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

Base Information

• Chemical Name: (2R,3S,4R,6S)-6-Methoxy-4-(4-methoxy-benzyloxy)-2-trityloxymethyl-tetrahydro-pyran-3-ol
• CAS No.: 160238-60-8
• Molecular Formula: C₃₄H₃₆O₆
• Molecular Weight: 540.656

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

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

Chemical Property:

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

There total 1 articles about (2R,3S,4R,6S)-6-Methoxy-4-(4-methoxy-benzyloxy)-2-trityloxymethyl-tetrahydro-pyran-3-ol 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:

p-Methoxybenzyl bromide (2746-25-0) + methyl 2-deoxy-6-O-(triphenylmethyl)-α-D-arabinohexopyranoside (73541-94-3) → (2R,3S,4R,6S)-6-Methoxy-4-(4-methoxy-benzyloxy)-2-trityloxymethyl-tetrahydro-pyran-3-ol (160238-60-8)

Guidance literature:

With di(n-butyl)tin oxide; cesium fluoride; Yield given. Multistep reaction;

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

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:

(2R,3S,4R,6S)-6-Methoxy-4-(4-methoxy-benzyloxy)-2-trityloxymethyl-tetrahydro-pyran-3-ol (160238-60-8) → methyl 2-deoxy-3-O-(4-methoxybenzyl)-4-O-methyl-α-D-arabino-hexopyranoside (160238-62-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 97 percent / NaH / tetrahydrofuran / 12 h / Ambient temperature

2: 84 percent / HCOOH / tetrahydrofuran; diethyl ether / 1 h / Ambient temperature

With formic acid; sodium hydride; In tetrahydrofuran; diethyl ether;

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

upstream raw materials:

p-Methoxybenzyl bromide

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

Downstream raw materials:

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

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

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