(2S,3S)-3-Benzyloxy-3-((5R,7S,8R,9S,10S)-8-methoxymethoxy-9,10-dimethyl-1,6-dioxa-spiro[4.5]dec-7-yl)-2-methyl-propionic acid (2R,3S,5S,7R,8S)-7-benzyloxy-8-benzyloxymethyl-2-(2,2-bis-phenylsulfanyl-ethyl)-5-methyl-oxocan-3-yl ester

Base Information

Chemical Name:(2S,3S)-3-Benzyloxy-3-((5R,7S,8R,9S,10S)-8-methoxymethoxy-9,10-dimethyl-1,6-dioxa-spiro[4.5]dec-7-yl)-2-methyl-propionic acid (2R,3S,5S,7R,8S)-7-benzyloxy-8-benzyloxymethyl-2-(2,2-bis-phenylsulfanyl-ethyl)-5-methyl-oxocan-3-yl ester
CAS No.:337309-16-7
Molecular Formula:C₆₀H₇₄O₁₀S₂
Molecular Weight:1019.37
Hs Code.:

(2S,3S)-3-Benzyloxy-3-((5R,7S,8R,9S,10S)-8-methoxymethoxy-9,10-dimethyl-1,6-dioxa-spiro[4.5]dec-7-yl)-2-methyl-propionic acid (2R,3S,5S,7R,8S)-7-benzyloxy-8-benzyloxymethyl-2-(2,2-bis-phenylsulfanyl-ethyl)-5-methyl-oxocan-3-yl ester

Synonyms:(2S,3S)-3-Benzyloxy-3-((5R,7S,8R,9S,10S)-8-methoxymethoxy-9,10-dimethyl-1,6-dioxa-spiro[4.5]dec-7-yl)-2-methyl-propionic acid (2R,3S,5S,7R,8S)-7-benzyloxy-8-benzyloxymethyl-2-(2,2-bis-phenylsulfanyl-ethyl)-5-methyl-oxocan-3-yl ester

Suppliers and Price of (2S,3S)-3-Benzyloxy-3-((5R,7S,8R,9S,10S)-8-methoxymethoxy-9,10-dimethyl-1,6-dioxa-spiro[4.5]dec-7-yl)-2-methyl-propionic acid (2R,3S,5S,7R,8S)-7-benzyloxy-8-benzyloxymethyl-2-(2,2-bis-phenylsulfanyl-ethyl)-5-methyl-oxocan-3-yl ester

Supply Marketing:

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

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of (2S,3S)-3-Benzyloxy-3-((5R,7S,8R,9S,10S)-8-methoxymethoxy-9,10-dimethyl-1,6-dioxa-spiro[4.5]dec-7-yl)-2-methyl-propionic acid (2R,3S,5S,7R,8S)-7-benzyloxy-8-benzyloxymethyl-2-(2,2-bis-phenylsulfanyl-ethyl)-5-methyl-oxocan-3-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (2S,3S)-3-Benzyloxy-3-((5R,7S,8R,9S,10S)-8-methoxymethoxy-9,10-dimethyl-1,6-dioxa-spiro[4.5]dec-7-yl)-2-methyl-propionic acid (2R,3S,5S,7R,8S)-7-benzyloxy-8-benzyloxymethyl-2-(2,2-bis-phenylsulfanyl-ethyl)-5-methyl-oxocan-3-yl ester

There total 31 articles about (2S,3S)-3-Benzyloxy-3-((5R,7S,8R,9S,10S)-8-methoxymethoxy-9,10-dimethyl-1,6-dioxa-spiro[4.5]dec-7-yl)-2-methyl-propionic acid (2R,3S,5S,7R,8S)-7-benzyloxy-8-benzyloxymethyl-2-(2,2-bis-phenylsulfanyl-ethyl)-5-methyl-oxocan-3-yl 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: 76.0%

: 261776-53-8
(2S,3S)-3-Benzyloxy-3-((5R,7S,8R,9S,10S)-8-methoxymethoxy-9,10-dimethyl-1,6-dioxa-spiro[4.5]dec-7-yl)-2-methyl-propionic acid

: 337309-25-8
(2R,3S,5R,7R,8S)-7-Benzyloxy-8-benzyloxymethyl-2-(2,2-bis-phenylsulfanyl-ethyl)-5-methyl-oxocan-3-ol

: 337309-16-7
(2S,3S)-3-Benzyloxy-3-((5R,7S,8R,9S,10S)-8-methoxymethoxy-9,10-dimethyl-1,6-dioxa-spiro[4.5]dec-7-yl)-2-methyl-propionic acid (2R,3S,5S,7R,8S)-7-benzyloxy-8-benzyloxymethyl-2-(2,2-bis-phenylsulfanyl-ethyl)-5-methyl-oxocan-3-yl ester

Guidance literature:: With dmap; (1S)-10-camphorsulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; at 40 ℃; for 48h;
DOI:10.1016/S0040-4020(02)00660-9

Reference yield:

: 337309-17-8
[(2R,4S,5R)-4-Allyl-2-(4-methoxy-phenyl)-[1,3]dioxan-5-yloxy]-acetic acid tert-butyl ester

: 337309-16-7
(2S,3S)-3-Benzyloxy-3-((5R,7S,8R,9S,10S)-8-methoxymethoxy-9,10-dimethyl-1,6-dioxa-spiro[4.5]dec-7-yl)-2-methyl-propionic acid (2R,3S,5S,7R,8S)-7-benzyloxy-8-benzyloxymethyl-2-(2,2-bis-phenylsulfanyl-ethyl)-5-methyl-oxocan-3-yl ester

Guidance literature:: Multi-step reaction with 17 steps

1: 40 percent / LDA / tetrahydrofuran / 0.17 h / -78 °C

2: 60 percent / (PCy₃)2Cl₂Ru=CHPh / CH₂Cl₂ / 24 h / Heating

3: 98 percent / LiAlH₄ / tetrahydrofuran / 5 h / 0 - 20 °C

4: 88 percent / NEt₃; DMAP / CH₂Cl₂ / 16 h / 20 °C

5: 79 percent / (COCl)2; DMSO; NEt₃ / CH₂Cl₂ / 0.5 h / -60 °C

6: 74 percent / diethyl ether / 0.5 h / -78 °C

7: 95 percent / TBAF; AcOH / tetrahydrofuran / 5 h / 20 °C

8: 97 percent / NaBH(OAc)3; AcOH / acetonitrile / 2 h / -20 °C

9: NaH / tetrahydrofuran; dimethylformamide / 20 h / 0 - 20 °C

10: 68 percent / aq. TsOH / methanol / 24 h / 20 °C

11: 87 percent / I₂; PPh₃; imidazole / tetrahydrofuran / 24 h / 0 - 20 °C

12: 78 percent / dimethylsulfoxide / 48 h / 40 °C

13: 100 percent / 2,6-lutidine / CH₂Cl₂ / 0.25 h / -30 - -20 °C

14: DIBAL-H / CH₂Cl₂ / 1 h / -70 - -60 °C

15: Bu₃P / benzene / 12 h / 20 °C

16: 95 percent / TBAF / tetrahydrofuran / 3 h / 20 °C

17: 58 percent / EDC*HCl; DMAP / CH₂Cl₂ / 12 h / 20 °C

With 1H-imidazole; 2,6-dimethylpyridine; dmap; lithium aluminium tetrahydride; oxalyl dichloride; tributylphosphine; tetrabutyl ammonium fluoride; iodine; sodium tris(acetoxy)borohydride; sodium hydride; diisobutylaluminium hydride; toluene-4-sulfonic acid; acetic acid; dimethyl sulfoxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; triphenylphosphine; lithium diisopropyl amide; Grubbs catalyst first generation; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; acetonitrile; benzene; 5: Swern oxidation;
DOI:10.1039/b009506k

Reference yield:

: 337309-18-9
(R)-2-[(2R,4S,5R)-4-Allyl-2-(4-methoxy-phenyl)-[1,3]dioxan-5-yloxy]-3-hydroxy-pent-4-enoic acid tert-butyl ester

: 337309-16-7
(2S,3S)-3-Benzyloxy-3-((5R,7S,8R,9S,10S)-8-methoxymethoxy-9,10-dimethyl-1,6-dioxa-spiro[4.5]dec-7-yl)-2-methyl-propionic acid (2R,3S,5S,7R,8S)-7-benzyloxy-8-benzyloxymethyl-2-(2,2-bis-phenylsulfanyl-ethyl)-5-methyl-oxocan-3-yl ester

Guidance literature:: Multi-step reaction with 16 steps

1: 60 percent / (PCy₃)2Cl₂Ru=CHPh / CH₂Cl₂ / 24 h / Heating

2: 98 percent / LiAlH₄ / tetrahydrofuran / 5 h / 0 - 20 °C

3: 88 percent / NEt₃; DMAP / CH₂Cl₂ / 16 h / 20 °C

4: 79 percent / (COCl)2; DMSO; NEt₃ / CH₂Cl₂ / 0.5 h / -60 °C

5: 74 percent / diethyl ether / 0.5 h / -78 °C

6: 95 percent / TBAF; AcOH / tetrahydrofuran / 5 h / 20 °C

7: 97 percent / NaBH(OAc)3; AcOH / acetonitrile / 2 h / -20 °C

8: NaH / tetrahydrofuran; dimethylformamide / 20 h / 0 - 20 °C

9: 68 percent / aq. TsOH / methanol / 24 h / 20 °C

10: 87 percent / I₂; PPh₃; imidazole / tetrahydrofuran / 24 h / 0 - 20 °C

11: 78 percent / dimethylsulfoxide / 48 h / 40 °C

12: 100 percent / 2,6-lutidine / CH₂Cl₂ / 0.25 h / -30 - -20 °C

13: DIBAL-H / CH₂Cl₂ / 1 h / -70 - -60 °C

14: Bu₃P / benzene / 12 h / 20 °C

15: 95 percent / TBAF / tetrahydrofuran / 3 h / 20 °C

16: 58 percent / EDC*HCl; DMAP / CH₂Cl₂ / 12 h / 20 °C

With 1H-imidazole; 2,6-dimethylpyridine; dmap; lithium aluminium tetrahydride; oxalyl dichloride; tributylphosphine; tetrabutyl ammonium fluoride; iodine; sodium tris(acetoxy)borohydride; sodium hydride; diisobutylaluminium hydride; toluene-4-sulfonic acid; acetic acid; dimethyl sulfoxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; triphenylphosphine; Grubbs catalyst first generation; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; acetonitrile; benzene; 4: Swern oxidation;
DOI:10.1039/b009506k