(2R,3S,4R,5S,6S,8R)-3-(3,4-dimethoxybenzyloxy)-10-dimethoxyphosphono-5-(4-methoxybenzyloxy)-2,4,6,8-tetramethyl-9-oxodecanoic acid

Base Information

Chemical Name:(2R,3S,4R,5S,6S,8R)-3-(3,4-dimethoxybenzyloxy)-10-dimethoxyphosphono-5-(4-methoxybenzyloxy)-2,4,6,8-tetramethyl-9-oxodecanoic acid
CAS No.:102851-94-5
Molecular Formula:C₃₃H₄₉O₁₁P
Molecular Weight:652.719
Hs Code.:

Synonyms:(2R,3S,4R,5S,6S,8R)-3-(3,4-dimethoxybenzyloxy)-10-dimethoxyphosphono-5-(4-methoxybenzyloxy)-2,4,6,8-tetramethyl-9-oxodecanoic acid

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Chemical Property of (2R,3S,4R,5S,6S,8R)-3-(3,4-dimethoxybenzyloxy)-10-dimethoxyphosphono-5-(4-methoxybenzyloxy)-2,4,6,8-tetramethyl-9-oxodecanoic acid

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Technology Process of (2R,3S,4R,5S,6S,8R)-3-(3,4-dimethoxybenzyloxy)-10-dimethoxyphosphono-5-(4-methoxybenzyloxy)-2,4,6,8-tetramethyl-9-oxodecanoic acid

There total 18 articles about (2R,3S,4R,5S,6S,8R)-3-(3,4-dimethoxybenzyloxy)-10-dimethoxyphosphono-5-(4-methoxybenzyloxy)-2,4,6,8-tetramethyl-9-oxodecanoic acid 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: 72.0%

: 102852-04-0
(2R,3S,4R,5S,6S,8R)-3-(3,4-dimethoxybenzyloxy)-10-dimethoxyphosphono-5-(4-methoxybenzyloxy)-2,4,6,8-tetramethyl-9-oxo-decanal

: 102851-94-5
(2R,3S,4R,5S,6S,8R)-3-(3,4-dimethoxybenzyloxy)-10-dimethoxyphosphono-5-(4-methoxybenzyloxy)-2,4,6,8-tetramethyl-9-oxodecanoic acid

Guidance literature:: With chromium(VI) oxide; sulfuric acid; In acetone; at -20 ℃; for 0.0833333h;
DOI:10.1021/ja00275a063

Reference yield: 3.0%

: 102852-04-0
(2R,3S,4R,5S,6S,8R)-3-(3,4-dimethoxybenzyloxy)-10-dimethoxyphosphono-5-(4-methoxybenzyloxy)-2,4,6,8-tetramethyl-9-oxo-decanal

: 102851-94-5
(2R,3S,4R,5S,6S,8R)-3-(3,4-dimethoxybenzyloxy)-10-dimethoxyphosphono-5-(4-methoxybenzyloxy)-2,4,6,8-tetramethyl-9-oxodecanoic acid

: 3,4-Dimethoxy-benzoic acid (1S,2R,3S,4S,6R)-1-((R)-1-carboxy-ethyl)-8-(dimethoxy-phosphoryl)-3-(4-methoxy-benzyloxy)-2,4,6-trimethyl-7-oxo-octyl ester

Guidance literature:: With sulfuric acid; In acetone; at -20 ℃;
DOI:10.1248/cpb.35.2228

Reference yield:

: 90093-98-4
(2S,3R,5S,6S)-2-isopropyloxy-3,5-dimethyl-6-<1(S)-methyl-2-hydroxyethyl>tetrahydropyran

: 102851-94-5
(2R,3S,4R,5S,6S,8R)-3-(3,4-dimethoxybenzyloxy)-10-dimethoxyphosphono-5-(4-methoxybenzyloxy)-2,4,6,8-tetramethyl-9-oxodecanoic acid

Guidance literature:: Multi-step reaction with 13 steps

1: 95 percent / Me₂SO, (COCl)2, Et₃N / CH₂Cl₂

2: 94 percent / BF₃-Et₂O / CH₂Cl₂ / -90 °C

3: 95 percent / KCH₂S(O)Me / Ambient temperature

4: 1.) 1 N HCl; 2.) Ca(BH₄)2 / 1.) THF, 50 deg C, 12 h; 2.) EtOH, rt, 3 h

5: CSA / 0.5 h / Ambient temperature

6: KCH₂S(O)Me / dimethylsulfoxide / Ambient temperature

7: 1 N HCl

8: 95 percent / Me₂SO, (COCl)2, Et₃N / CH₂Cl₂

9: 91 percent / n-BuLi / tetrahydrofuran / -80 °C

10: 87 percent / PDC / dimethylformamide

11: 74 percent / OsO₄, NMO / acetone; H₂O

12: 100 percent / NaIO₄

13: 72 percent / CrO₃, H₂SO₄ / acetone / 0.08 h / -20 °C

With chromium(VI) oxide; hydrogenchloride; sodium periodate; osmium(VIII) oxide; dipyridinium dichromate; n-butyllithium; N-methyl-2-indolinone; calcium borohydride; oxalyl dichloride; sulfuric acid; camphor-10-sulfonic acid; boron trifluoride diethyl etherate; potassium dimsylate; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; acetone;
DOI:10.1021/ja00275a063