Diisopropyl-carbamic acid (2R,3R,6R)-2-((S)-1-benzyloxy-ethyl)-6-methoxy-4-methylene-tetrahydro-pyran-3-yl ester

Base Information

Chemical Name:Diisopropyl-carbamic acid (2R,3R,6R)-2-((S)-1-benzyloxy-ethyl)-6-methoxy-4-methylene-tetrahydro-pyran-3-yl ester
CAS No.:854970-12-0
Molecular Formula:C₂₃H₃₅NO₅
Molecular Weight:405.535
Hs Code.:

Synonyms:Diisopropyl-carbamic acid (2R,3R,6R)-2-((S)-1-benzyloxy-ethyl)-6-methoxy-4-methylene-tetrahydro-pyran-3-yl ester

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Chemical Property of Diisopropyl-carbamic acid (2R,3R,6R)-2-((S)-1-benzyloxy-ethyl)-6-methoxy-4-methylene-tetrahydro-pyran-3-yl ester

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Technology Process of Diisopropyl-carbamic acid (2R,3R,6R)-2-((S)-1-benzyloxy-ethyl)-6-methoxy-4-methylene-tetrahydro-pyran-3-yl ester

There total 1 articles about Diisopropyl-carbamic acid (2R,3R,6R)-2-((S)-1-benzyloxy-ethyl)-6-methoxy-4-methylene-tetrahydro-pyran-3-yl 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: 83.0%

: 149-73-5
trimethyl orthoformate

: 762262-01-1
(3R,4R,5S)-5-(benzyloxy)-4-hydroxy-2-((trimethylsilyl)methyl)hex-1-en-3-yl diisopropylcarbamate

: 854970-12-0
Diisopropyl-carbamic acid (2R,3R,6R)-2-((S)-1-benzyloxy-ethyl)-6-methoxy-4-methylene-tetrahydro-pyran-3-yl ester

Guidance literature:: With zinc(II) chloride; In dichloromethane; Heating;
DOI:10.1016/j.tetlet.2005.04.041

Reference yield: 80.0%

: 854970-12-0
Diisopropyl-carbamic acid (2R,3R,6R)-2-((S)-1-benzyloxy-ethyl)-6-methoxy-4-methylene-tetrahydro-pyran-3-yl ester

: 762-72-1
allyl-trimethyl-silane

: 854970-72-2
Diisopropyl-carbamic acid (2R,3R,6R)-6-allyl-2-((S)-1-benzyloxy-ethyl)-4-methylene-tetrahydro-pyran-3-yl ester

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In acetonitrile; at -40 - 0 ℃;
DOI:10.1016/j.tetlet.2005.04.041

Reference yield:

: 854970-12-0
Diisopropyl-carbamic acid (2R,3R,6R)-2-((S)-1-benzyloxy-ethyl)-6-methoxy-4-methylene-tetrahydro-pyran-3-yl ester

: Diisopropyl-carbamic acid (2R,3R,6R)-2-((S)-1-benzyloxy-ethyl)-4-methylene-6-propyl-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 80 percent / TMSOTf / acetonitrile / -40 - 0 °C

2: 72 percent / TsNHNH₂; aq. AcOK / Heating

With trimethylsilyl trifluoromethanesulfonate; potassium acetate; toluene-4-sulfonic acid hydrazide; In acetonitrile;
DOI:10.1016/j.tetlet.2005.04.041