(3R,4S,5R,6S,7S,9R,13R,14R)-13-benzyloxy-4-(3,4-dimethoxybenzyloxy)-14-ethyl-6-(4-methoxybenzyloxy)-3,5,7,9,13-pentamethyl-1-oxacyclotetradec-11(E)-ene-2,10-dione

Base Information

Chemical Name:(3R,4S,5R,6S,7S,9R,13R,14R)-13-benzyloxy-4-(3,4-dimethoxybenzyloxy)-14-ethyl-6-(4-methoxybenzyloxy)-3,5,7,9,13-pentamethyl-1-oxacyclotetradec-11(E)-ene-2,10-dione
CAS No.:102852-06-2
Molecular Formula:C₄₄H₅₈O₉
Molecular Weight:730.939
Hs Code.:

(3R,4S,5R,6S,7S,9R,13R,14R)-13-benzyloxy-4-(3,4-dimethoxybenzyloxy)-14-ethyl-6-(4-methoxybenzyloxy)-3,5,7,9,13-pentamethyl-1-oxacyclotetradec-11(E)-ene-2,10-dione

Synonyms:(3R,4S,5R,6S,7S,9R,13R,14R)-13-benzyloxy-4-(3,4-dimethoxybenzyloxy)-14-ethyl-6-(4-methoxybenzyloxy)-3,5,7,9,13-pentamethyl-1-oxacyclotetradec-11(E)-ene-2,10-dione

Suppliers and Price of (3R,4S,5R,6S,7S,9R,13R,14R)-13-benzyloxy-4-(3,4-dimethoxybenzyloxy)-14-ethyl-6-(4-methoxybenzyloxy)-3,5,7,9,13-pentamethyl-1-oxacyclotetradec-11(E)-ene-2,10-dione

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (3R,4S,5R,6S,7S,9R,13R,14R)-13-benzyloxy-4-(3,4-dimethoxybenzyloxy)-14-ethyl-6-(4-methoxybenzyloxy)-3,5,7,9,13-pentamethyl-1-oxacyclotetradec-11(E)-ene-2,10-dione

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Hazard Codes:

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Technology Process of (3R,4S,5R,6S,7S,9R,13R,14R)-13-benzyloxy-4-(3,4-dimethoxybenzyloxy)-14-ethyl-6-(4-methoxybenzyloxy)-3,5,7,9,13-pentamethyl-1-oxacyclotetradec-11(E)-ene-2,10-dione

There total 21 articles about (3R,4S,5R,6S,7S,9R,13R,14R)-13-benzyloxy-4-(3,4-dimethoxybenzyloxy)-14-ethyl-6-(4-methoxybenzyloxy)-3,5,7,9,13-pentamethyl-1-oxacyclotetradec-11(E)-ene-2,10-dione 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: 89.0%

: 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

: 102852-06-2
(3R,4S,5R,6S,7S,9R,13R,14R)-13-benzyloxy-4-(3,4-dimethoxybenzyloxy)-14-ethyl-6-(4-methoxybenzyloxy)-3,5,7,9,13-pentamethyl-1-oxacyclotetradec-11(E)-ene-2,10-dione

Guidance literature:: With potassium carbonate; 18-crown-6 ether; In toluene; at 80 ℃; for 1.5h;
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

: 102852-06-2
(3R,4S,5R,6S,7S,9R,13R,14R)-13-benzyloxy-4-(3,4-dimethoxybenzyloxy)-14-ethyl-6-(4-methoxybenzyloxy)-3,5,7,9,13-pentamethyl-1-oxacyclotetradec-11(E)-ene-2,10-dione

Guidance literature:: Multi-step reaction with 15 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

14: 60 percent / 2,4,6-Cl₃C₆H₂COCl, Et₃N, DMAP / tetrahydrofuran; toluene / 1 h / Ambient temperature

15: 89 percent / K₂CO₃, 18-crown-6 / toluene / 1 h / 80 °C

With chromium(VI) oxide; hydrogenchloride; dmap; sodium periodate; osmium(VIII) oxide; dipyridinium dichromate; n-butyllithium; N-methyl-2-indolinone; calcium borohydride; oxalyl dichloride; 18-crown-6 ether; sulfuric acid; 2,4,6-trichlorobenzoyl chloride; camphor-10-sulfonic acid; boron trifluoride diethyl etherate; potassium dimsylate; potassium carbonate; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; acetone; toluene;
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

: 102852-06-2
(3R,4S,5R,6S,7S,9R,13R,14R)-13-benzyloxy-4-(3,4-dimethoxybenzyloxy)-14-ethyl-6-(4-methoxybenzyloxy)-3,5,7,9,13-pentamethyl-1-oxacyclotetradec-11(E)-ene-2,10-dione

Guidance literature:: Multi-step reaction with 13 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

11: 72 percent / CrO₃, H₂SO₄ / acetone / 0.08 h / -20 °C

12: 60 percent / 2,4,6-Cl₃C₆H₂COCl, Et₃N, DMAP / tetrahydrofuran; toluene / 1 h / Ambient temperature

13: 89 percent / K₂CO₃, 18-crown-6 / toluene / 1 h / 80 °C

With chromium(VI) oxide; hydrogenchloride; dmap; sodium periodate; osmium(VIII) oxide; dipyridinium dichromate; n-butyllithium; N-methyl-2-indolinone; calcium borohydride; oxalyl dichloride; 18-crown-6 ether; sulfuric acid; 2,4,6-trichlorobenzoyl chloride; camphor-10-sulfonic acid; potassium dimsylate; potassium carbonate; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; acetone; toluene;
DOI:10.1021/ja00275a063