-tetrahydro-pyran 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: 97.0%

(2R,3S,4R,6S)-6-Methoxy-4-(4-methoxy-benzyloxy)-2-trityloxymethyl-tetrahydro-pyran-3-ol (160238-60-8) + methyl iodide (74-88-4) → (2R,3S,4R,6S)-3,6-Dimethoxy-4-(4-methoxy-benzyloxy)-2-trityloxymethyl-tetrahydro-pyran (160238-61-9)

Guidance literature:

With sodium hydride; In tetrahydrofuran; for 12h; Ambient temperature;

DOI:10.1016/0040-4020(96)00811-3

Reference yield:

p-Methoxybenzyl bromide (2746-25-0) → (2R,3S,4R,6S)-3,6-Dimethoxy-4-(4-methoxy-benzyloxy)-2-trityloxymethyl-tetrahydro-pyran (160238-61-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) N-Bu₂SnO, 2.) CsF

2: 97 percent / NaH / tetrahydrofuran / 12 h / Ambient temperature

With sodium hydride; di(n-butyl)tin oxide; cesium fluoride; In tetrahydrofuran;

DOI:10.1016/0040-4020(96)00811-3

Reference yield:

methyl 2-deoxy-6-O-(triphenylmethyl)-α-D-arabinohexopyranoside (73541-94-3) → (2R,3S,4R,6S)-3,6-Dimethoxy-4-(4-methoxy-benzyloxy)-2-trityloxymethyl-tetrahydro-pyran (160238-61-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) N-Bu₂SnO, 2.) CsF

2: 97 percent / NaH / tetrahydrofuran / 12 h / Ambient temperature

With sodium hydride; di(n-butyl)tin oxide; cesium fluoride; In tetrahydrofuran;

DOI:10.1016/0040-4020(96)00811-3

upstream raw materials:

(2R,3S,4R,6S)-6-Methoxy-4-(4-methoxy-benzyloxy)-2-trityloxymethyl-tetrahydro-pyran-3-ol

methyl iodide

p-Methoxybenzyl bromide

methyl 2-deoxy-6-O-(triphenylmethyl)-α-D-arabinohexopyranoside

Downstream raw materials:

methyl 2-deoxy-3-O-(4-methoxybenzyl)-4-O-methyl-α-D-arabino-hexopyranoside

(2R,3S,4R,6S)-3,6-dimethoxy-4-(4-methoxybenzyl)oxy-2-vinyl-3,4,5,6-tetrahydro-2H-pyran

(2R,3S,4R,6S)-2-cyclopropyl-3,6-dimethoxy-4-(4-methoxybenzyl)oxy-3,4,5,6-tetrahydro-2H-pyran

(2S,3S,4R,6S)-3,6-Dimethoxy-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-carbaldehyde

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