(1R,2R)-2-benzyloxy-1-ethyl-2-formylpropyl (2R,3S,4R,5S,6S,8R)-3-(3,4-dimethoxybenzyloxy)-10-dimethoxyphosphono-5-(4-methoxybenzyloxy)-2,4,6,8-tetramethyl-9-oxo-decanate

Base Information

Chemical Name:(1R,2R)-2-benzyloxy-1-ethyl-2-formylpropyl (2R,3S,4R,5S,6S,8R)-3-(3,4-dimethoxybenzyloxy)-10-dimethoxyphosphono-5-(4-methoxybenzyloxy)-2,4,6,8-tetramethyl-9-oxo-decanate
CAS No.:102852-05-1
Molecular Formula:C₄₆H₆₅O₁₃P
Molecular Weight:856.988
Hs Code.:

(1R,2R)-2-benzyloxy-1-ethyl-2-formylpropyl (2R,3S,4R,5S,6S,8R)-3-(3,4-dimethoxybenzyloxy)-10-dimethoxyphosphono-5-(4-methoxybenzyloxy)-2,4,6,8-tetramethyl-9-oxo-decanate

Synonyms:(1R,2R)-2-benzyloxy-1-ethyl-2-formylpropyl (2R,3S,4R,5S,6S,8R)-3-(3,4-dimethoxybenzyloxy)-10-dimethoxyphosphono-5-(4-methoxybenzyloxy)-2,4,6,8-tetramethyl-9-oxo-decanate

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Chemical Property of (1R,2R)-2-benzyloxy-1-ethyl-2-formylpropyl (2R,3S,4R,5S,6S,8R)-3-(3,4-dimethoxybenzyloxy)-10-dimethoxyphosphono-5-(4-methoxybenzyloxy)-2,4,6,8-tetramethyl-9-oxo-decanate

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Technology Process of (1R,2R)-2-benzyloxy-1-ethyl-2-formylpropyl (2R,3S,4R,5S,6S,8R)-3-(3,4-dimethoxybenzyloxy)-10-dimethoxyphosphono-5-(4-methoxybenzyloxy)-2,4,6,8-tetramethyl-9-oxo-decanate

There total 20 articles about (1R,2R)-2-benzyloxy-1-ethyl-2-formylpropyl (2R,3S,4R,5S,6S,8R)-3-(3,4-dimethoxybenzyloxy)-10-dimethoxyphosphono-5-(4-methoxybenzyloxy)-2,4,6,8-tetramethyl-9-oxo-decanate 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: 60.0%

: 102851-93-4
(2R,3R)-2-(benzyloxy)-3-hydroxy-2-methylpentanal

: 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

: 102852-05-1
(1R,2R)-2-benzyloxy-1-ethyl-2-formylpropyl (2R,3S,4R,5S,6S,8R)-3-(3,4-dimethoxybenzyloxy)-10-dimethoxyphosphono-5-(4-methoxybenzyloxy)-2,4,6,8-tetramethyl-9-oxo-decanate

Guidance literature:: With dmap; 2,4,6-trichlorobenzoyl chloride; triethylamine; In tetrahydrofuran; toluene; for 1h; Ambient temperature;
DOI:10.1021/ja00275a063

Reference yield: 60.0%

: 102851-93-4
(2R,3R)-2-(benzyloxy)-3-hydroxy-2-methylpentanal

: C₄₀H₅₀Cl₃O₁₂P

: 102852-05-1
(1R,2R)-2-benzyloxy-1-ethyl-2-formylpropyl (2R,3S,4R,5S,6S,8R)-3-(3,4-dimethoxybenzyloxy)-10-dimethoxyphosphono-5-(4-methoxybenzyloxy)-2,4,6,8-tetramethyl-9-oxo-decanate

Guidance literature:: With dmap; In toluene; for 4h;
DOI:10.1248/cpb.35.2228

Reference yield:

: 102851-95-6
(R)-2-((2S,3S,5R,6S)-6-Isopropoxy-3,5-dimethyl-tetrahydro-pyran-2-yl)-propionaldehyde

: 102852-05-1
(1R,2R)-2-benzyloxy-1-ethyl-2-formylpropyl (2R,3S,4R,5S,6S,8R)-3-(3,4-dimethoxybenzyloxy)-10-dimethoxyphosphono-5-(4-methoxybenzyloxy)-2,4,6,8-tetramethyl-9-oxo-decanate

Guidance literature:: Multi-step reaction with 13 steps

1: 94 percent / BF₃-Et₂O / CH₂Cl₂ / -90 °C

2: 95 percent / KCH₂S(O)Me / Ambient temperature

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

4: CSA / 0.5 h / Ambient temperature

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

6: 1 N HCl

7: 95 percent / Me₂SO, (COCl)2, Et₃N / CH₂Cl₂

8: 91 percent / n-BuLi / tetrahydrofuran / -80 °C

9: 87 percent / PDC / dimethylformamide

10: 74 percent / OsO₄, NMO / acetone; H₂O

11: 100 percent / NaIO₄

12: 72 percent / CrO₃, H₂SO₄ / acetone / 0.08 h / -20 °C

13: 60 percent / 2,4,6-Cl₃C₆H₂COCl, Et₃N, DMAP / tetrahydrofuran; toluene / 1 h / Ambient temperature

With chromium(VI) oxide; hydrogenchloride; dmap; sodium periodate; osmium(VIII) oxide; dipyridinium dichromate; n-butyllithium; N-methyl-2-indolinone; calcium borohydride; oxalyl dichloride; sulfuric acid; 2,4,6-trichlorobenzoyl chloride; camphor-10-sulfonic acid; boron trifluoride diethyl etherate; potassium dimsylate; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; acetone; toluene;
DOI:10.1021/ja00275a063