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

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-oxo-decanal
CAS No.:102852-04-0
Molecular Formula:C₃₃H₄₉O₁₀P
Molecular Weight:636.72
Hs Code.:

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

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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-oxo-decanal

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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-oxo-decanal

There total 13 articles about (2R,3S,4R,5S,6S,8R)-3-(3,4-dimethoxybenzyloxy)-10-dimethoxyphosphono-5-(4-methoxybenzyloxy)-2,4,6,8-tetramethyl-9-oxo-decanal 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: 100.0%

: 113956-94-8
[(3R,5S,6S,7R,8R,9S)-8-(3,4-Dimethoxy-benzyloxy)-10,11-dihydroxy-6-(4-methoxy-benzyloxy)-3,5,7,9-tetramethyl-2-oxo-undecyl]-phosphonic acid dimethyl ester

: 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

Guidance literature:: With sodium periodate; In methanol; water; for 0.5h; Ambient temperature;
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

: 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

Guidance literature:: Multi-step reaction with 12 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

With hydrogenchloride; sodium periodate; osmium(VIII) oxide; dipyridinium dichromate; n-butyllithium; N-methyl-2-indolinone; calcium borohydride; oxalyl dichloride; 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

Reference yield:

: 102851-96-7
(3S,4R,5S)-4-hydroxy-5(2(S)-isopropyloxy-3(R),5(S)-dimethyl-6(S)-tetrahydroxypropanyl)-3-methylhexane

: 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

Guidance literature:: Multi-step reaction with 10 steps

1: 95 percent / KCH₂S(O)Me / Ambient temperature

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

3: CSA / 0.5 h / Ambient temperature

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

5: 1 N HCl

6: 95 percent / Me₂SO, (COCl)2, Et₃N / CH₂Cl₂

7: 91 percent / n-BuLi / tetrahydrofuran / -80 °C

8: 87 percent / PDC / dimethylformamide

9: 74 percent / OsO₄, NMO / acetone; H₂O

10: 100 percent / NaIO₄

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