((3S,4S,6R)-4,6-Dimethoxy-tetrahydro-pyran-3-yl)-carbamic acid benzyl ester

Base Information

Chemical Name:((3S,4S,6R)-4,6-Dimethoxy-tetrahydro-pyran-3-yl)-carbamic acid benzyl ester
CAS No.:175544-60-2
Molecular Formula:C₁₅H₂₁NO₅
Molecular Weight:295.335
Hs Code.:

Synonyms:((3S,4S,6R)-4,6-Dimethoxy-tetrahydro-pyran-3-yl)-carbamic acid benzyl ester

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Chemical Property of ((3S,4S,6R)-4,6-Dimethoxy-tetrahydro-pyran-3-yl)-carbamic acid benzyl ester

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Technology Process of ((3S,4S,6R)-4,6-Dimethoxy-tetrahydro-pyran-3-yl)-carbamic acid benzyl ester

There total 15 articles about ((3S,4S,6R)-4,6-Dimethoxy-tetrahydro-pyran-3-yl)-carbamic acid benzyl 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: 85.0%

: 67-56-1
methanol

: 197715-57-4
(1R,4R,6R)-4-Methoxy-3-oxa-7-aza-bicyclo[4.1.0]heptane-7-carboxylic acid benzyl ester

: 175544-60-2
((3S,4S,6R)-4,6-Dimethoxy-tetrahydro-pyran-3-yl)-carbamic acid benzyl ester

Guidance literature:: With sulfuric acid; at 0 ℃; for 0.333333h;
DOI:10.1016/S0040-4020(97)00921-6

Reference yield: 53.0%

: 124685-11-6
(3S,4S,6R)-4,6-Dimethoxy-tetrahydro-pyran-3-ylamine

: 501-53-1,94274-21-2
benzyl chloroformate

: 175544-60-2
((3S,4S,6R)-4,6-Dimethoxy-tetrahydro-pyran-3-yl)-carbamic acid benzyl ester

Guidance literature:: In tetrahydrofuran; ethanol; at 0 ℃; for 3h;

Reference yield:

: 17676-20-9
methyl 2-deoxy-β-D-erythro-pentopyranoside

: 175544-60-2
((3S,4S,6R)-4,6-Dimethoxy-tetrahydro-pyran-3-yl)-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 85 percent / SO₂Cl₂ / triethylamine; tetrahydrofuran / 1 h / 0 °C

2: 99 percent / NaIO₄, RuCl₃ / CH₂Cl₂; acetonitrile; H₂O / 1 h / Ambient temperature

3: 1.) LiN₃, 2.) LiAlH₄ / 1.) THF, reflux, 12 h, 2.) THF, reflux, 8 h

4: 72 percent / triethylamine; diethyl ether / 1 h / 0 °C

5: 85 percent / H₂SO₄ / 0.33 h / 0 °C

With ruthenium trichloride; sodium periodate; lithium aluminium tetrahydride; sulfuryl dichloride; lithium azide; sulfuric acid; In tetrahydrofuran; diethyl ether; dichloromethane; water; triethylamine; acetonitrile;
DOI:10.1016/S0040-4020(97)00921-6